diff --git a/hostmap.go b/hostmap.go
index 3b562b2f1..e3da64b05 100644
--- a/hostmap.go
+++ b/hostmap.go
@@ -454,7 +454,7 @@ func (hm *HostMap) QueryVpnAddr(vpnIp netip.Addr) *HostInfo {
 	return hm.queryVpnAddr(vpnIp, nil)
 }
 
-func (hm *HostMap) QueryVpnAddrRelayFor(targetIp, relayHostIp netip.Addr) (*HostInfo, *Relay, error) {
+func (hm *HostMap) QueryVpnAddrsRelayFor(targetIps []netip.Addr, relayHostIp netip.Addr) (*HostInfo, *Relay, error) {
 	hm.RLock()
 	defer hm.RUnlock()
 
@@ -462,13 +462,17 @@ func (hm *HostMap) QueryVpnAddrRelayFor(targetIp, relayHostIp netip.Addr) (*Host
 	if !ok {
 		return nil, nil, errors.New("unable to find host")
 	}
+
 	for h != nil {
-		r, ok := h.relayState.QueryRelayForByIp(targetIp)
-		if ok && r.State == Established {
-			return h, r, nil
+		for _, targetIp := range targetIps {
+			r, ok := h.relayState.QueryRelayForByIp(targetIp)
+			if ok && r.State == Established {
+				return h, r, nil
+			}
 		}
 		h = h.next
 	}
+
 	return nil, nil, errors.New("unable to find host with relay")
 }
 
diff --git a/inside.go b/inside.go
index d882f516e..9119560fe 100644
--- a/inside.go
+++ b/inside.go
@@ -330,7 +330,7 @@ func (f *Interface) sendNoMetrics(t header.MessageType, st header.MessageSubType
 	} else {
 		// Try to send via a relay
 		for _, relayIP := range hostinfo.relayState.CopyRelayIps() {
-			relayHostInfo, relay, err := f.hostMap.QueryVpnAddrRelayFor(hostinfo.vpnAddrs[0], relayIP)
+			relayHostInfo, relay, err := f.hostMap.QueryVpnAddrsRelayFor(hostinfo.vpnAddrs, relayIP)
 			if err != nil {
 				hostinfo.relayState.DeleteRelay(relayIP)
 				hostinfo.logger(f.l).WithField("relay", relayIP).WithError(err).Info("sendNoMetrics failed to find HostInfo")
diff --git a/outside.go b/outside.go
index fe5fc5317..d4f97b264 100644
--- a/outside.go
+++ b/outside.go
@@ -104,9 +104,9 @@ func (f *Interface) readOutsidePackets(ip netip.AddrPort, via *ViaSender, out []
 				return
 			case ForwardingType:
 				// Find the target HostInfo relay object
-				targetHI, targetRelay, err := f.hostMap.QueryVpnAddrRelayFor(hostinfo.vpnAddrs[0], relay.PeerAddr)
+				targetHI, targetRelay, err := f.hostMap.QueryVpnAddrsRelayFor(hostinfo.vpnAddrs, relay.PeerAddr)
 				if err != nil {
-					hostinfo.logger(f.l).WithField("relayTo", relay.PeerAddr).WithError(err).Info("Failed to find target host info by ip")
+					hostinfo.logger(f.l).WithField("relayTo", relay.PeerAddr).WithError(err).WithField("hostinfo.vpnAddrs", hostinfo.vpnAddrs).Info("Failed to find target host info by ip")
 					return
 				}