diff --git a/security/tailscale/Makefile b/security/tailscale/Makefile
index 0f2e1cd4f5a6..08a1f4ce15e6 100644
--- a/security/tailscale/Makefile
+++ b/security/tailscale/Makefile
@@ -1,30 +1,30 @@
 PORTNAME=	tailscale
-PORTVERSION=	1.86.0
+PORTVERSION=	1.86.2
 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:1.24,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 2e56fa074cda..4acab039eac9 100644
--- a/security/tailscale/distinfo
+++ b/security/tailscale/distinfo
@@ -1,5 +1,5 @@
-TIMESTAMP = 1753476358
-SHA256 (go/security_tailscale/tailscale-v1.86.0/v1.86.0.mod) = ad5983e44eecba029c80a179d58e6cfa074ea5508ce0f4c3cceffd1c67e4c9f5
-SIZE (go/security_tailscale/tailscale-v1.86.0/v1.86.0.mod) = 20667
-SHA256 (go/security_tailscale/tailscale-v1.86.0/v1.86.0.zip) = a4a8481186b220d3b21a7d2dedfa822fb4a41ea1d86294629a01a2f850dad83e
-SIZE (go/security_tailscale/tailscale-v1.86.0/v1.86.0.zip) = 5177227
+TIMESTAMP = 1753900486
+SHA256 (go/security_tailscale/tailscale-v1.86.2/v1.86.2.mod) = ad5983e44eecba029c80a179d58e6cfa074ea5508ce0f4c3cceffd1c67e4c9f5
+SIZE (go/security_tailscale/tailscale-v1.86.2/v1.86.2.mod) = 20667
+SHA256 (go/security_tailscale/tailscale-v1.86.2/v1.86.2.zip) = 8d450f7fec66f90dd46dd38ac3e82bd34cd9d390df2f0b2371626535a793ce54
+SIZE (go/security_tailscale/tailscale-v1.86.2/v1.86.2.zip) = 5178300