diff --git a/security/tailscale/Makefile b/security/tailscale/Makefile
index 7c7e275d1baf..d2ed8db0f155 100644
--- a/security/tailscale/Makefile
+++ b/security/tailscale/Makefile
@@ -1,30 +1,30 @@
 PORTNAME=	tailscale
-PORTVERSION=	1.48.2
+PORTVERSION=	1.50.0
 DISTVERSIONPREFIX=	v
 CATEGORIES=	security net-vpn
 
 MAINTAINER=	ashish@FreeBSD.org
 COMMENT=	Mesh VPN that makes it easy to connect your devices
 WWW=		https://tailscale.com/
 
 LICENSE=	BSD3CLAUSE
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 RUN_DEPENDS=	ca_root_nss>0:security/ca_root_nss
 
 USES=		go:1.21,modules
 
 GO_MODULE=	github.com/tailscale/tailscale
 
 USE_RC_SUBR=	tailscaled
 
 GO_TARGET=	./cmd/tailscale \
 		./cmd/tailscaled
 GO_BUILDFLAGS=	-tags xversion -ldflags "\
 		-X tailscale.com/version.longStamp=${PORTVERSION} \
 		-X tailscale.com/version.shortStamp=${PORTVERSION}"
 
 PLIST_FILES=	bin/tailscale  \
 		bin/tailscaled
 
 .include <bsd.port.mk>
diff --git a/security/tailscale/distinfo b/security/tailscale/distinfo
index a668c16dd0de..dec371754b9e 100644
--- a/security/tailscale/distinfo
+++ b/security/tailscale/distinfo
@@ -1,5 +1,5 @@
-TIMESTAMP = 1694479429
-SHA256 (go/security_tailscale/tailscale-v1.48.2/v1.48.2.mod) = dd2e229e2fb0a210e19600f5ae627478e2dd08a4161f07f12f62019551183632
-SIZE (go/security_tailscale/tailscale-v1.48.2/v1.48.2.mod) = 18027
-SHA256 (go/security_tailscale/tailscale-v1.48.2/v1.48.2.zip) = 7be3c7c49db996c541ff1f87928cd7ed5685b22cfa90e2edbad9b6f558a89ff0
-SIZE (go/security_tailscale/tailscale-v1.48.2/v1.48.2.zip) = 2482124
+TIMESTAMP = 1695720344
+SHA256 (go/security_tailscale/tailscale-v1.50.0/v1.50.0.mod) = 7b9a5a27139ce253722f44ff814e346a6619f0c31b6edb0a41d0a749ca54ff8e
+SIZE (go/security_tailscale/tailscale-v1.50.0/v1.50.0.mod) = 18256
+SHA256 (go/security_tailscale/tailscale-v1.50.0/v1.50.0.zip) = e10e451cb6a79f69da290535b21add471cdbfba181aed072f10374901cb2a5b9
+SIZE (go/security_tailscale/tailscale-v1.50.0/v1.50.0.zip) = 2587237