diff --git a/cmd/uncloud/machine/add.go b/cmd/uncloud/machine/add.go
index 4080345c..56532609 100644
--- a/cmd/uncloud/machine/add.go
+++ b/cmd/uncloud/machine/add.go
@@ -14,19 +14,21 @@ import (
 	"github.com/psviderski/uncloud/cmd/uncloud/caddy"
 	"github.com/psviderski/uncloud/internal/cli"
 	"github.com/psviderski/uncloud/internal/cli/config"
+	"github.com/psviderski/uncloud/internal/machine/network"
 	"github.com/psviderski/uncloud/pkg/api"
 	"github.com/psviderski/uncloud/pkg/client"
 	"github.com/spf13/cobra"
 )
 
 type addOptions struct {
-	name      string
-	noCaddy   bool
-	noInstall bool
-	publicIP  string
-	sshKey    string
-	version   string
-	yes       bool
+	name        string
+	noCaddy     bool
+	noInstall   bool
+	publicIP    string
+	sshKey      string
+	version     string
+	wgEndpoints []string
+	yes         bool
 }
 
 func NewAddCommand() *cobra.Command {
@@ -90,6 +92,14 @@ Connection methods:
 		&opts.version, "version", "latest",
 		"Version of the Uncloud daemon to install on the machine.",
 	)
+	cmd.Flags().StringSliceVar(
+		&opts.wgEndpoints, "wg-endpoint", nil,
+		fmt.Sprintf("WireGuard endpoint address in format: IP, IP:PORT, IPv6, or [IPv6]:PORT. "+
+			"Default port %d is used if omitted.\n", network.WireGuardPort)+
+			"Other machines in the cluster will use this endpoint to establish a WireGuard connection to this machine.\n"+
+			"Multiple endpoints can be specified by repeating the flag or using a comma-separated list.\n"+
+			"If not specified, the machine's routable IPs and public IP are auto-detected and used as endpoints.",
+	)
 	cmd.Flags().BoolVarP(&opts.yes, "yes", "y", false,
 		"Auto-confirm prompts (e.g., resetting an already initialised machine).\n"+
 			"Should be explicitly set when running non-interactively, e.g., in CI/CD pipelines. [$UNCLOUD_AUTO_CONFIRM]")
@@ -112,14 +122,24 @@ func add(ctx context.Context, uncli *cli.CLI, remoteMachine *cli.RemoteMachine,
 		publicIP = &ip
 	}
 
-	clusterClient, machineClient, err := uncli.AddMachine(ctx, cli.AddMachineOptions{
+	addOpts := cli.AddMachineOptions{
 		MachineName:   opts.name,
 		PublicIP:      publicIP,
 		RemoteMachine: remoteMachine,
 		SkipInstall:   opts.noInstall,
 		Version:       opts.version,
 		AutoConfirm:   opts.yes,
-	})
+	}
+	if len(opts.wgEndpoints) > 0 {
+		expanded := cli.ExpandCommaSeparatedValues(opts.wgEndpoints)
+		endpoints, err := cli.ParseWireGuardEndpoints(expanded)
+		if err != nil {
+			return fmt.Errorf("parse WireGuard endpoint (--wg-endpoint): %w", err)
+		}
+		addOpts.WireguardEndpoints = endpoints
+	}
+
+	clusterClient, machineClient, err := uncli.AddMachine(ctx, addOpts)
 	if err != nil {
 		return err
 	}
diff --git a/cmd/uncloud/machine/init.go b/cmd/uncloud/machine/init.go
index 8743787b..9b5eb1d1 100644
--- a/cmd/uncloud/machine/init.go
+++ b/cmd/uncloud/machine/init.go
@@ -16,11 +16,13 @@ import (
 	"github.com/psviderski/uncloud/internal/cli/config"
 	"github.com/psviderski/uncloud/internal/machine/api/pb"
 	"github.com/psviderski/uncloud/internal/machine/cluster"
+	"github.com/psviderski/uncloud/internal/machine/network"
 	"github.com/psviderski/uncloud/pkg/api"
 	"github.com/spf13/cobra"
 )
 
 type initOptions struct {
+	context     string
 	dnsEndpoint string
 	name        string
 	network     string
@@ -30,7 +32,7 @@ type initOptions struct {
 	publicIP    string
 	sshKey      string
 	version     string
-	context     string
+	wgEndpoints []string
 	yes         bool
 }
 
@@ -130,6 +132,14 @@ Connection methods:
 		&opts.version, "version", "latest",
 		"Version of the Uncloud daemon to install on the machine.",
 	)
+	cmd.Flags().StringSliceVar(
+		&opts.wgEndpoints, "wg-endpoint", nil,
+		fmt.Sprintf("WireGuard endpoint address in format: IP, IP:PORT, IPv6, or [IPv6]:PORT. "+
+			"Default port %d is used if omitted.\n", network.WireGuardPort)+
+			"Other machines in the cluster will use this endpoint to establish a WireGuard connection to this machine.\n"+
+			"Multiple endpoints can be specified by repeating the flag or using a comma-separated list.\n"+
+			"If not specified, the machine's routable IPs and public IP are auto-detected and used as endpoints.",
+	)
 	cmd.Flags().BoolVarP(&opts.yes, "yes", "y", false,
 		"Auto-confirm prompts (e.g., resetting an already initialised machine).\n"+
 			"Should be explicitly set when running non-interactively, e.g., in CI/CD pipelines. [$UNCLOUD_AUTO_CONFIRM]")
@@ -161,7 +171,7 @@ func initCluster(ctx context.Context, uncli *cli.CLI, remoteMachine *cli.RemoteM
 		}
 		publicIP = &ip
 	}
-	client, err := uncli.InitCluster(ctx, cli.InitClusterOptions{
+	initOpts := cli.InitClusterOptions{
 		Context:       opts.context,
 		MachineName:   opts.name,
 		Network:       netPrefix,
@@ -170,7 +180,17 @@ func initCluster(ctx context.Context, uncli *cli.CLI, remoteMachine *cli.RemoteM
 		SkipInstall:   opts.noInstall,
 		Version:       opts.version,
 		AutoConfirm:   opts.yes,
-	})
+	}
+	if len(opts.wgEndpoints) > 0 {
+		expanded := cli.ExpandCommaSeparatedValues(opts.wgEndpoints)
+		endpoints, err := cli.ParseWireGuardEndpoints(expanded)
+		if err != nil {
+			return fmt.Errorf("parse WireGuard endpoint (--wg-endpoint): %w", err)
+		}
+		initOpts.WireguardEndpoints = endpoints
+	}
+
+	client, err := uncli.InitCluster(ctx, initOpts)
 	if err != nil {
 		return err
 	}
diff --git a/internal/cli/cli.go b/internal/cli/cli.go
index 9fd352c1..f3828088 100644
--- a/internal/cli/cli.go
+++ b/internal/cli/cli.go
@@ -155,14 +155,15 @@ func (cli *CLI) ConnectClusterWithOptions(ctx context.Context, opts ConnectOptio
 }
 
 type InitClusterOptions struct {
-	Context       string
-	MachineName   string
-	Network       netip.Prefix
-	PublicIP      *netip.Addr
-	RemoteMachine *RemoteMachine
-	SkipInstall   bool
-	Version       string
-	AutoConfirm   bool
+	Context            string
+	MachineName        string
+	Network            netip.Prefix
+	PublicIP           *netip.Addr
+	RemoteMachine      *RemoteMachine
+	SkipInstall        bool
+	Version            string
+	AutoConfirm        bool
+	WireguardEndpoints []*pb.IPPort
 }
 
 // InitCluster initialises a new cluster on a remote machine and returns a client to interact with the cluster.
@@ -220,8 +221,9 @@ func (cli *CLI) initRemoteMachine(ctx context.Context, opts InitClusterOptions)
 	}
 
 	req := &pb.InitClusterRequest{
-		MachineName: opts.MachineName,
-		Network:     pb.NewIPPrefix(opts.Network),
+		MachineName:        opts.MachineName,
+		Network:            pb.NewIPPrefix(opts.Network),
+		WireguardEndpoints: opts.WireguardEndpoints,
 	}
 	if opts.PublicIP != nil {
 		if opts.PublicIP.IsValid() {
@@ -298,12 +300,13 @@ func (cli *CLI) newContextName(name string) (string, error) {
 }
 
 type AddMachineOptions struct {
-	MachineName   string
-	PublicIP      *netip.Addr
-	RemoteMachine *RemoteMachine
-	SkipInstall   bool
-	Version       string
-	AutoConfirm   bool
+	MachineName        string
+	PublicIP           *netip.Addr
+	RemoteMachine      *RemoteMachine
+	SkipInstall        bool
+	Version            string
+	AutoConfirm        bool
+	WireguardEndpoints []*pb.IPPort
 }
 
 // AddMachine provisions a remote machine and adds it to the cluster. It returns a cluster client and a machine client.
@@ -380,10 +383,16 @@ func (cli *CLI) AddMachine(ctx context.Context, opts AddMachineOptions) (*client
 		return nil, nil, fmt.Errorf("parse remote machine token: %w", err)
 	}
 
-	// Register the machine in the cluster using its public key and endpoints from the token.
-	endpoints := make([]*pb.IPPort, len(token.Endpoints))
-	for i, addrPort := range token.Endpoints {
-		endpoints[i] = pb.NewIPPort(addrPort)
+	// Register the machine in the cluster using its public key and WireGuard endpoints from the token,
+	// or use the explicitly provided WireGuard endpoints if any.
+	var endpoints []*pb.IPPort
+	if len(opts.WireguardEndpoints) > 0 {
+		endpoints = opts.WireguardEndpoints
+	} else {
+		endpoints = make([]*pb.IPPort, len(token.Endpoints))
+		for i, addrPort := range token.Endpoints {
+			endpoints[i] = pb.NewIPPort(addrPort)
+		}
 	}
 	addReq := &pb.AddMachineRequest{
 		Name: opts.MachineName,
diff --git a/internal/cli/flags.go b/internal/cli/flags.go
index 23434739..c94eff20 100644
--- a/internal/cli/flags.go
+++ b/internal/cli/flags.go
@@ -1,10 +1,14 @@
 package cli
 
 import (
+	"fmt"
 	"log"
+	"net/netip"
 	"os"
 	"strings"
 
+	"github.com/psviderski/uncloud/internal/machine/api/pb"
+	"github.com/psviderski/uncloud/internal/machine/network"
 	"github.com/spf13/cobra"
 )
 
@@ -34,3 +38,22 @@ func BindEnvToFlag(cmd *cobra.Command, flagName, envVar string) {
 		}
 	}
 }
+
+// ParseWireGuardEndpoints parses a list of endpoint strings into a list of IPPort protobuf messages. Each value can
+// be an IP address, IP:PORT, IPv6, or [IPv6]:PORT. If the port is omitted, the default WireGuard port is used.
+func ParseWireGuardEndpoints(values []string) ([]*pb.IPPort, error) {
+	endpoints := make([]*pb.IPPort, 0, len(values))
+	for _, v := range values {
+		ap, err := netip.ParseAddrPort(v)
+		if err != nil {
+			// Try parsing as a bare IP address and use the default WireGuard port.
+			addr, addrErr := netip.ParseAddr(v)
+			if addrErr != nil {
+				return nil, fmt.Errorf("invalid endpoint '%s': must be IP, IPv6, IP:PORT, or [IPv6]:PORT", v)
+			}
+			ap = netip.AddrPortFrom(addr, network.WireGuardPort)
+		}
+		endpoints = append(endpoints, pb.NewIPPort(ap))
+	}
+	return endpoints, nil
+}
diff --git a/internal/machine/api/pb/machine.pb.go b/internal/machine/api/pb/machine.pb.go
index 5107ecff..0c34efe3 100644
--- a/internal/machine/api/pb/machine.pb.go
+++ b/internal/machine/api/pb/machine.pb.go
@@ -233,6 +233,8 @@ type InitClusterRequest struct {
 	//	*InitClusterRequest_PublicIp
 	//	*InitClusterRequest_PublicIpAuto
 	PublicIpConfig isInitClusterRequest_PublicIpConfig `protobuf_oneof:"public_ip_config"`
+	// Optional WireGuard endpoints other machines will use to connect to this machine instead of auto-discovered ones.
+	WireguardEndpoints []*IPPort `protobuf:"bytes,5,rep,name=wireguard_endpoints,json=wireguardEndpoints,proto3" json:"wireguard_endpoints,omitempty"`
 }
 
 func (x *InitClusterRequest) Reset() {
@@ -302,6 +304,13 @@ func (x *InitClusterRequest) GetPublicIpAuto() bool {
 	return false
 }
 
+func (x *InitClusterRequest) GetWireguardEndpoints() []*IPPort {
+	if x != nil {
+		return x.WireguardEndpoints
+	}
+	return nil
+}
+
 type isInitClusterRequest_PublicIpConfig interface {
 	isInitClusterRequest_PublicIpConfig()
 }
@@ -1041,7 +1050,7 @@ var file_internal_machine_api_pb_machine_proto_rawDesc = []byte{
 	0x65, 0x73, 0x70, 0x6f, 0x6e, 0x73, 0x65, 0x12, 0x1c, 0x0a, 0x09, 0x73, 0x61, 0x74, 0x69, 0x73,
 	0x66, 0x69, 0x65, 0x64, 0x18, 0x01, 0x20, 0x01, 0x28, 0x08, 0x52, 0x09, 0x73, 0x61, 0x74, 0x69,
 	0x73, 0x66, 0x69, 0x65, 0x64, 0x12, 0x14, 0x0a, 0x05, 0x65, 0x72, 0x72, 0x6f, 0x72, 0x18, 0x02,
-	0x20, 0x01, 0x28, 0x09, 0x52, 0x05, 0x65, 0x72, 0x72, 0x6f, 0x72, 0x22, 0xc3, 0x01, 0x0a, 0x12,
+	0x20, 0x01, 0x28, 0x09, 0x52, 0x05, 0x65, 0x72, 0x72, 0x6f, 0x72, 0x22, 0x81, 0x02, 0x0a, 0x12,
 	0x49, 0x6e, 0x69, 0x74, 0x43, 0x6c, 0x75, 0x73, 0x74, 0x65, 0x72, 0x52, 0x65, 0x71, 0x75, 0x65,
 	0x73, 0x74, 0x12, 0x20, 0x0a, 0x0b, 0x6d, 0x61, 0x63, 0x68, 0x69, 0x6e, 0x65, 0x4e, 0x61, 0x6d,
 	0x65, 0x18, 0x01, 0x20, 0x01, 0x28, 0x09, 0x52, 0x0b, 0x6d, 0x61, 0x63, 0x68, 0x69, 0x6e, 0x65,
@@ -1052,130 +1061,134 @@ var file_internal_machine_api_pb_machine_proto_rawDesc = []byte{
 	0x32, 0x07, 0x2e, 0x61, 0x70, 0x69, 0x2e, 0x49, 0x50, 0x48, 0x00, 0x52, 0x08, 0x70, 0x75, 0x62,
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 var (
@@ -1223,39 +1236,40 @@ var file_internal_machine_api_pb_machine_proto_depIdxs = []int32{
 	18, // 4: api.NetworkConfig.endpoints:type_name -> api.IPPort
 	17, // 5: api.InitClusterRequest.network:type_name -> api.IPPrefix
 	16, // 6: api.InitClusterRequest.public_ip:type_name -> api.IP
-	0,  // 7: api.InitClusterResponse.machine:type_name -> api.MachineInfo
-	0,  // 8: api.JoinClusterRequest.machine:type_name -> api.MachineInfo
-	0,  // 9: api.JoinClusterRequest.other_machines:type_name -> api.MachineInfo
-	7,  // 10: api.InspectMachineResponse.machines:type_name -> api.MachineDetails
-	19, // 11: api.MachineDetails.metadata:type_name -> api.Metadata
-	0,  // 12: api.MachineDetails.machine:type_name -> api.MachineInfo
-	15, // 13: api.Service.containers:type_name -> api.Service.Container
-	10, // 14: api.InspectServiceResponse.service:type_name -> api.Service
-	14, // 15: api.InspectWireGuardNetworkResponse.peers:type_name -> api.WireGuardPeer
-	20, // 16: api.WireGuardPeer.last_handshake_time:type_name -> google.protobuf.Timestamp
-	21, // 17: api.Machine.CheckPrerequisites:input_type -> google.protobuf.Empty
-	3,  // 18: api.Machine.InitCluster:input_type -> api.InitClusterRequest
-	5,  // 19: api.Machine.JoinCluster:input_type -> api.JoinClusterRequest
-	21, // 20: api.Machine.Token:input_type -> google.protobuf.Empty
-	21, // 21: api.Machine.Inspect:input_type -> google.protobuf.Empty
-	21, // 22: api.Machine.InspectMachine:input_type -> google.protobuf.Empty
-	21, // 23: api.Machine.InspectWireGuardNetwork:input_type -> google.protobuf.Empty
-	9,  // 24: api.Machine.Reset:input_type -> api.ResetRequest
-	11, // 25: api.Machine.InspectService:input_type -> api.InspectServiceRequest
-	2,  // 26: api.Machine.CheckPrerequisites:output_type -> api.CheckPrerequisitesResponse
-	4,  // 27: api.Machine.InitCluster:output_type -> api.InitClusterResponse
-	21, // 28: api.Machine.JoinCluster:output_type -> google.protobuf.Empty
-	8,  // 29: api.Machine.Token:output_type -> api.TokenResponse
-	0,  // 30: api.Machine.Inspect:output_type -> api.MachineInfo
-	6,  // 31: api.Machine.InspectMachine:output_type -> api.InspectMachineResponse
-	13, // 32: api.Machine.InspectWireGuardNetwork:output_type -> api.InspectWireGuardNetworkResponse
-	21, // 33: api.Machine.Reset:output_type -> google.protobuf.Empty
-	12, // 34: api.Machine.InspectService:output_type -> api.InspectServiceResponse
-	26, // [26:35] is the sub-list for method output_type
-	17, // [17:26] is the sub-list for method input_type
-	17, // [17:17] is the sub-list for extension type_name
-	17, // [17:17] is the sub-list for extension extendee
-	0,  // [0:17] is the sub-list for field type_name
+	18, // 7: api.InitClusterRequest.wireguard_endpoints:type_name -> api.IPPort
+	0,  // 8: api.InitClusterResponse.machine:type_name -> api.MachineInfo
+	0,  // 9: api.JoinClusterRequest.machine:type_name -> api.MachineInfo
+	0,  // 10: api.JoinClusterRequest.other_machines:type_name -> api.MachineInfo
+	7,  // 11: api.InspectMachineResponse.machines:type_name -> api.MachineDetails
+	19, // 12: api.MachineDetails.metadata:type_name -> api.Metadata
+	0,  // 13: api.MachineDetails.machine:type_name -> api.MachineInfo
+	15, // 14: api.Service.containers:type_name -> api.Service.Container
+	10, // 15: api.InspectServiceResponse.service:type_name -> api.Service
+	14, // 16: api.InspectWireGuardNetworkResponse.peers:type_name -> api.WireGuardPeer
+	20, // 17: api.WireGuardPeer.last_handshake_time:type_name -> google.protobuf.Timestamp
+	21, // 18: api.Machine.CheckPrerequisites:input_type -> google.protobuf.Empty
+	3,  // 19: api.Machine.InitCluster:input_type -> api.InitClusterRequest
+	5,  // 20: api.Machine.JoinCluster:input_type -> api.JoinClusterRequest
+	21, // 21: api.Machine.Token:input_type -> google.protobuf.Empty
+	21, // 22: api.Machine.Inspect:input_type -> google.protobuf.Empty
+	21, // 23: api.Machine.InspectMachine:input_type -> google.protobuf.Empty
+	21, // 24: api.Machine.InspectWireGuardNetwork:input_type -> google.protobuf.Empty
+	9,  // 25: api.Machine.Reset:input_type -> api.ResetRequest
+	11, // 26: api.Machine.InspectService:input_type -> api.InspectServiceRequest
+	2,  // 27: api.Machine.CheckPrerequisites:output_type -> api.CheckPrerequisitesResponse
+	4,  // 28: api.Machine.InitCluster:output_type -> api.InitClusterResponse
+	21, // 29: api.Machine.JoinCluster:output_type -> google.protobuf.Empty
+	8,  // 30: api.Machine.Token:output_type -> api.TokenResponse
+	0,  // 31: api.Machine.Inspect:output_type -> api.MachineInfo
+	6,  // 32: api.Machine.InspectMachine:output_type -> api.InspectMachineResponse
+	13, // 33: api.Machine.InspectWireGuardNetwork:output_type -> api.InspectWireGuardNetworkResponse
+	21, // 34: api.Machine.Reset:output_type -> google.protobuf.Empty
+	12, // 35: api.Machine.InspectService:output_type -> api.InspectServiceResponse
+	27, // [27:36] is the sub-list for method output_type
+	18, // [18:27] is the sub-list for method input_type
+	18, // [18:18] is the sub-list for extension type_name
+	18, // [18:18] is the sub-list for extension extendee
+	0,  // [0:18] is the sub-list for field type_name
 }
 
 func init() { file_internal_machine_api_pb_machine_proto_init() }
diff --git a/internal/machine/api/pb/machine.proto b/internal/machine/api/pb/machine.proto
index 4f6451da..1bc9ae63 100644
--- a/internal/machine/api/pb/machine.proto
+++ b/internal/machine/api/pb/machine.proto
@@ -55,6 +55,9 @@ message InitClusterRequest {
     IP public_ip = 3;
     bool public_ip_auto = 4;
   }
+
+  // Optional WireGuard endpoints other machines will use to connect to this machine instead of auto-discovered ones.
+  repeated IPPort wireguard_endpoints = 5;
 }
 
 message InitClusterResponse {
diff --git a/internal/machine/machine.go b/internal/machine/machine.go
index 0f726dfc..2d2dc502 100644
--- a/internal/machine/machine.go
+++ b/internal/machine/machine.go
@@ -701,20 +701,29 @@ func (m *Machine) InitCluster(ctx context.Context, req *pb.InitClusterRequest) (
 			return nil, status.Errorf(codes.Internal, "generate machine name: %v", err)
 		}
 	}
-	// Use the public and all routable IPs as endpoints.
-	ips, err := network.ListRoutableIPs()
-	if err != nil {
-		return nil, status.Errorf(codes.Internal, "list routable IPs: %v", err)
-	}
+
+	// Use explicitly provided WireGuard endpoints, or use the routable IPs on the machine and its public IP
+	// if not provided. The IPs are auto-detected.
+	var endpoints []*pb.IPPort
 	publicIP, pubIPErr := network.GetPublicIP()
-	// Ignore the error if failed to get the public IP using API services.
-	if pubIPErr == nil && !slices.Contains(ips, publicIP) {
-		ips = append(ips, publicIP)
-	}
-	endpoints := make([]*pb.IPPort, len(ips))
-	for i, addr := range ips {
-		addrPort := netip.AddrPortFrom(addr, network.WireGuardPort)
-		endpoints[i] = pb.NewIPPort(addrPort)
+
+	if len(req.WireguardEndpoints) > 0 {
+		endpoints = req.WireguardEndpoints
+	} else {
+		ips, err := network.ListRoutableIPs()
+		if err != nil {
+			return nil, status.Errorf(codes.Internal, "list routable IPs: %v", err)
+		}
+		// Ignore the error if failed to get the public IP using API services.
+		if pubIPErr == nil && !slices.Contains(ips, publicIP) {
+			ips = append(ips, publicIP)
+		}
+
+		endpoints = make([]*pb.IPPort, len(ips))
+		for i, addr := range ips {
+			addrPort := netip.AddrPortFrom(addr, network.WireGuardPort)
+			endpoints[i] = pb.NewIPPort(addrPort)
+		}
 	}
 
 	// Register the new machine in the cluster to populate the state and get its ID and subnet.