diff --git a/cmd/headscale/cli/routes.go b/cmd/headscale/cli/routes.go
index 231e061a..55f009e9 100644
--- a/cmd/headscale/cli/routes.go
+++ b/cmd/headscale/cli/routes.go
@@ -35,6 +35,13 @@ func init() {
 		log.Fatalf(err.Error())
 	}
 	routesCmd.AddCommand(disableRouteCmd)
+
+	deleteRouteCmd.Flags().Uint64P("route", "r", 0, "Route identifier (ID)")
+	err = deleteRouteCmd.MarkFlagRequired("route")
+	if err != nil {
+		log.Fatalf(err.Error())
+	}
+	routesCmd.AddCommand(deleteRouteCmd)
 }
 
 var routesCmd = &cobra.Command{
@@ -200,7 +207,50 @@ var disableRouteCmd = &cobra.Command{
 		if err != nil {
 			ErrorOutput(
 				err,
-				fmt.Sprintf("Cannot enable route %d: %s", routeID, status.Convert(err).Message()),
+				fmt.Sprintf("Cannot disable route %d: %s", routeID, status.Convert(err).Message()),
+				output,
+			)
+
+			return
+		}
+
+		if output != "" {
+			SuccessOutput(response, "", output)
+
+			return
+		}
+	},
+}
+
+var deleteRouteCmd = &cobra.Command{
+	Use:   "delete",
+	Short: "Delete a given route",
+	Long:  `This command will delete a given route.`,
+	Run: func(cmd *cobra.Command, args []string) {
+		output, _ := cmd.Flags().GetString("output")
+
+		routeID, err := cmd.Flags().GetUint64("route")
+		if err != nil {
+			ErrorOutput(
+				err,
+				fmt.Sprintf("Error getting machine id from flag: %s", err),
+				output,
+			)
+
+			return
+		}
+
+		ctx, client, conn, cancel := getHeadscaleCLIClient()
+		defer cancel()
+		defer conn.Close()
+
+		response, err := client.DeleteRoute(ctx, &v1.DeleteRouteRequest{
+			RouteId: routeID,
+		})
+		if err != nil {
+			ErrorOutput(
+				err,
+				fmt.Sprintf("Cannot delete route %d: %s", routeID, status.Convert(err).Message()),
 				output,
 			)
 
diff --git a/gen/go/headscale/v1/apikey.pb.go b/gen/go/headscale/v1/apikey.pb.go
index 8b7f3cb9..4e29272c 100644
--- a/gen/go/headscale/v1/apikey.pb.go
+++ b/gen/go/headscale/v1/apikey.pb.go
@@ -7,12 +7,11 @@
 package v1
 
 import (
-	reflect "reflect"
-	sync "sync"
-
 	protoreflect "google.golang.org/protobuf/reflect/protoreflect"
 	protoimpl "google.golang.org/protobuf/runtime/protoimpl"
 	timestamppb "google.golang.org/protobuf/types/known/timestamppb"
+	reflect "reflect"
+	sync "sync"
 )
 
 const (
@@ -423,19 +422,17 @@ func file_headscale_v1_apikey_proto_rawDescGZIP() []byte {
 	return file_headscale_v1_apikey_proto_rawDescData
 }
 
-var (
-	file_headscale_v1_apikey_proto_msgTypes = make([]protoimpl.MessageInfo, 7)
-	file_headscale_v1_apikey_proto_goTypes  = []interface{}{
-		(*ApiKey)(nil),                // 0: headscale.v1.ApiKey
-		(*CreateApiKeyRequest)(nil),   // 1: headscale.v1.CreateApiKeyRequest
-		(*CreateApiKeyResponse)(nil),  // 2: headscale.v1.CreateApiKeyResponse
-		(*ExpireApiKeyRequest)(nil),   // 3: headscale.v1.ExpireApiKeyRequest
-		(*ExpireApiKeyResponse)(nil),  // 4: headscale.v1.ExpireApiKeyResponse
-		(*ListApiKeysRequest)(nil),    // 5: headscale.v1.ListApiKeysRequest
-		(*ListApiKeysResponse)(nil),   // 6: headscale.v1.ListApiKeysResponse
-		(*timestamppb.Timestamp)(nil), // 7: google.protobuf.Timestamp
-	}
-)
+var file_headscale_v1_apikey_proto_msgTypes = make([]protoimpl.MessageInfo, 7)
+var file_headscale_v1_apikey_proto_goTypes = []interface{}{
+	(*ApiKey)(nil),                // 0: headscale.v1.ApiKey
+	(*CreateApiKeyRequest)(nil),   // 1: headscale.v1.CreateApiKeyRequest
+	(*CreateApiKeyResponse)(nil),  // 2: headscale.v1.CreateApiKeyResponse
+	(*ExpireApiKeyRequest)(nil),   // 3: headscale.v1.ExpireApiKeyRequest
+	(*ExpireApiKeyResponse)(nil),  // 4: headscale.v1.ExpireApiKeyResponse
+	(*ListApiKeysRequest)(nil),    // 5: headscale.v1.ListApiKeysRequest
+	(*ListApiKeysResponse)(nil),   // 6: headscale.v1.ListApiKeysResponse
+	(*timestamppb.Timestamp)(nil), // 7: google.protobuf.Timestamp
+}
 var file_headscale_v1_apikey_proto_depIdxs = []int32{
 	7, // 0: headscale.v1.ApiKey.expiration:type_name -> google.protobuf.Timestamp
 	7, // 1: headscale.v1.ApiKey.created_at:type_name -> google.protobuf.Timestamp
diff --git a/gen/go/headscale/v1/device.pb.go b/gen/go/headscale/v1/device.pb.go
index 0bafde3a..dc8f4980 100644
--- a/gen/go/headscale/v1/device.pb.go
+++ b/gen/go/headscale/v1/device.pb.go
@@ -7,12 +7,11 @@
 package v1
 
 import (
-	reflect "reflect"
-	sync "sync"
-
 	protoreflect "google.golang.org/protobuf/reflect/protoreflect"
 	protoimpl "google.golang.org/protobuf/runtime/protoimpl"
 	timestamppb "google.golang.org/protobuf/types/known/timestamppb"
+	reflect "reflect"
+	sync "sync"
 )
 
 const (
@@ -925,24 +924,22 @@ func file_headscale_v1_device_proto_rawDescGZIP() []byte {
 	return file_headscale_v1_device_proto_rawDescData
 }
 
-var (
-	file_headscale_v1_device_proto_msgTypes = make([]protoimpl.MessageInfo, 12)
-	file_headscale_v1_device_proto_goTypes  = []interface{}{
-		(*Latency)(nil),                    // 0: headscale.v1.Latency
-		(*ClientSupports)(nil),             // 1: headscale.v1.ClientSupports
-		(*ClientConnectivity)(nil),         // 2: headscale.v1.ClientConnectivity
-		(*GetDeviceRequest)(nil),           // 3: headscale.v1.GetDeviceRequest
-		(*GetDeviceResponse)(nil),          // 4: headscale.v1.GetDeviceResponse
-		(*DeleteDeviceRequest)(nil),        // 5: headscale.v1.DeleteDeviceRequest
-		(*DeleteDeviceResponse)(nil),       // 6: headscale.v1.DeleteDeviceResponse
-		(*GetDeviceRoutesRequest)(nil),     // 7: headscale.v1.GetDeviceRoutesRequest
-		(*GetDeviceRoutesResponse)(nil),    // 8: headscale.v1.GetDeviceRoutesResponse
-		(*EnableDeviceRoutesRequest)(nil),  // 9: headscale.v1.EnableDeviceRoutesRequest
-		(*EnableDeviceRoutesResponse)(nil), // 10: headscale.v1.EnableDeviceRoutesResponse
-		nil,                                // 11: headscale.v1.ClientConnectivity.LatencyEntry
-		(*timestamppb.Timestamp)(nil),      // 12: google.protobuf.Timestamp
-	}
-)
+var file_headscale_v1_device_proto_msgTypes = make([]protoimpl.MessageInfo, 12)
+var file_headscale_v1_device_proto_goTypes = []interface{}{
+	(*Latency)(nil),                    // 0: headscale.v1.Latency
+	(*ClientSupports)(nil),             // 1: headscale.v1.ClientSupports
+	(*ClientConnectivity)(nil),         // 2: headscale.v1.ClientConnectivity
+	(*GetDeviceRequest)(nil),           // 3: headscale.v1.GetDeviceRequest
+	(*GetDeviceResponse)(nil),          // 4: headscale.v1.GetDeviceResponse
+	(*DeleteDeviceRequest)(nil),        // 5: headscale.v1.DeleteDeviceRequest
+	(*DeleteDeviceResponse)(nil),       // 6: headscale.v1.DeleteDeviceResponse
+	(*GetDeviceRoutesRequest)(nil),     // 7: headscale.v1.GetDeviceRoutesRequest
+	(*GetDeviceRoutesResponse)(nil),    // 8: headscale.v1.GetDeviceRoutesResponse
+	(*EnableDeviceRoutesRequest)(nil),  // 9: headscale.v1.EnableDeviceRoutesRequest
+	(*EnableDeviceRoutesResponse)(nil), // 10: headscale.v1.EnableDeviceRoutesResponse
+	nil,                                // 11: headscale.v1.ClientConnectivity.LatencyEntry
+	(*timestamppb.Timestamp)(nil),      // 12: google.protobuf.Timestamp
+}
 var file_headscale_v1_device_proto_depIdxs = []int32{
 	11, // 0: headscale.v1.ClientConnectivity.latency:type_name -> headscale.v1.ClientConnectivity.LatencyEntry
 	1,  // 1: headscale.v1.ClientConnectivity.client_supports:type_name -> headscale.v1.ClientSupports
diff --git a/gen/go/headscale/v1/headscale.pb.go b/gen/go/headscale/v1/headscale.pb.go
index 7ce29701..33836402 100644
--- a/gen/go/headscale/v1/headscale.pb.go
+++ b/gen/go/headscale/v1/headscale.pb.go
@@ -7,11 +7,10 @@
 package v1
 
 import (
-	reflect "reflect"
-
 	_ "google.golang.org/genproto/googleapis/api/annotations"
 	protoreflect "google.golang.org/protobuf/reflect/protoreflect"
 	protoimpl "google.golang.org/protobuf/runtime/protoimpl"
+	reflect "reflect"
 )
 
 const (
@@ -37,7 +36,7 @@ var file_headscale_v1_headscale_proto_rawDesc = []byte{
 	0x68, 0x65, 0x61, 0x64, 0x73, 0x63, 0x61, 0x6c, 0x65, 0x2f, 0x76, 0x31, 0x2f, 0x72, 0x6f, 0x75,
 	0x74, 0x65, 0x73, 0x2e, 0x70, 0x72, 0x6f, 0x74, 0x6f, 0x1a, 0x19, 0x68, 0x65, 0x61, 0x64, 0x73,
 	0x63, 0x61, 0x6c, 0x65, 0x2f, 0x76, 0x31, 0x2f, 0x61, 0x70, 0x69, 0x6b, 0x65, 0x79, 0x2e, 0x70,
-	0x72, 0x6f, 0x74, 0x6f, 0x32, 0x96, 0x17, 0x0a, 0x10, 0x48, 0x65, 0x61, 0x64, 0x73, 0x63, 0x61,
+	0x72, 0x6f, 0x74, 0x6f, 0x32, 0x8d, 0x18, 0x0a, 0x10, 0x48, 0x65, 0x61, 0x64, 0x73, 0x63, 0x61,
 	0x6c, 0x65, 0x53, 0x65, 0x72, 0x76, 0x69, 0x63, 0x65, 0x12, 0x63, 0x0a, 0x07, 0x47, 0x65, 0x74,
 	0x55, 0x73, 0x65, 0x72, 0x12, 0x1c, 0x2e, 0x68, 0x65, 0x61, 0x64, 0x73, 0x63, 0x61, 0x6c, 0x65,
 	0x2e, 0x76, 0x31, 0x2e, 0x47, 0x65, 0x74, 0x55, 0x73, 0x65, 0x72, 0x52, 0x65, 0x71, 0x75, 0x65,
@@ -201,31 +200,39 @@ var file_headscale_v1_headscale_proto_rawDesc = []byte{
 	0x73, 0x52, 0x65, 0x73, 0x70, 0x6f, 0x6e, 0x73, 0x65, 0x22, 0x2b, 0x82, 0xd3, 0xe4, 0x93, 0x02,
 	0x25, 0x12, 0x23, 0x2f, 0x61, 0x70, 0x69, 0x2f, 0x76, 0x31, 0x2f, 0x6d, 0x61, 0x63, 0x68, 0x69,
 	0x6e, 0x65, 0x2f, 0x7b, 0x6d, 0x61, 0x63, 0x68, 0x69, 0x6e, 0x65, 0x5f, 0x69, 0x64, 0x7d, 0x2f,
-	0x72, 0x6f, 0x75, 0x74, 0x65, 0x73, 0x12, 0x70, 0x0a, 0x0c, 0x43, 0x72, 0x65, 0x61, 0x74, 0x65,
-	0x41, 0x70, 0x69, 0x4b, 0x65, 0x79, 0x12, 0x21, 0x2e, 0x68, 0x65, 0x61, 0x64, 0x73, 0x63, 0x61,
-	0x6c, 0x65, 0x2e, 0x76, 0x31, 0x2e, 0x43, 0x72, 0x65, 0x61, 0x74, 0x65, 0x41, 0x70, 0x69, 0x4b,
-	0x65, 0x79, 0x52, 0x65, 0x71, 0x75, 0x65, 0x73, 0x74, 0x1a, 0x22, 0x2e, 0x68, 0x65, 0x61, 0x64,
-	0x73, 0x63, 0x61, 0x6c, 0x65, 0x2e, 0x76, 0x31, 0x2e, 0x43, 0x72, 0x65, 0x61, 0x74, 0x65, 0x41,
-	0x70, 0x69, 0x4b, 0x65, 0x79, 0x52, 0x65, 0x73, 0x70, 0x6f, 0x6e, 0x73, 0x65, 0x22, 0x19, 0x82,
-	0xd3, 0xe4, 0x93, 0x02, 0x13, 0x3a, 0x01, 0x2a, 0x22, 0x0e, 0x2f, 0x61, 0x70, 0x69, 0x2f, 0x76,
-	0x31, 0x2f, 0x61, 0x70, 0x69, 0x6b, 0x65, 0x79, 0x12, 0x77, 0x0a, 0x0c, 0x45, 0x78, 0x70, 0x69,
-	0x72, 0x65, 0x41, 0x70, 0x69, 0x4b, 0x65, 0x79, 0x12, 0x21, 0x2e, 0x68, 0x65, 0x61, 0x64, 0x73,
-	0x63, 0x61, 0x6c, 0x65, 0x2e, 0x76, 0x31, 0x2e, 0x45, 0x78, 0x70, 0x69, 0x72, 0x65, 0x41, 0x70,
-	0x69, 0x4b, 0x65, 0x79, 0x52, 0x65, 0x71, 0x75, 0x65, 0x73, 0x74, 0x1a, 0x22, 0x2e, 0x68, 0x65,
-	0x61, 0x64, 0x73, 0x63, 0x61, 0x6c, 0x65, 0x2e, 0x76, 0x31, 0x2e, 0x45, 0x78, 0x70, 0x69, 0x72,
-	0x65, 0x41, 0x70, 0x69, 0x4b, 0x65, 0x79, 0x52, 0x65, 0x73, 0x70, 0x6f, 0x6e, 0x73, 0x65, 0x22,
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-	0x27, 0x67, 0x69, 0x74, 0x68, 0x75, 0x62, 0x2e, 0x63, 0x6f, 0x6d, 0x2f, 0x6a, 0x75, 0x61, 0x6e,
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+	0x06, 0x70, 0x72, 0x6f, 0x74, 0x6f, 0x33,
 }
 
 var file_headscale_v1_headscale_proto_goTypes = []interface{}{
@@ -250,35 +257,36 @@ var file_headscale_v1_headscale_proto_goTypes = []interface{}{
 	(*EnableRouteRequest)(nil),         // 18: headscale.v1.EnableRouteRequest
 	(*DisableRouteRequest)(nil),        // 19: headscale.v1.DisableRouteRequest
 	(*GetMachineRoutesRequest)(nil),    // 20: headscale.v1.GetMachineRoutesRequest
-	(*CreateApiKeyRequest)(nil),        // 21: headscale.v1.CreateApiKeyRequest
-	(*ExpireApiKeyRequest)(nil),        // 22: headscale.v1.ExpireApiKeyRequest
-	(*ListApiKeysRequest)(nil),         // 23: headscale.v1.ListApiKeysRequest
-	(*GetUserResponse)(nil),            // 24: headscale.v1.GetUserResponse
-	(*CreateUserResponse)(nil),         // 25: headscale.v1.CreateUserResponse
-	(*RenameUserResponse)(nil),         // 26: headscale.v1.RenameUserResponse
-	(*DeleteUserResponse)(nil),         // 27: headscale.v1.DeleteUserResponse
-	(*ListUsersResponse)(nil),          // 28: headscale.v1.ListUsersResponse
-	(*CreatePreAuthKeyResponse)(nil),   // 29: headscale.v1.CreatePreAuthKeyResponse
-	(*ExpirePreAuthKeyResponse)(nil),   // 30: headscale.v1.ExpirePreAuthKeyResponse
-	(*ListPreAuthKeysResponse)(nil),    // 31: headscale.v1.ListPreAuthKeysResponse
-	(*DebugCreateMachineResponse)(nil), // 32: headscale.v1.DebugCreateMachineResponse
-	(*GetMachineResponse)(nil),         // 33: headscale.v1.GetMachineResponse
-	(*SetTagsResponse)(nil),            // 34: headscale.v1.SetTagsResponse
-	(*RegisterMachineResponse)(nil),    // 35: headscale.v1.RegisterMachineResponse
-	(*DeleteMachineResponse)(nil),      // 36: headscale.v1.DeleteMachineResponse
-	(*ExpireMachineResponse)(nil),      // 37: headscale.v1.ExpireMachineResponse
-	(*RenameMachineResponse)(nil),      // 38: headscale.v1.RenameMachineResponse
-	(*ListMachinesResponse)(nil),       // 39: headscale.v1.ListMachinesResponse
-	(*MoveMachineResponse)(nil),        // 40: headscale.v1.MoveMachineResponse
-	(*GetRoutesResponse)(nil),          // 41: headscale.v1.GetRoutesResponse
-	(*EnableRouteResponse)(nil),        // 42: headscale.v1.EnableRouteResponse
-	(*DisableRouteResponse)(nil),       // 43: headscale.v1.DisableRouteResponse
-	(*GetMachineRoutesResponse)(nil),   // 44: headscale.v1.GetMachineRoutesResponse
-	(*CreateApiKeyResponse)(nil),       // 45: headscale.v1.CreateApiKeyResponse
-	(*ExpireApiKeyResponse)(nil),       // 46: headscale.v1.ExpireApiKeyResponse
-	(*ListApiKeysResponse)(nil),        // 47: headscale.v1.ListApiKeysResponse
+	(*DeleteRouteRequest)(nil),         // 21: headscale.v1.DeleteRouteRequest
+	(*CreateApiKeyRequest)(nil),        // 22: headscale.v1.CreateApiKeyRequest
+	(*ExpireApiKeyRequest)(nil),        // 23: headscale.v1.ExpireApiKeyRequest
+	(*ListApiKeysRequest)(nil),         // 24: headscale.v1.ListApiKeysRequest
+	(*GetUserResponse)(nil),            // 25: headscale.v1.GetUserResponse
+	(*CreateUserResponse)(nil),         // 26: headscale.v1.CreateUserResponse
+	(*RenameUserResponse)(nil),         // 27: headscale.v1.RenameUserResponse
+	(*DeleteUserResponse)(nil),         // 28: headscale.v1.DeleteUserResponse
+	(*ListUsersResponse)(nil),          // 29: headscale.v1.ListUsersResponse
+	(*CreatePreAuthKeyResponse)(nil),   // 30: headscale.v1.CreatePreAuthKeyResponse
+	(*ExpirePreAuthKeyResponse)(nil),   // 31: headscale.v1.ExpirePreAuthKeyResponse
+	(*ListPreAuthKeysResponse)(nil),    // 32: headscale.v1.ListPreAuthKeysResponse
+	(*DebugCreateMachineResponse)(nil), // 33: headscale.v1.DebugCreateMachineResponse
+	(*GetMachineResponse)(nil),         // 34: headscale.v1.GetMachineResponse
+	(*SetTagsResponse)(nil),            // 35: headscale.v1.SetTagsResponse
+	(*RegisterMachineResponse)(nil),    // 36: headscale.v1.RegisterMachineResponse
+	(*DeleteMachineResponse)(nil),      // 37: headscale.v1.DeleteMachineResponse
+	(*ExpireMachineResponse)(nil),      // 38: headscale.v1.ExpireMachineResponse
+	(*RenameMachineResponse)(nil),      // 39: headscale.v1.RenameMachineResponse
+	(*ListMachinesResponse)(nil),       // 40: headscale.v1.ListMachinesResponse
+	(*MoveMachineResponse)(nil),        // 41: headscale.v1.MoveMachineResponse
+	(*GetRoutesResponse)(nil),          // 42: headscale.v1.GetRoutesResponse
+	(*EnableRouteResponse)(nil),        // 43: headscale.v1.EnableRouteResponse
+	(*DisableRouteResponse)(nil),       // 44: headscale.v1.DisableRouteResponse
+	(*GetMachineRoutesResponse)(nil),   // 45: headscale.v1.GetMachineRoutesResponse
+	(*DeleteRouteResponse)(nil),        // 46: headscale.v1.DeleteRouteResponse
+	(*CreateApiKeyResponse)(nil),       // 47: headscale.v1.CreateApiKeyResponse
+	(*ExpireApiKeyResponse)(nil),       // 48: headscale.v1.ExpireApiKeyResponse
+	(*ListApiKeysResponse)(nil),        // 49: headscale.v1.ListApiKeysResponse
 }
-
 var file_headscale_v1_headscale_proto_depIdxs = []int32{
 	0,  // 0: headscale.v1.HeadscaleService.GetUser:input_type -> headscale.v1.GetUserRequest
 	1,  // 1: headscale.v1.HeadscaleService.CreateUser:input_type -> headscale.v1.CreateUserRequest
@@ -301,35 +309,37 @@ var file_headscale_v1_headscale_proto_depIdxs = []int32{
 	18, // 18: headscale.v1.HeadscaleService.EnableRoute:input_type -> headscale.v1.EnableRouteRequest
 	19, // 19: headscale.v1.HeadscaleService.DisableRoute:input_type -> headscale.v1.DisableRouteRequest
 	20, // 20: headscale.v1.HeadscaleService.GetMachineRoutes:input_type -> headscale.v1.GetMachineRoutesRequest
-	21, // 21: headscale.v1.HeadscaleService.CreateApiKey:input_type -> headscale.v1.CreateApiKeyRequest
-	22, // 22: headscale.v1.HeadscaleService.ExpireApiKey:input_type -> headscale.v1.ExpireApiKeyRequest
-	23, // 23: headscale.v1.HeadscaleService.ListApiKeys:input_type -> headscale.v1.ListApiKeysRequest
-	24, // 24: headscale.v1.HeadscaleService.GetUser:output_type -> headscale.v1.GetUserResponse
-	25, // 25: headscale.v1.HeadscaleService.CreateUser:output_type -> headscale.v1.CreateUserResponse
-	26, // 26: headscale.v1.HeadscaleService.RenameUser:output_type -> headscale.v1.RenameUserResponse
-	27, // 27: headscale.v1.HeadscaleService.DeleteUser:output_type -> headscale.v1.DeleteUserResponse
-	28, // 28: headscale.v1.HeadscaleService.ListUsers:output_type -> headscale.v1.ListUsersResponse
-	29, // 29: headscale.v1.HeadscaleService.CreatePreAuthKey:output_type -> headscale.v1.CreatePreAuthKeyResponse
-	30, // 30: headscale.v1.HeadscaleService.ExpirePreAuthKey:output_type -> headscale.v1.ExpirePreAuthKeyResponse
-	31, // 31: headscale.v1.HeadscaleService.ListPreAuthKeys:output_type -> headscale.v1.ListPreAuthKeysResponse
-	32, // 32: headscale.v1.HeadscaleService.DebugCreateMachine:output_type -> headscale.v1.DebugCreateMachineResponse
-	33, // 33: headscale.v1.HeadscaleService.GetMachine:output_type -> headscale.v1.GetMachineResponse
-	34, // 34: headscale.v1.HeadscaleService.SetTags:output_type -> headscale.v1.SetTagsResponse
-	35, // 35: headscale.v1.HeadscaleService.RegisterMachine:output_type -> headscale.v1.RegisterMachineResponse
-	36, // 36: headscale.v1.HeadscaleService.DeleteMachine:output_type -> headscale.v1.DeleteMachineResponse
-	37, // 37: headscale.v1.HeadscaleService.ExpireMachine:output_type -> headscale.v1.ExpireMachineResponse
-	38, // 38: headscale.v1.HeadscaleService.RenameMachine:output_type -> headscale.v1.RenameMachineResponse
-	39, // 39: headscale.v1.HeadscaleService.ListMachines:output_type -> headscale.v1.ListMachinesResponse
-	40, // 40: headscale.v1.HeadscaleService.MoveMachine:output_type -> headscale.v1.MoveMachineResponse
-	41, // 41: headscale.v1.HeadscaleService.GetRoutes:output_type -> headscale.v1.GetRoutesResponse
-	42, // 42: headscale.v1.HeadscaleService.EnableRoute:output_type -> headscale.v1.EnableRouteResponse
-	43, // 43: headscale.v1.HeadscaleService.DisableRoute:output_type -> headscale.v1.DisableRouteResponse
-	44, // 44: headscale.v1.HeadscaleService.GetMachineRoutes:output_type -> headscale.v1.GetMachineRoutesResponse
-	45, // 45: headscale.v1.HeadscaleService.CreateApiKey:output_type -> headscale.v1.CreateApiKeyResponse
-	46, // 46: headscale.v1.HeadscaleService.ExpireApiKey:output_type -> headscale.v1.ExpireApiKeyResponse
-	47, // 47: headscale.v1.HeadscaleService.ListApiKeys:output_type -> headscale.v1.ListApiKeysResponse
-	24, // [24:48] is the sub-list for method output_type
-	0,  // [0:24] is the sub-list for method input_type
+	21, // 21: headscale.v1.HeadscaleService.DeleteRoute:input_type -> headscale.v1.DeleteRouteRequest
+	22, // 22: headscale.v1.HeadscaleService.CreateApiKey:input_type -> headscale.v1.CreateApiKeyRequest
+	23, // 23: headscale.v1.HeadscaleService.ExpireApiKey:input_type -> headscale.v1.ExpireApiKeyRequest
+	24, // 24: headscale.v1.HeadscaleService.ListApiKeys:input_type -> headscale.v1.ListApiKeysRequest
+	25, // 25: headscale.v1.HeadscaleService.GetUser:output_type -> headscale.v1.GetUserResponse
+	26, // 26: headscale.v1.HeadscaleService.CreateUser:output_type -> headscale.v1.CreateUserResponse
+	27, // 27: headscale.v1.HeadscaleService.RenameUser:output_type -> headscale.v1.RenameUserResponse
+	28, // 28: headscale.v1.HeadscaleService.DeleteUser:output_type -> headscale.v1.DeleteUserResponse
+	29, // 29: headscale.v1.HeadscaleService.ListUsers:output_type -> headscale.v1.ListUsersResponse
+	30, // 30: headscale.v1.HeadscaleService.CreatePreAuthKey:output_type -> headscale.v1.CreatePreAuthKeyResponse
+	31, // 31: headscale.v1.HeadscaleService.ExpirePreAuthKey:output_type -> headscale.v1.ExpirePreAuthKeyResponse
+	32, // 32: headscale.v1.HeadscaleService.ListPreAuthKeys:output_type -> headscale.v1.ListPreAuthKeysResponse
+	33, // 33: headscale.v1.HeadscaleService.DebugCreateMachine:output_type -> headscale.v1.DebugCreateMachineResponse
+	34, // 34: headscale.v1.HeadscaleService.GetMachine:output_type -> headscale.v1.GetMachineResponse
+	35, // 35: headscale.v1.HeadscaleService.SetTags:output_type -> headscale.v1.SetTagsResponse
+	36, // 36: headscale.v1.HeadscaleService.RegisterMachine:output_type -> headscale.v1.RegisterMachineResponse
+	37, // 37: headscale.v1.HeadscaleService.DeleteMachine:output_type -> headscale.v1.DeleteMachineResponse
+	38, // 38: headscale.v1.HeadscaleService.ExpireMachine:output_type -> headscale.v1.ExpireMachineResponse
+	39, // 39: headscale.v1.HeadscaleService.RenameMachine:output_type -> headscale.v1.RenameMachineResponse
+	40, // 40: headscale.v1.HeadscaleService.ListMachines:output_type -> headscale.v1.ListMachinesResponse
+	41, // 41: headscale.v1.HeadscaleService.MoveMachine:output_type -> headscale.v1.MoveMachineResponse
+	42, // 42: headscale.v1.HeadscaleService.GetRoutes:output_type -> headscale.v1.GetRoutesResponse
+	43, // 43: headscale.v1.HeadscaleService.EnableRoute:output_type -> headscale.v1.EnableRouteResponse
+	44, // 44: headscale.v1.HeadscaleService.DisableRoute:output_type -> headscale.v1.DisableRouteResponse
+	45, // 45: headscale.v1.HeadscaleService.GetMachineRoutes:output_type -> headscale.v1.GetMachineRoutesResponse
+	46, // 46: headscale.v1.HeadscaleService.DeleteRoute:output_type -> headscale.v1.DeleteRouteResponse
+	47, // 47: headscale.v1.HeadscaleService.CreateApiKey:output_type -> headscale.v1.CreateApiKeyResponse
+	48, // 48: headscale.v1.HeadscaleService.ExpireApiKey:output_type -> headscale.v1.ExpireApiKeyResponse
+	49, // 49: headscale.v1.HeadscaleService.ListApiKeys:output_type -> headscale.v1.ListApiKeysResponse
+	25, // [25:50] is the sub-list for method output_type
+	0,  // [0:25] is the sub-list for method input_type
 	0,  // [0:0] is the sub-list for extension type_name
 	0,  // [0:0] is the sub-list for extension extendee
 	0,  // [0:0] is the sub-list for field type_name
diff --git a/gen/go/headscale/v1/headscale.pb.gw.go b/gen/go/headscale/v1/headscale.pb.gw.go
index 4695c079..4ee9fd4f 100644
--- a/gen/go/headscale/v1/headscale.pb.gw.go
+++ b/gen/go/headscale/v1/headscale.pb.gw.go
@@ -25,14 +25,11 @@ import (
 
 // Suppress "imported and not used" errors
 var _ codes.Code
-
-var (
-	_ io.Reader
-	_ status.Status
-	_ = runtime.String
-	_ = utilities.NewDoubleArray
-	_ = metadata.Join
-)
+var _ io.Reader
+var _ status.Status
+var _ = runtime.String
+var _ = utilities.NewDoubleArray
+var _ = metadata.Join
 
 func request_HeadscaleService_GetUser_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
 	var protoReq GetUserRequest
@@ -57,6 +54,7 @@ func request_HeadscaleService_GetUser_0(ctx context.Context, marshaler runtime.M
 
 	msg, err := client.GetUser(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_GetUser_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -82,6 +80,7 @@ func local_request_HeadscaleService_GetUser_0(ctx context.Context, marshaler run
 
 	msg, err := server.GetUser(ctx, &protoReq)
 	return msg, metadata, err
+
 }
 
 func request_HeadscaleService_CreateUser_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -98,6 +97,7 @@ func request_HeadscaleService_CreateUser_0(ctx context.Context, marshaler runtim
 
 	msg, err := client.CreateUser(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_CreateUser_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -114,6 +114,7 @@ func local_request_HeadscaleService_CreateUser_0(ctx context.Context, marshaler
 
 	msg, err := server.CreateUser(ctx, &protoReq)
 	return msg, metadata, err
+
 }
 
 func request_HeadscaleService_RenameUser_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -149,6 +150,7 @@ func request_HeadscaleService_RenameUser_0(ctx context.Context, marshaler runtim
 
 	msg, err := client.RenameUser(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_RenameUser_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -184,6 +186,7 @@ func local_request_HeadscaleService_RenameUser_0(ctx context.Context, marshaler
 
 	msg, err := server.RenameUser(ctx, &protoReq)
 	return msg, metadata, err
+
 }
 
 func request_HeadscaleService_DeleteUser_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -209,6 +212,7 @@ func request_HeadscaleService_DeleteUser_0(ctx context.Context, marshaler runtim
 
 	msg, err := client.DeleteUser(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_DeleteUser_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -234,6 +238,7 @@ func local_request_HeadscaleService_DeleteUser_0(ctx context.Context, marshaler
 
 	msg, err := server.DeleteUser(ctx, &protoReq)
 	return msg, metadata, err
+
 }
 
 func request_HeadscaleService_ListUsers_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -242,6 +247,7 @@ func request_HeadscaleService_ListUsers_0(ctx context.Context, marshaler runtime
 
 	msg, err := client.ListUsers(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_ListUsers_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -250,6 +256,7 @@ func local_request_HeadscaleService_ListUsers_0(ctx context.Context, marshaler r
 
 	msg, err := server.ListUsers(ctx, &protoReq)
 	return msg, metadata, err
+
 }
 
 func request_HeadscaleService_CreatePreAuthKey_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -266,6 +273,7 @@ func request_HeadscaleService_CreatePreAuthKey_0(ctx context.Context, marshaler
 
 	msg, err := client.CreatePreAuthKey(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_CreatePreAuthKey_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -282,6 +290,7 @@ func local_request_HeadscaleService_CreatePreAuthKey_0(ctx context.Context, mars
 
 	msg, err := server.CreatePreAuthKey(ctx, &protoReq)
 	return msg, metadata, err
+
 }
 
 func request_HeadscaleService_ExpirePreAuthKey_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -298,6 +307,7 @@ func request_HeadscaleService_ExpirePreAuthKey_0(ctx context.Context, marshaler
 
 	msg, err := client.ExpirePreAuthKey(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_ExpirePreAuthKey_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -314,9 +324,12 @@ func local_request_HeadscaleService_ExpirePreAuthKey_0(ctx context.Context, mars
 
 	msg, err := server.ExpirePreAuthKey(ctx, &protoReq)
 	return msg, metadata, err
+
 }
 
-var filter_HeadscaleService_ListPreAuthKeys_0 = &utilities.DoubleArray{Encoding: map[string]int{}, Base: []int(nil), Check: []int(nil)}
+var (
+	filter_HeadscaleService_ListPreAuthKeys_0 = &utilities.DoubleArray{Encoding: map[string]int{}, Base: []int(nil), Check: []int(nil)}
+)
 
 func request_HeadscaleService_ListPreAuthKeys_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
 	var protoReq ListPreAuthKeysRequest
@@ -331,6 +344,7 @@ func request_HeadscaleService_ListPreAuthKeys_0(ctx context.Context, marshaler r
 
 	msg, err := client.ListPreAuthKeys(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_ListPreAuthKeys_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -346,6 +360,7 @@ func local_request_HeadscaleService_ListPreAuthKeys_0(ctx context.Context, marsh
 
 	msg, err := server.ListPreAuthKeys(ctx, &protoReq)
 	return msg, metadata, err
+
 }
 
 func request_HeadscaleService_DebugCreateMachine_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -362,6 +377,7 @@ func request_HeadscaleService_DebugCreateMachine_0(ctx context.Context, marshale
 
 	msg, err := client.DebugCreateMachine(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_DebugCreateMachine_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -378,6 +394,7 @@ func local_request_HeadscaleService_DebugCreateMachine_0(ctx context.Context, ma
 
 	msg, err := server.DebugCreateMachine(ctx, &protoReq)
 	return msg, metadata, err
+
 }
 
 func request_HeadscaleService_GetMachine_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -403,6 +420,7 @@ func request_HeadscaleService_GetMachine_0(ctx context.Context, marshaler runtim
 
 	msg, err := client.GetMachine(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_GetMachine_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -428,6 +446,7 @@ func local_request_HeadscaleService_GetMachine_0(ctx context.Context, marshaler
 
 	msg, err := server.GetMachine(ctx, &protoReq)
 	return msg, metadata, err
+
 }
 
 func request_HeadscaleService_SetTags_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -461,6 +480,7 @@ func request_HeadscaleService_SetTags_0(ctx context.Context, marshaler runtime.M
 
 	msg, err := client.SetTags(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_SetTags_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -494,9 +514,12 @@ func local_request_HeadscaleService_SetTags_0(ctx context.Context, marshaler run
 
 	msg, err := server.SetTags(ctx, &protoReq)
 	return msg, metadata, err
+
 }
 
-var filter_HeadscaleService_RegisterMachine_0 = &utilities.DoubleArray{Encoding: map[string]int{}, Base: []int(nil), Check: []int(nil)}
+var (
+	filter_HeadscaleService_RegisterMachine_0 = &utilities.DoubleArray{Encoding: map[string]int{}, Base: []int(nil), Check: []int(nil)}
+)
 
 func request_HeadscaleService_RegisterMachine_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
 	var protoReq RegisterMachineRequest
@@ -511,6 +534,7 @@ func request_HeadscaleService_RegisterMachine_0(ctx context.Context, marshaler r
 
 	msg, err := client.RegisterMachine(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_RegisterMachine_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -526,6 +550,7 @@ func local_request_HeadscaleService_RegisterMachine_0(ctx context.Context, marsh
 
 	msg, err := server.RegisterMachine(ctx, &protoReq)
 	return msg, metadata, err
+
 }
 
 func request_HeadscaleService_DeleteMachine_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -551,6 +576,7 @@ func request_HeadscaleService_DeleteMachine_0(ctx context.Context, marshaler run
 
 	msg, err := client.DeleteMachine(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_DeleteMachine_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -576,6 +602,7 @@ func local_request_HeadscaleService_DeleteMachine_0(ctx context.Context, marshal
 
 	msg, err := server.DeleteMachine(ctx, &protoReq)
 	return msg, metadata, err
+
 }
 
 func request_HeadscaleService_ExpireMachine_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -601,6 +628,7 @@ func request_HeadscaleService_ExpireMachine_0(ctx context.Context, marshaler run
 
 	msg, err := client.ExpireMachine(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_ExpireMachine_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -626,6 +654,7 @@ func local_request_HeadscaleService_ExpireMachine_0(ctx context.Context, marshal
 
 	msg, err := server.ExpireMachine(ctx, &protoReq)
 	return msg, metadata, err
+
 }
 
 func request_HeadscaleService_RenameMachine_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -661,6 +690,7 @@ func request_HeadscaleService_RenameMachine_0(ctx context.Context, marshaler run
 
 	msg, err := client.RenameMachine(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_RenameMachine_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -696,9 +726,12 @@ func local_request_HeadscaleService_RenameMachine_0(ctx context.Context, marshal
 
 	msg, err := server.RenameMachine(ctx, &protoReq)
 	return msg, metadata, err
+
 }
 
-var filter_HeadscaleService_ListMachines_0 = &utilities.DoubleArray{Encoding: map[string]int{}, Base: []int(nil), Check: []int(nil)}
+var (
+	filter_HeadscaleService_ListMachines_0 = &utilities.DoubleArray{Encoding: map[string]int{}, Base: []int(nil), Check: []int(nil)}
+)
 
 func request_HeadscaleService_ListMachines_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
 	var protoReq ListMachinesRequest
@@ -713,6 +746,7 @@ func request_HeadscaleService_ListMachines_0(ctx context.Context, marshaler runt
 
 	msg, err := client.ListMachines(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_ListMachines_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -728,9 +762,12 @@ func local_request_HeadscaleService_ListMachines_0(ctx context.Context, marshale
 
 	msg, err := server.ListMachines(ctx, &protoReq)
 	return msg, metadata, err
+
 }
 
-var filter_HeadscaleService_MoveMachine_0 = &utilities.DoubleArray{Encoding: map[string]int{"machine_id": 0}, Base: []int{1, 1, 0}, Check: []int{0, 1, 2}}
+var (
+	filter_HeadscaleService_MoveMachine_0 = &utilities.DoubleArray{Encoding: map[string]int{"machine_id": 0}, Base: []int{1, 1, 0}, Check: []int{0, 1, 2}}
+)
 
 func request_HeadscaleService_MoveMachine_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
 	var protoReq MoveMachineRequest
@@ -762,6 +799,7 @@ func request_HeadscaleService_MoveMachine_0(ctx context.Context, marshaler runti
 
 	msg, err := client.MoveMachine(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_MoveMachine_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -794,6 +832,7 @@ func local_request_HeadscaleService_MoveMachine_0(ctx context.Context, marshaler
 
 	msg, err := server.MoveMachine(ctx, &protoReq)
 	return msg, metadata, err
+
 }
 
 func request_HeadscaleService_GetRoutes_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -802,6 +841,7 @@ func request_HeadscaleService_GetRoutes_0(ctx context.Context, marshaler runtime
 
 	msg, err := client.GetRoutes(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_GetRoutes_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -810,6 +850,7 @@ func local_request_HeadscaleService_GetRoutes_0(ctx context.Context, marshaler r
 
 	msg, err := server.GetRoutes(ctx, &protoReq)
 	return msg, metadata, err
+
 }
 
 func request_HeadscaleService_EnableRoute_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -835,6 +876,7 @@ func request_HeadscaleService_EnableRoute_0(ctx context.Context, marshaler runti
 
 	msg, err := client.EnableRoute(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_EnableRoute_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -860,6 +902,7 @@ func local_request_HeadscaleService_EnableRoute_0(ctx context.Context, marshaler
 
 	msg, err := server.EnableRoute(ctx, &protoReq)
 	return msg, metadata, err
+
 }
 
 func request_HeadscaleService_DisableRoute_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -885,6 +928,7 @@ func request_HeadscaleService_DisableRoute_0(ctx context.Context, marshaler runt
 
 	msg, err := client.DisableRoute(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_DisableRoute_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -910,6 +954,7 @@ func local_request_HeadscaleService_DisableRoute_0(ctx context.Context, marshale
 
 	msg, err := server.DisableRoute(ctx, &protoReq)
 	return msg, metadata, err
+
 }
 
 func request_HeadscaleService_GetMachineRoutes_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -935,6 +980,7 @@ func request_HeadscaleService_GetMachineRoutes_0(ctx context.Context, marshaler
 
 	msg, err := client.GetMachineRoutes(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_GetMachineRoutes_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -960,6 +1006,59 @@ func local_request_HeadscaleService_GetMachineRoutes_0(ctx context.Context, mars
 
 	msg, err := server.GetMachineRoutes(ctx, &protoReq)
 	return msg, metadata, err
+
+}
+
+func request_HeadscaleService_DeleteRoute_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
+	var protoReq DeleteRouteRequest
+	var metadata runtime.ServerMetadata
+
+	var (
+		val string
+		ok  bool
+		err error
+		_   = err
+	)
+
+	val, ok = pathParams["route_id"]
+	if !ok {
+		return nil, metadata, status.Errorf(codes.InvalidArgument, "missing parameter %s", "route_id")
+	}
+
+	protoReq.RouteId, err = runtime.Uint64(val)
+	if err != nil {
+		return nil, metadata, status.Errorf(codes.InvalidArgument, "type mismatch, parameter: %s, error: %v", "route_id", err)
+	}
+
+	msg, err := client.DeleteRoute(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
+	return msg, metadata, err
+
+}
+
+func local_request_HeadscaleService_DeleteRoute_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
+	var protoReq DeleteRouteRequest
+	var metadata runtime.ServerMetadata
+
+	var (
+		val string
+		ok  bool
+		err error
+		_   = err
+	)
+
+	val, ok = pathParams["route_id"]
+	if !ok {
+		return nil, metadata, status.Errorf(codes.InvalidArgument, "missing parameter %s", "route_id")
+	}
+
+	protoReq.RouteId, err = runtime.Uint64(val)
+	if err != nil {
+		return nil, metadata, status.Errorf(codes.InvalidArgument, "type mismatch, parameter: %s, error: %v", "route_id", err)
+	}
+
+	msg, err := server.DeleteRoute(ctx, &protoReq)
+	return msg, metadata, err
+
 }
 
 func request_HeadscaleService_CreateApiKey_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -976,6 +1075,7 @@ func request_HeadscaleService_CreateApiKey_0(ctx context.Context, marshaler runt
 
 	msg, err := client.CreateApiKey(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_CreateApiKey_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -992,6 +1092,7 @@ func local_request_HeadscaleService_CreateApiKey_0(ctx context.Context, marshale
 
 	msg, err := server.CreateApiKey(ctx, &protoReq)
 	return msg, metadata, err
+
 }
 
 func request_HeadscaleService_ExpireApiKey_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -1008,6 +1109,7 @@ func request_HeadscaleService_ExpireApiKey_0(ctx context.Context, marshaler runt
 
 	msg, err := client.ExpireApiKey(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_ExpireApiKey_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -1024,6 +1126,7 @@ func local_request_HeadscaleService_ExpireApiKey_0(ctx context.Context, marshale
 
 	msg, err := server.ExpireApiKey(ctx, &protoReq)
 	return msg, metadata, err
+
 }
 
 func request_HeadscaleService_ListApiKeys_0(ctx context.Context, marshaler runtime.Marshaler, client HeadscaleServiceClient, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -1032,6 +1135,7 @@ func request_HeadscaleService_ListApiKeys_0(ctx context.Context, marshaler runti
 
 	msg, err := client.ListApiKeys(ctx, &protoReq, grpc.Header(&metadata.HeaderMD), grpc.Trailer(&metadata.TrailerMD))
 	return msg, metadata, err
+
 }
 
 func local_request_HeadscaleService_ListApiKeys_0(ctx context.Context, marshaler runtime.Marshaler, server HeadscaleServiceServer, req *http.Request, pathParams map[string]string) (proto.Message, runtime.ServerMetadata, error) {
@@ -1040,6 +1144,7 @@ func local_request_HeadscaleService_ListApiKeys_0(ctx context.Context, marshaler
 
 	msg, err := server.ListApiKeys(ctx, &protoReq)
 	return msg, metadata, err
+
 }
 
 // RegisterHeadscaleServiceHandlerServer registers the http handlers for service HeadscaleService to "mux".
@@ -1047,6 +1152,7 @@ func local_request_HeadscaleService_ListApiKeys_0(ctx context.Context, marshaler
 // StreamingRPC :currently unsupported pending https://github.com/grpc/grpc-go/issues/906.
 // Note that using this registration option will cause many gRPC library features to stop working. Consider using RegisterHeadscaleServiceHandlerFromEndpoint instead.
 func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.ServeMux, server HeadscaleServiceServer) error {
+
 	mux.Handle("GET", pattern_HeadscaleService_GetUser_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
 		ctx, cancel := context.WithCancel(req.Context())
 		defer cancel()
@@ -1069,6 +1175,7 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_GetUser_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_CreateUser_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1093,6 +1200,7 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_CreateUser_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_RenameUser_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1117,6 +1225,7 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_RenameUser_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("DELETE", pattern_HeadscaleService_DeleteUser_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1141,6 +1250,7 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_DeleteUser_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("GET", pattern_HeadscaleService_ListUsers_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1165,6 +1275,7 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_ListUsers_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_CreatePreAuthKey_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1189,6 +1300,7 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_CreatePreAuthKey_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_ExpirePreAuthKey_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1213,6 +1325,7 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_ExpirePreAuthKey_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("GET", pattern_HeadscaleService_ListPreAuthKeys_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1237,6 +1350,7 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_ListPreAuthKeys_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_DebugCreateMachine_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1261,6 +1375,7 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_DebugCreateMachine_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("GET", pattern_HeadscaleService_GetMachine_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1285,6 +1400,7 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_GetMachine_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_SetTags_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1309,6 +1425,7 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_SetTags_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_RegisterMachine_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1333,6 +1450,7 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_RegisterMachine_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("DELETE", pattern_HeadscaleService_DeleteMachine_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1357,6 +1475,7 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_DeleteMachine_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_ExpireMachine_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1381,6 +1500,7 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_ExpireMachine_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_RenameMachine_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1405,6 +1525,7 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_RenameMachine_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("GET", pattern_HeadscaleService_ListMachines_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1429,6 +1550,7 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_ListMachines_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_MoveMachine_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1453,6 +1575,7 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_MoveMachine_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("GET", pattern_HeadscaleService_GetRoutes_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1477,6 +1600,7 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_GetRoutes_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_EnableRoute_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1501,6 +1625,7 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_EnableRoute_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_DisableRoute_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1525,6 +1650,7 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_DisableRoute_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("GET", pattern_HeadscaleService_GetMachineRoutes_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1549,6 +1675,32 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_GetMachineRoutes_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
+	})
+
+	mux.Handle("DELETE", pattern_HeadscaleService_DeleteRoute_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
+		ctx, cancel := context.WithCancel(req.Context())
+		defer cancel()
+		var stream runtime.ServerTransportStream
+		ctx = grpc.NewContextWithServerTransportStream(ctx, &stream)
+		inboundMarshaler, outboundMarshaler := runtime.MarshalerForRequest(mux, req)
+		var err error
+		var annotatedContext context.Context
+		annotatedContext, err = runtime.AnnotateIncomingContext(ctx, mux, req, "/headscale.v1.HeadscaleService/DeleteRoute", runtime.WithHTTPPathPattern("/api/v1/routes/{route_id}"))
+		if err != nil {
+			runtime.HTTPError(ctx, mux, outboundMarshaler, w, req, err)
+			return
+		}
+		resp, md, err := local_request_HeadscaleService_DeleteRoute_0(annotatedContext, inboundMarshaler, server, req, pathParams)
+		md.HeaderMD, md.TrailerMD = metadata.Join(md.HeaderMD, stream.Header()), metadata.Join(md.TrailerMD, stream.Trailer())
+		annotatedContext = runtime.NewServerMetadataContext(annotatedContext, md)
+		if err != nil {
+			runtime.HTTPError(annotatedContext, mux, outboundMarshaler, w, req, err)
+			return
+		}
+
+		forward_HeadscaleService_DeleteRoute_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_CreateApiKey_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1573,6 +1725,7 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_CreateApiKey_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_ExpireApiKey_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1597,6 +1750,7 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_ExpireApiKey_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("GET", pattern_HeadscaleService_ListApiKeys_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1621,6 +1775,7 @@ func RegisterHeadscaleServiceHandlerServer(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_ListApiKeys_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	return nil
@@ -1663,6 +1818,7 @@ func RegisterHeadscaleServiceHandler(ctx context.Context, mux *runtime.ServeMux,
 // doesn't go through the normal gRPC flow (creating a gRPC client etc.) then it will be up to the passed in
 // "HeadscaleServiceClient" to call the correct interceptors.
 func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.ServeMux, client HeadscaleServiceClient) error {
+
 	mux.Handle("GET", pattern_HeadscaleService_GetUser_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
 		ctx, cancel := context.WithCancel(req.Context())
 		defer cancel()
@@ -1682,6 +1838,7 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_GetUser_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_CreateUser_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1703,6 +1860,7 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_CreateUser_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_RenameUser_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1724,6 +1882,7 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_RenameUser_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("DELETE", pattern_HeadscaleService_DeleteUser_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1745,6 +1904,7 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_DeleteUser_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("GET", pattern_HeadscaleService_ListUsers_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1766,6 +1926,7 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_ListUsers_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_CreatePreAuthKey_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1787,6 +1948,7 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_CreatePreAuthKey_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_ExpirePreAuthKey_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1808,6 +1970,7 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_ExpirePreAuthKey_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("GET", pattern_HeadscaleService_ListPreAuthKeys_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1829,6 +1992,7 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_ListPreAuthKeys_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_DebugCreateMachine_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1850,6 +2014,7 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_DebugCreateMachine_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("GET", pattern_HeadscaleService_GetMachine_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1871,6 +2036,7 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_GetMachine_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_SetTags_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1892,6 +2058,7 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_SetTags_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_RegisterMachine_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1913,6 +2080,7 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_RegisterMachine_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("DELETE", pattern_HeadscaleService_DeleteMachine_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1934,6 +2102,7 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_DeleteMachine_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_ExpireMachine_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1955,6 +2124,7 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_ExpireMachine_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_RenameMachine_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1976,6 +2146,7 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_RenameMachine_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("GET", pattern_HeadscaleService_ListMachines_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -1997,6 +2168,7 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_ListMachines_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_MoveMachine_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -2018,6 +2190,7 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_MoveMachine_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("GET", pattern_HeadscaleService_GetRoutes_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -2039,6 +2212,7 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_GetRoutes_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_EnableRoute_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -2060,6 +2234,7 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_EnableRoute_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_DisableRoute_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -2081,6 +2256,7 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_DisableRoute_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("GET", pattern_HeadscaleService_GetMachineRoutes_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -2102,6 +2278,29 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_GetMachineRoutes_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
+	})
+
+	mux.Handle("DELETE", pattern_HeadscaleService_DeleteRoute_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
+		ctx, cancel := context.WithCancel(req.Context())
+		defer cancel()
+		inboundMarshaler, outboundMarshaler := runtime.MarshalerForRequest(mux, req)
+		var err error
+		var annotatedContext context.Context
+		annotatedContext, err = runtime.AnnotateContext(ctx, mux, req, "/headscale.v1.HeadscaleService/DeleteRoute", runtime.WithHTTPPathPattern("/api/v1/routes/{route_id}"))
+		if err != nil {
+			runtime.HTTPError(ctx, mux, outboundMarshaler, w, req, err)
+			return
+		}
+		resp, md, err := request_HeadscaleService_DeleteRoute_0(annotatedContext, inboundMarshaler, client, req, pathParams)
+		annotatedContext = runtime.NewServerMetadataContext(annotatedContext, md)
+		if err != nil {
+			runtime.HTTPError(annotatedContext, mux, outboundMarshaler, w, req, err)
+			return
+		}
+
+		forward_HeadscaleService_DeleteRoute_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_CreateApiKey_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -2123,6 +2322,7 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_CreateApiKey_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("POST", pattern_HeadscaleService_ExpireApiKey_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -2144,6 +2344,7 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_ExpireApiKey_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	mux.Handle("GET", pattern_HeadscaleService_ListApiKeys_0, func(w http.ResponseWriter, req *http.Request, pathParams map[string]string) {
@@ -2165,6 +2366,7 @@ func RegisterHeadscaleServiceHandlerClient(ctx context.Context, mux *runtime.Ser
 		}
 
 		forward_HeadscaleService_ListApiKeys_0(annotatedContext, mux, outboundMarshaler, w, req, resp, mux.GetForwardResponseOptions()...)
+
 	})
 
 	return nil
@@ -2213,6 +2415,8 @@ var (
 
 	pattern_HeadscaleService_GetMachineRoutes_0 = runtime.MustPattern(runtime.NewPattern(1, []int{2, 0, 2, 1, 2, 2, 1, 0, 4, 1, 5, 3, 2, 4}, []string{"api", "v1", "machine", "machine_id", "routes"}, ""))
 
+	pattern_HeadscaleService_DeleteRoute_0 = runtime.MustPattern(runtime.NewPattern(1, []int{2, 0, 2, 1, 2, 2, 1, 0, 4, 1, 5, 3}, []string{"api", "v1", "routes", "route_id"}, ""))
+
 	pattern_HeadscaleService_CreateApiKey_0 = runtime.MustPattern(runtime.NewPattern(1, []int{2, 0, 2, 1, 2, 2}, []string{"api", "v1", "apikey"}, ""))
 
 	pattern_HeadscaleService_ExpireApiKey_0 = runtime.MustPattern(runtime.NewPattern(1, []int{2, 0, 2, 1, 2, 2, 2, 3}, []string{"api", "v1", "apikey", "expire"}, ""))
@@ -2263,6 +2467,8 @@ var (
 
 	forward_HeadscaleService_GetMachineRoutes_0 = runtime.ForwardResponseMessage
 
+	forward_HeadscaleService_DeleteRoute_0 = runtime.ForwardResponseMessage
+
 	forward_HeadscaleService_CreateApiKey_0 = runtime.ForwardResponseMessage
 
 	forward_HeadscaleService_ExpireApiKey_0 = runtime.ForwardResponseMessage
diff --git a/gen/go/headscale/v1/headscale_grpc.pb.go b/gen/go/headscale/v1/headscale_grpc.pb.go
index 9087b254..c1839ed7 100644
--- a/gen/go/headscale/v1/headscale_grpc.pb.go
+++ b/gen/go/headscale/v1/headscale_grpc.pb.go
@@ -8,7 +8,6 @@ package v1
 
 import (
 	context "context"
-
 	grpc "google.golang.org/grpc"
 	codes "google.golang.org/grpc/codes"
 	status "google.golang.org/grpc/status"
@@ -48,6 +47,7 @@ type HeadscaleServiceClient interface {
 	EnableRoute(ctx context.Context, in *EnableRouteRequest, opts ...grpc.CallOption) (*EnableRouteResponse, error)
 	DisableRoute(ctx context.Context, in *DisableRouteRequest, opts ...grpc.CallOption) (*DisableRouteResponse, error)
 	GetMachineRoutes(ctx context.Context, in *GetMachineRoutesRequest, opts ...grpc.CallOption) (*GetMachineRoutesResponse, error)
+	DeleteRoute(ctx context.Context, in *DeleteRouteRequest, opts ...grpc.CallOption) (*DeleteRouteResponse, error)
 	// --- ApiKeys start ---
 	CreateApiKey(ctx context.Context, in *CreateApiKeyRequest, opts ...grpc.CallOption) (*CreateApiKeyResponse, error)
 	ExpireApiKey(ctx context.Context, in *ExpireApiKeyRequest, opts ...grpc.CallOption) (*ExpireApiKeyResponse, error)
@@ -251,6 +251,15 @@ func (c *headscaleServiceClient) GetMachineRoutes(ctx context.Context, in *GetMa
 	return out, nil
 }
 
+func (c *headscaleServiceClient) DeleteRoute(ctx context.Context, in *DeleteRouteRequest, opts ...grpc.CallOption) (*DeleteRouteResponse, error) {
+	out := new(DeleteRouteResponse)
+	err := c.cc.Invoke(ctx, "/headscale.v1.HeadscaleService/DeleteRoute", in, out, opts...)
+	if err != nil {
+		return nil, err
+	}
+	return out, nil
+}
+
 func (c *headscaleServiceClient) CreateApiKey(ctx context.Context, in *CreateApiKeyRequest, opts ...grpc.CallOption) (*CreateApiKeyResponse, error) {
 	out := new(CreateApiKeyResponse)
 	err := c.cc.Invoke(ctx, "/headscale.v1.HeadscaleService/CreateApiKey", in, out, opts...)
@@ -307,6 +316,7 @@ type HeadscaleServiceServer interface {
 	EnableRoute(context.Context, *EnableRouteRequest) (*EnableRouteResponse, error)
 	DisableRoute(context.Context, *DisableRouteRequest) (*DisableRouteResponse, error)
 	GetMachineRoutes(context.Context, *GetMachineRoutesRequest) (*GetMachineRoutesResponse, error)
+	DeleteRoute(context.Context, *DeleteRouteRequest) (*DeleteRouteResponse, error)
 	// --- ApiKeys start ---
 	CreateApiKey(context.Context, *CreateApiKeyRequest) (*CreateApiKeyResponse, error)
 	ExpireApiKey(context.Context, *ExpireApiKeyRequest) (*ExpireApiKeyResponse, error)
@@ -315,100 +325,81 @@ type HeadscaleServiceServer interface {
 }
 
 // UnimplementedHeadscaleServiceServer must be embedded to have forward compatible implementations.
-type UnimplementedHeadscaleServiceServer struct{}
+type UnimplementedHeadscaleServiceServer struct {
+}
 
 func (UnimplementedHeadscaleServiceServer) GetUser(context.Context, *GetUserRequest) (*GetUserResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method GetUser not implemented")
 }
-
 func (UnimplementedHeadscaleServiceServer) CreateUser(context.Context, *CreateUserRequest) (*CreateUserResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method CreateUser not implemented")
 }
-
 func (UnimplementedHeadscaleServiceServer) RenameUser(context.Context, *RenameUserRequest) (*RenameUserResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method RenameUser not implemented")
 }
-
 func (UnimplementedHeadscaleServiceServer) DeleteUser(context.Context, *DeleteUserRequest) (*DeleteUserResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method DeleteUser not implemented")
 }
-
 func (UnimplementedHeadscaleServiceServer) ListUsers(context.Context, *ListUsersRequest) (*ListUsersResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method ListUsers not implemented")
 }
-
 func (UnimplementedHeadscaleServiceServer) CreatePreAuthKey(context.Context, *CreatePreAuthKeyRequest) (*CreatePreAuthKeyResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method CreatePreAuthKey not implemented")
 }
-
 func (UnimplementedHeadscaleServiceServer) ExpirePreAuthKey(context.Context, *ExpirePreAuthKeyRequest) (*ExpirePreAuthKeyResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method ExpirePreAuthKey not implemented")
 }
-
 func (UnimplementedHeadscaleServiceServer) ListPreAuthKeys(context.Context, *ListPreAuthKeysRequest) (*ListPreAuthKeysResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method ListPreAuthKeys not implemented")
 }
-
 func (UnimplementedHeadscaleServiceServer) DebugCreateMachine(context.Context, *DebugCreateMachineRequest) (*DebugCreateMachineResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method DebugCreateMachine not implemented")
 }
-
 func (UnimplementedHeadscaleServiceServer) GetMachine(context.Context, *GetMachineRequest) (*GetMachineResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method GetMachine not implemented")
 }
-
 func (UnimplementedHeadscaleServiceServer) SetTags(context.Context, *SetTagsRequest) (*SetTagsResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method SetTags not implemented")
 }
-
 func (UnimplementedHeadscaleServiceServer) RegisterMachine(context.Context, *RegisterMachineRequest) (*RegisterMachineResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method RegisterMachine not implemented")
 }
-
 func (UnimplementedHeadscaleServiceServer) DeleteMachine(context.Context, *DeleteMachineRequest) (*DeleteMachineResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method DeleteMachine not implemented")
 }
-
 func (UnimplementedHeadscaleServiceServer) ExpireMachine(context.Context, *ExpireMachineRequest) (*ExpireMachineResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method ExpireMachine not implemented")
 }
-
 func (UnimplementedHeadscaleServiceServer) RenameMachine(context.Context, *RenameMachineRequest) (*RenameMachineResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method RenameMachine not implemented")
 }
-
 func (UnimplementedHeadscaleServiceServer) ListMachines(context.Context, *ListMachinesRequest) (*ListMachinesResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method ListMachines not implemented")
 }
-
 func (UnimplementedHeadscaleServiceServer) MoveMachine(context.Context, *MoveMachineRequest) (*MoveMachineResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method MoveMachine not implemented")
 }
-
 func (UnimplementedHeadscaleServiceServer) GetRoutes(context.Context, *GetRoutesRequest) (*GetRoutesResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method GetRoutes not implemented")
 }
-
 func (UnimplementedHeadscaleServiceServer) EnableRoute(context.Context, *EnableRouteRequest) (*EnableRouteResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method EnableRoute not implemented")
 }
-
 func (UnimplementedHeadscaleServiceServer) DisableRoute(context.Context, *DisableRouteRequest) (*DisableRouteResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method DisableRoute not implemented")
 }
-
 func (UnimplementedHeadscaleServiceServer) GetMachineRoutes(context.Context, *GetMachineRoutesRequest) (*GetMachineRoutesResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method GetMachineRoutes not implemented")
 }
-
+func (UnimplementedHeadscaleServiceServer) DeleteRoute(context.Context, *DeleteRouteRequest) (*DeleteRouteResponse, error) {
+	return nil, status.Errorf(codes.Unimplemented, "method DeleteRoute not implemented")
+}
 func (UnimplementedHeadscaleServiceServer) CreateApiKey(context.Context, *CreateApiKeyRequest) (*CreateApiKeyResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method CreateApiKey not implemented")
 }
-
 func (UnimplementedHeadscaleServiceServer) ExpireApiKey(context.Context, *ExpireApiKeyRequest) (*ExpireApiKeyResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method ExpireApiKey not implemented")
 }
-
 func (UnimplementedHeadscaleServiceServer) ListApiKeys(context.Context, *ListApiKeysRequest) (*ListApiKeysResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method ListApiKeys not implemented")
 }
@@ -803,6 +794,24 @@ func _HeadscaleService_GetMachineRoutes_Handler(srv interface{}, ctx context.Con
 	return interceptor(ctx, in, info, handler)
 }
 
+func _HeadscaleService_DeleteRoute_Handler(srv interface{}, ctx context.Context, dec func(interface{}) error, interceptor grpc.UnaryServerInterceptor) (interface{}, error) {
+	in := new(DeleteRouteRequest)
+	if err := dec(in); err != nil {
+		return nil, err
+	}
+	if interceptor == nil {
+		return srv.(HeadscaleServiceServer).DeleteRoute(ctx, in)
+	}
+	info := &grpc.UnaryServerInfo{
+		Server:     srv,
+		FullMethod: "/headscale.v1.HeadscaleService/DeleteRoute",
+	}
+	handler := func(ctx context.Context, req interface{}) (interface{}, error) {
+		return srv.(HeadscaleServiceServer).DeleteRoute(ctx, req.(*DeleteRouteRequest))
+	}
+	return interceptor(ctx, in, info, handler)
+}
+
 func _HeadscaleService_CreateApiKey_Handler(srv interface{}, ctx context.Context, dec func(interface{}) error, interceptor grpc.UnaryServerInterceptor) (interface{}, error) {
 	in := new(CreateApiKeyRequest)
 	if err := dec(in); err != nil {
@@ -948,6 +957,10 @@ var HeadscaleService_ServiceDesc = grpc.ServiceDesc{
 			MethodName: "GetMachineRoutes",
 			Handler:    _HeadscaleService_GetMachineRoutes_Handler,
 		},
+		{
+			MethodName: "DeleteRoute",
+			Handler:    _HeadscaleService_DeleteRoute_Handler,
+		},
 		{
 			MethodName: "CreateApiKey",
 			Handler:    _HeadscaleService_CreateApiKey_Handler,
diff --git a/gen/go/headscale/v1/machine.pb.go b/gen/go/headscale/v1/machine.pb.go
index 12f98113..616ef2f1 100644
--- a/gen/go/headscale/v1/machine.pb.go
+++ b/gen/go/headscale/v1/machine.pb.go
@@ -7,12 +7,11 @@
 package v1
 
 import (
-	reflect "reflect"
-	sync "sync"
-
 	protoreflect "google.golang.org/protobuf/reflect/protoreflect"
 	protoimpl "google.golang.org/protobuf/runtime/protoimpl"
 	timestamppb "google.golang.org/protobuf/types/known/timestamppb"
+	reflect "reflect"
+	sync "sync"
 )
 
 const (
@@ -1310,35 +1309,33 @@ func file_headscale_v1_machine_proto_rawDescGZIP() []byte {
 	return file_headscale_v1_machine_proto_rawDescData
 }
 
-var (
-	file_headscale_v1_machine_proto_enumTypes = make([]protoimpl.EnumInfo, 1)
-	file_headscale_v1_machine_proto_msgTypes  = make([]protoimpl.MessageInfo, 19)
-	file_headscale_v1_machine_proto_goTypes   = []interface{}{
-		(RegisterMethod)(0),                // 0: headscale.v1.RegisterMethod
-		(*Machine)(nil),                    // 1: headscale.v1.Machine
-		(*RegisterMachineRequest)(nil),     // 2: headscale.v1.RegisterMachineRequest
-		(*RegisterMachineResponse)(nil),    // 3: headscale.v1.RegisterMachineResponse
-		(*GetMachineRequest)(nil),          // 4: headscale.v1.GetMachineRequest
-		(*GetMachineResponse)(nil),         // 5: headscale.v1.GetMachineResponse
-		(*SetTagsRequest)(nil),             // 6: headscale.v1.SetTagsRequest
-		(*SetTagsResponse)(nil),            // 7: headscale.v1.SetTagsResponse
-		(*DeleteMachineRequest)(nil),       // 8: headscale.v1.DeleteMachineRequest
-		(*DeleteMachineResponse)(nil),      // 9: headscale.v1.DeleteMachineResponse
-		(*ExpireMachineRequest)(nil),       // 10: headscale.v1.ExpireMachineRequest
-		(*ExpireMachineResponse)(nil),      // 11: headscale.v1.ExpireMachineResponse
-		(*RenameMachineRequest)(nil),       // 12: headscale.v1.RenameMachineRequest
-		(*RenameMachineResponse)(nil),      // 13: headscale.v1.RenameMachineResponse
-		(*ListMachinesRequest)(nil),        // 14: headscale.v1.ListMachinesRequest
-		(*ListMachinesResponse)(nil),       // 15: headscale.v1.ListMachinesResponse
-		(*MoveMachineRequest)(nil),         // 16: headscale.v1.MoveMachineRequest
-		(*MoveMachineResponse)(nil),        // 17: headscale.v1.MoveMachineResponse
-		(*DebugCreateMachineRequest)(nil),  // 18: headscale.v1.DebugCreateMachineRequest
-		(*DebugCreateMachineResponse)(nil), // 19: headscale.v1.DebugCreateMachineResponse
-		(*User)(nil),                       // 20: headscale.v1.User
-		(*timestamppb.Timestamp)(nil),      // 21: google.protobuf.Timestamp
-		(*PreAuthKey)(nil),                 // 22: headscale.v1.PreAuthKey
-	}
-)
+var file_headscale_v1_machine_proto_enumTypes = make([]protoimpl.EnumInfo, 1)
+var file_headscale_v1_machine_proto_msgTypes = make([]protoimpl.MessageInfo, 19)
+var file_headscale_v1_machine_proto_goTypes = []interface{}{
+	(RegisterMethod)(0),                // 0: headscale.v1.RegisterMethod
+	(*Machine)(nil),                    // 1: headscale.v1.Machine
+	(*RegisterMachineRequest)(nil),     // 2: headscale.v1.RegisterMachineRequest
+	(*RegisterMachineResponse)(nil),    // 3: headscale.v1.RegisterMachineResponse
+	(*GetMachineRequest)(nil),          // 4: headscale.v1.GetMachineRequest
+	(*GetMachineResponse)(nil),         // 5: headscale.v1.GetMachineResponse
+	(*SetTagsRequest)(nil),             // 6: headscale.v1.SetTagsRequest
+	(*SetTagsResponse)(nil),            // 7: headscale.v1.SetTagsResponse
+	(*DeleteMachineRequest)(nil),       // 8: headscale.v1.DeleteMachineRequest
+	(*DeleteMachineResponse)(nil),      // 9: headscale.v1.DeleteMachineResponse
+	(*ExpireMachineRequest)(nil),       // 10: headscale.v1.ExpireMachineRequest
+	(*ExpireMachineResponse)(nil),      // 11: headscale.v1.ExpireMachineResponse
+	(*RenameMachineRequest)(nil),       // 12: headscale.v1.RenameMachineRequest
+	(*RenameMachineResponse)(nil),      // 13: headscale.v1.RenameMachineResponse
+	(*ListMachinesRequest)(nil),        // 14: headscale.v1.ListMachinesRequest
+	(*ListMachinesResponse)(nil),       // 15: headscale.v1.ListMachinesResponse
+	(*MoveMachineRequest)(nil),         // 16: headscale.v1.MoveMachineRequest
+	(*MoveMachineResponse)(nil),        // 17: headscale.v1.MoveMachineResponse
+	(*DebugCreateMachineRequest)(nil),  // 18: headscale.v1.DebugCreateMachineRequest
+	(*DebugCreateMachineResponse)(nil), // 19: headscale.v1.DebugCreateMachineResponse
+	(*User)(nil),                       // 20: headscale.v1.User
+	(*timestamppb.Timestamp)(nil),      // 21: google.protobuf.Timestamp
+	(*PreAuthKey)(nil),                 // 22: headscale.v1.PreAuthKey
+}
 var file_headscale_v1_machine_proto_depIdxs = []int32{
 	20, // 0: headscale.v1.Machine.user:type_name -> headscale.v1.User
 	21, // 1: headscale.v1.Machine.last_seen:type_name -> google.protobuf.Timestamp
diff --git a/gen/go/headscale/v1/preauthkey.pb.go b/gen/go/headscale/v1/preauthkey.pb.go
index c0a32832..4b03209f 100644
--- a/gen/go/headscale/v1/preauthkey.pb.go
+++ b/gen/go/headscale/v1/preauthkey.pb.go
@@ -7,12 +7,11 @@
 package v1
 
 import (
-	reflect "reflect"
-	sync "sync"
-
 	protoreflect "google.golang.org/protobuf/reflect/protoreflect"
 	protoimpl "google.golang.org/protobuf/runtime/protoimpl"
 	timestamppb "google.golang.org/protobuf/types/known/timestamppb"
+	reflect "reflect"
+	sync "sync"
 )
 
 const (
@@ -522,19 +521,17 @@ func file_headscale_v1_preauthkey_proto_rawDescGZIP() []byte {
 	return file_headscale_v1_preauthkey_proto_rawDescData
 }
 
-var (
-	file_headscale_v1_preauthkey_proto_msgTypes = make([]protoimpl.MessageInfo, 7)
-	file_headscale_v1_preauthkey_proto_goTypes  = []interface{}{
-		(*PreAuthKey)(nil),               // 0: headscale.v1.PreAuthKey
-		(*CreatePreAuthKeyRequest)(nil),  // 1: headscale.v1.CreatePreAuthKeyRequest
-		(*CreatePreAuthKeyResponse)(nil), // 2: headscale.v1.CreatePreAuthKeyResponse
-		(*ExpirePreAuthKeyRequest)(nil),  // 3: headscale.v1.ExpirePreAuthKeyRequest
-		(*ExpirePreAuthKeyResponse)(nil), // 4: headscale.v1.ExpirePreAuthKeyResponse
-		(*ListPreAuthKeysRequest)(nil),   // 5: headscale.v1.ListPreAuthKeysRequest
-		(*ListPreAuthKeysResponse)(nil),  // 6: headscale.v1.ListPreAuthKeysResponse
-		(*timestamppb.Timestamp)(nil),    // 7: google.protobuf.Timestamp
-	}
-)
+var file_headscale_v1_preauthkey_proto_msgTypes = make([]protoimpl.MessageInfo, 7)
+var file_headscale_v1_preauthkey_proto_goTypes = []interface{}{
+	(*PreAuthKey)(nil),               // 0: headscale.v1.PreAuthKey
+	(*CreatePreAuthKeyRequest)(nil),  // 1: headscale.v1.CreatePreAuthKeyRequest
+	(*CreatePreAuthKeyResponse)(nil), // 2: headscale.v1.CreatePreAuthKeyResponse
+	(*ExpirePreAuthKeyRequest)(nil),  // 3: headscale.v1.ExpirePreAuthKeyRequest
+	(*ExpirePreAuthKeyResponse)(nil), // 4: headscale.v1.ExpirePreAuthKeyResponse
+	(*ListPreAuthKeysRequest)(nil),   // 5: headscale.v1.ListPreAuthKeysRequest
+	(*ListPreAuthKeysResponse)(nil),  // 6: headscale.v1.ListPreAuthKeysResponse
+	(*timestamppb.Timestamp)(nil),    // 7: google.protobuf.Timestamp
+}
 var file_headscale_v1_preauthkey_proto_depIdxs = []int32{
 	7, // 0: headscale.v1.PreAuthKey.expiration:type_name -> google.protobuf.Timestamp
 	7, // 1: headscale.v1.PreAuthKey.created_at:type_name -> google.protobuf.Timestamp
diff --git a/gen/go/headscale/v1/routes.pb.go b/gen/go/headscale/v1/routes.pb.go
index 63535e57..4da8250a 100644
--- a/gen/go/headscale/v1/routes.pb.go
+++ b/gen/go/headscale/v1/routes.pb.go
@@ -7,12 +7,11 @@
 package v1
 
 import (
-	reflect "reflect"
-	sync "sync"
-
 	protoreflect "google.golang.org/protobuf/reflect/protoreflect"
 	protoimpl "google.golang.org/protobuf/runtime/protoimpl"
 	timestamppb "google.golang.org/protobuf/types/known/timestamppb"
+	reflect "reflect"
+	sync "sync"
 )
 
 const (
@@ -482,6 +481,91 @@ func (x *GetMachineRoutesResponse) GetRoutes() []*Route {
 	return nil
 }
 
+type DeleteRouteRequest struct {
+	state         protoimpl.MessageState
+	sizeCache     protoimpl.SizeCache
+	unknownFields protoimpl.UnknownFields
+
+	RouteId uint64 `protobuf:"varint,1,opt,name=route_id,json=routeId,proto3" json:"route_id,omitempty"`
+}
+
+func (x *DeleteRouteRequest) Reset() {
+	*x = DeleteRouteRequest{}
+	if protoimpl.UnsafeEnabled {
+		mi := &file_headscale_v1_routes_proto_msgTypes[9]
+		ms := protoimpl.X.MessageStateOf(protoimpl.Pointer(x))
+		ms.StoreMessageInfo(mi)
+	}
+}
+
+func (x *DeleteRouteRequest) String() string {
+	return protoimpl.X.MessageStringOf(x)
+}
+
+func (*DeleteRouteRequest) ProtoMessage() {}
+
+func (x *DeleteRouteRequest) ProtoReflect() protoreflect.Message {
+	mi := &file_headscale_v1_routes_proto_msgTypes[9]
+	if protoimpl.UnsafeEnabled && x != nil {
+		ms := protoimpl.X.MessageStateOf(protoimpl.Pointer(x))
+		if ms.LoadMessageInfo() == nil {
+			ms.StoreMessageInfo(mi)
+		}
+		return ms
+	}
+	return mi.MessageOf(x)
+}
+
+// Deprecated: Use DeleteRouteRequest.ProtoReflect.Descriptor instead.
+func (*DeleteRouteRequest) Descriptor() ([]byte, []int) {
+	return file_headscale_v1_routes_proto_rawDescGZIP(), []int{9}
+}
+
+func (x *DeleteRouteRequest) GetRouteId() uint64 {
+	if x != nil {
+		return x.RouteId
+	}
+	return 0
+}
+
+type DeleteRouteResponse struct {
+	state         protoimpl.MessageState
+	sizeCache     protoimpl.SizeCache
+	unknownFields protoimpl.UnknownFields
+}
+
+func (x *DeleteRouteResponse) Reset() {
+	*x = DeleteRouteResponse{}
+	if protoimpl.UnsafeEnabled {
+		mi := &file_headscale_v1_routes_proto_msgTypes[10]
+		ms := protoimpl.X.MessageStateOf(protoimpl.Pointer(x))
+		ms.StoreMessageInfo(mi)
+	}
+}
+
+func (x *DeleteRouteResponse) String() string {
+	return protoimpl.X.MessageStringOf(x)
+}
+
+func (*DeleteRouteResponse) ProtoMessage() {}
+
+func (x *DeleteRouteResponse) ProtoReflect() protoreflect.Message {
+	mi := &file_headscale_v1_routes_proto_msgTypes[10]
+	if protoimpl.UnsafeEnabled && x != nil {
+		ms := protoimpl.X.MessageStateOf(protoimpl.Pointer(x))
+		if ms.LoadMessageInfo() == nil {
+			ms.StoreMessageInfo(mi)
+		}
+		return ms
+	}
+	return mi.MessageOf(x)
+}
+
+// Deprecated: Use DeleteRouteResponse.ProtoReflect.Descriptor instead.
+func (*DeleteRouteResponse) Descriptor() ([]byte, []int) {
+	return file_headscale_v1_routes_proto_rawDescGZIP(), []int{10}
+}
+
 var File_headscale_v1_routes_proto protoreflect.FileDescriptor
 
 var file_headscale_v1_routes_proto_rawDesc = []byte{
@@ -536,11 +620,15 @@ var file_headscale_v1_routes_proto_rawDesc = []byte{
 	0x69, 0x6e, 0x65, 0x52, 0x6f, 0x75, 0x74, 0x65, 0x73, 0x52, 0x65, 0x73, 0x70, 0x6f, 0x6e, 0x73,
 	0x65, 0x12, 0x2b, 0x0a, 0x06, 0x72, 0x6f, 0x75, 0x74, 0x65, 0x73, 0x18, 0x01, 0x20, 0x03, 0x28,
 	0x0b, 0x32, 0x13, 0x2e, 0x68, 0x65, 0x61, 0x64, 0x73, 0x63, 0x61, 0x6c, 0x65, 0x2e, 0x76, 0x31,
-	0x2e, 0x52, 0x6f, 0x75, 0x74, 0x65, 0x52, 0x06, 0x72, 0x6f, 0x75, 0x74, 0x65, 0x73, 0x42, 0x29,
-	0x5a, 0x27, 0x67, 0x69, 0x74, 0x68, 0x75, 0x62, 0x2e, 0x63, 0x6f, 0x6d, 0x2f, 0x6a, 0x75, 0x61,
-	0x6e, 0x66, 0x6f, 0x6e, 0x74, 0x2f, 0x68, 0x65, 0x61, 0x64, 0x73, 0x63, 0x61, 0x6c, 0x65, 0x2f,
-	0x67, 0x65, 0x6e, 0x2f, 0x67, 0x6f, 0x2f, 0x76, 0x31, 0x62, 0x06, 0x70, 0x72, 0x6f, 0x74, 0x6f,
-	0x33,
+	0x2e, 0x52, 0x6f, 0x75, 0x74, 0x65, 0x52, 0x06, 0x72, 0x6f, 0x75, 0x74, 0x65, 0x73, 0x22, 0x2f,
+	0x0a, 0x12, 0x44, 0x65, 0x6c, 0x65, 0x74, 0x65, 0x52, 0x6f, 0x75, 0x74, 0x65, 0x52, 0x65, 0x71,
+	0x75, 0x65, 0x73, 0x74, 0x12, 0x19, 0x0a, 0x08, 0x72, 0x6f, 0x75, 0x74, 0x65, 0x5f, 0x69, 0x64,
+	0x18, 0x01, 0x20, 0x01, 0x28, 0x04, 0x52, 0x07, 0x72, 0x6f, 0x75, 0x74, 0x65, 0x49, 0x64, 0x22,
+	0x15, 0x0a, 0x13, 0x44, 0x65, 0x6c, 0x65, 0x74, 0x65, 0x52, 0x6f, 0x75, 0x74, 0x65, 0x52, 0x65,
+	0x73, 0x70, 0x6f, 0x6e, 0x73, 0x65, 0x42, 0x29, 0x5a, 0x27, 0x67, 0x69, 0x74, 0x68, 0x75, 0x62,
+	0x2e, 0x63, 0x6f, 0x6d, 0x2f, 0x6a, 0x75, 0x61, 0x6e, 0x66, 0x6f, 0x6e, 0x74, 0x2f, 0x68, 0x65,
+	0x61, 0x64, 0x73, 0x63, 0x61, 0x6c, 0x65, 0x2f, 0x67, 0x65, 0x6e, 0x2f, 0x67, 0x6f, 0x2f, 0x76,
+	0x31, 0x62, 0x06, 0x70, 0x72, 0x6f, 0x74, 0x6f, 0x33,
 }
 
 var (
@@ -555,27 +643,27 @@ func file_headscale_v1_routes_proto_rawDescGZIP() []byte {
 	return file_headscale_v1_routes_proto_rawDescData
 }
 
-var (
-	file_headscale_v1_routes_proto_msgTypes = make([]protoimpl.MessageInfo, 9)
-	file_headscale_v1_routes_proto_goTypes  = []interface{}{
-		(*Route)(nil),                    // 0: headscale.v1.Route
-		(*GetRoutesRequest)(nil),         // 1: headscale.v1.GetRoutesRequest
-		(*GetRoutesResponse)(nil),        // 2: headscale.v1.GetRoutesResponse
-		(*EnableRouteRequest)(nil),       // 3: headscale.v1.EnableRouteRequest
-		(*EnableRouteResponse)(nil),      // 4: headscale.v1.EnableRouteResponse
-		(*DisableRouteRequest)(nil),      // 5: headscale.v1.DisableRouteRequest
-		(*DisableRouteResponse)(nil),     // 6: headscale.v1.DisableRouteResponse
-		(*GetMachineRoutesRequest)(nil),  // 7: headscale.v1.GetMachineRoutesRequest
-		(*GetMachineRoutesResponse)(nil), // 8: headscale.v1.GetMachineRoutesResponse
-		(*Machine)(nil),                  // 9: headscale.v1.Machine
-		(*timestamppb.Timestamp)(nil),    // 10: google.protobuf.Timestamp
-	}
-)
+var file_headscale_v1_routes_proto_msgTypes = make([]protoimpl.MessageInfo, 11)
+var file_headscale_v1_routes_proto_goTypes = []interface{}{
+	(*Route)(nil),                    // 0: headscale.v1.Route
+	(*GetRoutesRequest)(nil),         // 1: headscale.v1.GetRoutesRequest
+	(*GetRoutesResponse)(nil),        // 2: headscale.v1.GetRoutesResponse
+	(*EnableRouteRequest)(nil),       // 3: headscale.v1.EnableRouteRequest
+	(*EnableRouteResponse)(nil),      // 4: headscale.v1.EnableRouteResponse
+	(*DisableRouteRequest)(nil),      // 5: headscale.v1.DisableRouteRequest
+	(*DisableRouteResponse)(nil),     // 6: headscale.v1.DisableRouteResponse
+	(*GetMachineRoutesRequest)(nil),  // 7: headscale.v1.GetMachineRoutesRequest
+	(*GetMachineRoutesResponse)(nil), // 8: headscale.v1.GetMachineRoutesResponse
+	(*DeleteRouteRequest)(nil),       // 9: headscale.v1.DeleteRouteRequest
+	(*DeleteRouteResponse)(nil),      // 10: headscale.v1.DeleteRouteResponse
+	(*Machine)(nil),                  // 11: headscale.v1.Machine
+	(*timestamppb.Timestamp)(nil),    // 12: google.protobuf.Timestamp
+}
 var file_headscale_v1_routes_proto_depIdxs = []int32{
-	9,  // 0: headscale.v1.Route.machine:type_name -> headscale.v1.Machine
-	10, // 1: headscale.v1.Route.created_at:type_name -> google.protobuf.Timestamp
-	10, // 2: headscale.v1.Route.updated_at:type_name -> google.protobuf.Timestamp
-	10, // 3: headscale.v1.Route.deleted_at:type_name -> google.protobuf.Timestamp
+	11, // 0: headscale.v1.Route.machine:type_name -> headscale.v1.Machine
+	12, // 1: headscale.v1.Route.created_at:type_name -> google.protobuf.Timestamp
+	12, // 2: headscale.v1.Route.updated_at:type_name -> google.protobuf.Timestamp
+	12, // 3: headscale.v1.Route.deleted_at:type_name -> google.protobuf.Timestamp
 	0,  // 4: headscale.v1.GetRoutesResponse.routes:type_name -> headscale.v1.Route
 	0,  // 5: headscale.v1.GetMachineRoutesResponse.routes:type_name -> headscale.v1.Route
 	6,  // [6:6] is the sub-list for method output_type
@@ -700,6 +788,30 @@ func file_headscale_v1_routes_proto_init() {
 				return nil
 			}
 		}
+		file_headscale_v1_routes_proto_msgTypes[9].Exporter = func(v interface{}, i int) interface{} {
+			switch v := v.(*DeleteRouteRequest); i {
+			case 0:
+				return &v.state
+			case 1:
+				return &v.sizeCache
+			case 2:
+				return &v.unknownFields
+			default:
+				return nil
+			}
+		}
+		file_headscale_v1_routes_proto_msgTypes[10].Exporter = func(v interface{}, i int) interface{} {
+			switch v := v.(*DeleteRouteResponse); i {
+			case 0:
+				return &v.state
+			case 1:
+				return &v.sizeCache
+			case 2:
+				return &v.unknownFields
+			default:
+				return nil
+			}
+		}
 	}
 	type x struct{}
 	out := protoimpl.TypeBuilder{
@@ -707,7 +819,7 @@ func file_headscale_v1_routes_proto_init() {
 			GoPackagePath: reflect.TypeOf(x{}).PkgPath(),
 			RawDescriptor: file_headscale_v1_routes_proto_rawDesc,
 			NumEnums:      0,
-			NumMessages:   9,
+			NumMessages:   11,
 			NumExtensions: 0,
 			NumServices:   0,
 		},
diff --git a/gen/go/headscale/v1/user.pb.go b/gen/go/headscale/v1/user.pb.go
index 4583247a..905afc86 100644
--- a/gen/go/headscale/v1/user.pb.go
+++ b/gen/go/headscale/v1/user.pb.go
@@ -7,12 +7,11 @@
 package v1
 
 import (
-	reflect "reflect"
-	sync "sync"
-
 	protoreflect "google.golang.org/protobuf/reflect/protoreflect"
 	protoimpl "google.golang.org/protobuf/runtime/protoimpl"
 	timestamppb "google.golang.org/protobuf/types/known/timestamppb"
+	reflect "reflect"
+	sync "sync"
 )
 
 const (
@@ -607,23 +606,21 @@ func file_headscale_v1_user_proto_rawDescGZIP() []byte {
 	return file_headscale_v1_user_proto_rawDescData
 }
 
-var (
-	file_headscale_v1_user_proto_msgTypes = make([]protoimpl.MessageInfo, 11)
-	file_headscale_v1_user_proto_goTypes  = []interface{}{
-		(*User)(nil),                  // 0: headscale.v1.User
-		(*GetUserRequest)(nil),        // 1: headscale.v1.GetUserRequest
-		(*GetUserResponse)(nil),       // 2: headscale.v1.GetUserResponse
-		(*CreateUserRequest)(nil),     // 3: headscale.v1.CreateUserRequest
-		(*CreateUserResponse)(nil),    // 4: headscale.v1.CreateUserResponse
-		(*RenameUserRequest)(nil),     // 5: headscale.v1.RenameUserRequest
-		(*RenameUserResponse)(nil),    // 6: headscale.v1.RenameUserResponse
-		(*DeleteUserRequest)(nil),     // 7: headscale.v1.DeleteUserRequest
-		(*DeleteUserResponse)(nil),    // 8: headscale.v1.DeleteUserResponse
-		(*ListUsersRequest)(nil),      // 9: headscale.v1.ListUsersRequest
-		(*ListUsersResponse)(nil),     // 10: headscale.v1.ListUsersResponse
-		(*timestamppb.Timestamp)(nil), // 11: google.protobuf.Timestamp
-	}
-)
+var file_headscale_v1_user_proto_msgTypes = make([]protoimpl.MessageInfo, 11)
+var file_headscale_v1_user_proto_goTypes = []interface{}{
+	(*User)(nil),                  // 0: headscale.v1.User
+	(*GetUserRequest)(nil),        // 1: headscale.v1.GetUserRequest
+	(*GetUserResponse)(nil),       // 2: headscale.v1.GetUserResponse
+	(*CreateUserRequest)(nil),     // 3: headscale.v1.CreateUserRequest
+	(*CreateUserResponse)(nil),    // 4: headscale.v1.CreateUserResponse
+	(*RenameUserRequest)(nil),     // 5: headscale.v1.RenameUserRequest
+	(*RenameUserResponse)(nil),    // 6: headscale.v1.RenameUserResponse
+	(*DeleteUserRequest)(nil),     // 7: headscale.v1.DeleteUserRequest
+	(*DeleteUserResponse)(nil),    // 8: headscale.v1.DeleteUserResponse
+	(*ListUsersRequest)(nil),      // 9: headscale.v1.ListUsersRequest
+	(*ListUsersResponse)(nil),     // 10: headscale.v1.ListUsersResponse
+	(*timestamppb.Timestamp)(nil), // 11: google.protobuf.Timestamp
+}
 var file_headscale_v1_user_proto_depIdxs = []int32{
 	11, // 0: headscale.v1.User.created_at:type_name -> google.protobuf.Timestamp
 	0,  // 1: headscale.v1.GetUserResponse.user:type_name -> headscale.v1.User
diff --git a/gen/openapiv2/headscale/v1/headscale.swagger.json b/gen/openapiv2/headscale/v1/headscale.swagger.json
index dede0b61..83103c16 100644
--- a/gen/openapiv2/headscale/v1/headscale.swagger.json
+++ b/gen/openapiv2/headscale/v1/headscale.swagger.json
@@ -559,6 +559,37 @@
         ]
       }
     },
+    "/api/v1/routes/{routeId}": {
+      "delete": {
+        "operationId": "HeadscaleService_DeleteRoute",
+        "responses": {
+          "200": {
+            "description": "A successful response.",
+            "schema": {
+              "$ref": "#/definitions/v1DeleteRouteResponse"
+            }
+          },
+          "default": {
+            "description": "An unexpected error response.",
+            "schema": {
+              "$ref": "#/definitions/rpcStatus"
+            }
+          }
+        },
+        "parameters": [
+          {
+            "name": "routeId",
+            "in": "path",
+            "required": true,
+            "type": "string",
+            "format": "uint64"
+          }
+        ],
+        "tags": [
+          "HeadscaleService"
+        ]
+      }
+    },
     "/api/v1/routes/{routeId}/disable": {
       "post": {
         "operationId": "HeadscaleService_DisableRoute",
@@ -917,6 +948,9 @@
     "v1DeleteMachineResponse": {
       "type": "object"
     },
+    "v1DeleteRouteResponse": {
+      "type": "object"
+    },
     "v1DeleteUserResponse": {
       "type": "object"
     },
diff --git a/grpcv1.go b/grpcv1.go
index 38bf181d..2be047bb 100644
--- a/grpcv1.go
+++ b/grpcv1.go
@@ -422,6 +422,18 @@ func (api headscaleV1APIServer) GetMachineRoutes(
 	}, nil
 }
 
+func (api headscaleV1APIServer) DeleteRoute(
+	ctx context.Context,
+	request *v1.DeleteRouteRequest,
+) (*v1.DeleteRouteResponse, error) {
+	err := api.h.DeleteRoute(request.GetRouteId())
+	if err != nil {
+		return nil, err
+	}
+
+	return &v1.DeleteRouteResponse{}, nil
+}
+
 func (api headscaleV1APIServer) CreateApiKey(
 	ctx context.Context,
 	request *v1.CreateApiKeyRequest,
diff --git a/machine.go b/machine.go
index 99a66f09..c31e384b 100644
--- a/machine.go
+++ b/machine.go
@@ -535,6 +535,11 @@ func (h *Headscale) RefreshMachine(machine *Machine, expiry time.Time) error {
 
 // DeleteMachine softs deletes a Machine from the database.
 func (h *Headscale) DeleteMachine(machine *Machine) error {
+	err := h.DeleteMachineRoutes(machine)
+	if err != nil {
+		return err
+	}
+
 	if err := h.db.Delete(&machine).Error; err != nil {
 		return err
 	}
@@ -552,6 +557,11 @@ func (h *Headscale) TouchMachine(machine *Machine) error {
 
 // HardDeleteMachine hard deletes a Machine from the database.
 func (h *Headscale) HardDeleteMachine(machine *Machine) error {
+	err := h.DeleteMachineRoutes(machine)
+	if err != nil {
+		return err
+	}
+
 	if err := h.db.Unscoped().Delete(&machine).Error; err != nil {
 		return err
 	}
diff --git a/proto/headscale/v1/headscale.proto b/proto/headscale/v1/headscale.proto
index 747c76dc..e142f22b 100644
--- a/proto/headscale/v1/headscale.proto
+++ b/proto/headscale/v1/headscale.proto
@@ -150,6 +150,12 @@ service HeadscaleService {
         };
     }
 
+    rpc DeleteRoute(DeleteRouteRequest) returns(DeleteRouteResponse) {
+        option(google.api.http) = {
+            delete : "/api/v1/routes/{route_id}"
+        };
+    }
+
     // --- Route end ---
 
     // --- ApiKeys start ---
diff --git a/proto/headscale/v1/routes.proto b/proto/headscale/v1/routes.proto
index e55e7694..7bf2653a 100644
--- a/proto/headscale/v1/routes.proto
+++ b/proto/headscale/v1/routes.proto
@@ -45,4 +45,11 @@ message GetMachineRoutesRequest {
 
 message GetMachineRoutesResponse {
     repeated Route routes = 1;
-}
\ No newline at end of file
+}
+
+message DeleteRouteRequest {
+    uint64 route_id = 1;
+}
+
+message DeleteRouteResponse {
+}
diff --git a/routes.go b/routes.go
index 020ef2f2..bab35ea8 100644
--- a/routes.go
+++ b/routes.go
@@ -116,6 +116,34 @@ func (h *Headscale) DisableRoute(id uint64) error {
 	return h.handlePrimarySubnetFailover()
 }
 
+func (h *Headscale) DeleteRoute(id uint64) error {
+	route, err := h.GetRoute(id)
+	if err != nil {
+		return err
+	}
+
+	if err := h.db.Unscoped().Delete(&route).Error; err != nil {
+		return err
+	}
+
+	return h.handlePrimarySubnetFailover()
+}
+
+func (h *Headscale) DeleteMachineRoutes(m *Machine) error {
+	routes, err := h.GetMachineRoutes(m)
+	if err != nil {
+		return err
+	}
+
+	for i := range routes {
+		if err := h.db.Unscoped().Delete(&routes[i]).Error; err != nil {
+			return err
+		}
+	}
+
+	return h.handlePrimarySubnetFailover()
+}
+
 // isUniquePrefix returns if there is another machine providing the same route already.
 func (h *Headscale) isUniquePrefix(route Route) bool {
 	var count int64
diff --git a/routes_test.go b/routes_test.go
index 6a81966e..b67b3ee9 100644
--- a/routes_test.go
+++ b/routes_test.go
@@ -458,3 +458,62 @@ func (s *Suite) TestAllowedIPRoutes(c *check.C) {
 	c.Assert(foundExitNodeV4, check.Equals, true)
 	c.Assert(foundExitNodeV6, check.Equals, true)
 }
+
+func (s *Suite) TestDeleteRoutes(c *check.C) {
+	user, err := app.CreateUser("test")
+	c.Assert(err, check.IsNil)
+
+	pak, err := app.CreatePreAuthKey(user.Name, false, false, nil, nil)
+	c.Assert(err, check.IsNil)
+
+	_, err = app.GetMachine("test", "test_enable_route_machine")
+	c.Assert(err, check.NotNil)
+
+	prefix, err := netip.ParsePrefix(
+		"10.0.0.0/24",
+	)
+	c.Assert(err, check.IsNil)
+
+	prefix2, err := netip.ParsePrefix(
+		"150.0.10.0/25",
+	)
+	c.Assert(err, check.IsNil)
+
+	hostInfo1 := tailcfg.Hostinfo{
+		RoutableIPs: []netip.Prefix{prefix, prefix2},
+	}
+
+	now := time.Now()
+	machine1 := Machine{
+		ID:             1,
+		MachineKey:     "foo",
+		NodeKey:        "bar",
+		DiscoKey:       "faa",
+		Hostname:       "test_enable_route_machine",
+		UserID:         user.ID,
+		RegisterMethod: RegisterMethodAuthKey,
+		AuthKeyID:      uint(pak.ID),
+		HostInfo:       HostInfo(hostInfo1),
+		LastSeen:       &now,
+	}
+	app.db.Save(&machine1)
+
+	err = app.processMachineRoutes(&machine1)
+	c.Assert(err, check.IsNil)
+
+	err = app.enableRoutes(&machine1, prefix.String())
+	c.Assert(err, check.IsNil)
+
+	err = app.enableRoutes(&machine1, prefix2.String())
+	c.Assert(err, check.IsNil)
+
+	routes, err := app.GetMachineRoutes(&machine1)
+	c.Assert(err, check.IsNil)
+
+	err = app.DeleteRoute(uint64(routes[0].ID))
+	c.Assert(err, check.IsNil)
+
+	enabledRoutes1, err := app.GetEnabledRoutes(&machine1)
+	c.Assert(err, check.IsNil)
+	c.Assert(len(enabledRoutes1), check.Equals, 1)
+}