diff --git a/security/tailscale/Makefile b/security/tailscale/Makefile
index b649492e445e..0f2e1cd4f5a6 100644
--- a/security/tailscale/Makefile
+++ b/security/tailscale/Makefile
@@ -1,31 +1,30 @@
 PORTNAME=	tailscale
-PORTVERSION=	1.84.2
+PORTVERSION=	1.86.0
 DISTVERSIONPREFIX=	v
-PORTREVISION=	1
 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 6ce51f0252b0..2e56fa074cda 100644
--- a/security/tailscale/distinfo
+++ b/security/tailscale/distinfo
@@ -1,5 +1,5 @@
-TIMESTAMP = 1749539710
-SHA256 (go/security_tailscale/tailscale-v1.84.2/v1.84.2.mod) = baafc225390ceda9c1c63c9d363b8d79ea8b5fe3edb8692dab8afa16cd989f62
-SIZE (go/security_tailscale/tailscale-v1.84.2/v1.84.2.mod) = 20542
-SHA256 (go/security_tailscale/tailscale-v1.84.2/v1.84.2.zip) = 354751686f6b944cb80666e11d8ce5cdd00d28318ab79f71037a090da0882efb
-SIZE (go/security_tailscale/tailscale-v1.84.2/v1.84.2.zip) = 4970604
+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