diff --git a/security/tailscale/Makefile b/security/tailscale/Makefile
index 6e8948aa6c130..8677048231f31 100644
--- a/security/tailscale/Makefile
+++ b/security/tailscale/Makefile
@@ -1,5 +1,5 @@
 PORTNAME=	tailscale
-PORTVERSION=	1.38.2
+PORTVERSION=	1.38.3
 DISTVERSIONPREFIX=	v
 CATEGORIES=	security net-vpn
 
diff --git a/security/tailscale/distinfo b/security/tailscale/distinfo
index 328bc34def0ed..a77fa3434ec4f 100644
--- a/security/tailscale/distinfo
+++ b/security/tailscale/distinfo
@@ -1,5 +1,5 @@
-TIMESTAMP = 1679566469
-SHA256 (go/security_tailscale/tailscale-v1.38.2/v1.38.2.mod) = 168dd90195ac5cb69746285d7e681e6d92142cba7254dd573291b6b83c1f2834
-SIZE (go/security_tailscale/tailscale-v1.38.2/v1.38.2.mod) = 16974
-SHA256 (go/security_tailscale/tailscale-v1.38.2/v1.38.2.zip) = 5f268883febfe650007ce2b8b05acba9440d6a60eb082b81354d969c16003e69
-SIZE (go/security_tailscale/tailscale-v1.38.2/v1.38.2.zip) = 2151847
+TIMESTAMP = 1680138508
+SHA256 (go/security_tailscale/tailscale-v1.38.3/v1.38.3.mod) = 168dd90195ac5cb69746285d7e681e6d92142cba7254dd573291b6b83c1f2834
+SIZE (go/security_tailscale/tailscale-v1.38.3/v1.38.3.mod) = 16974
+SHA256 (go/security_tailscale/tailscale-v1.38.3/v1.38.3.zip) = 7b6d3284475cc4d0b9e5e24d1375262ee657c3be40d5e7616f8da8ab81a12f28
+SIZE (go/security_tailscale/tailscale-v1.38.3/v1.38.3.zip) = 2152236