diff --git a/www/rubygem-sinatra/Makefile b/www/rubygem-sinatra/Makefile
index ac690fa53c5f..906c17b32f4d 100644
--- a/www/rubygem-sinatra/Makefile
+++ b/www/rubygem-sinatra/Makefile
@@ -1,27 +1,27 @@
 PORTNAME=	sinatra
-PORTVERSION=	4.1.1
+PORTVERSION=	4.2.1
 CATEGORIES=	www rubygems
 MASTER_SITES=	RG
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Classy web development framework in ruby
 WWW=		https://sinatrarb.com/ \
 		https://github.com/sinatra/sinatra
 
 LICENSE=	MIT
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 RUN_DEPENDS=	rubygem-logger>=1.6.0:devel/rubygem-logger \
 		rubygem-mustermann>=3.0<4:devel/rubygem-mustermann \
 		rubygem-rack>=3.0.0,3<4,3:www/rubygem-rack \
 		rubygem-rack-protection>=${PORTVERSION}<${PORTVERSION}_99:www/rubygem-rack-protection \
 		rubygem-rack-session>=2.0.0<3:www/rubygem-rack-session \
 		rubygem-tilt>=2.0<3:devel/rubygem-tilt
 
 USES=		cpe gem
 
 NO_ARCH=	yes
 
 CPE_VENDOR=	sinatrarb
 
 .include <bsd.port.mk>
diff --git a/www/rubygem-sinatra/distinfo b/www/rubygem-sinatra/distinfo
index fe67b056933f..a5f608e294b0 100644
--- a/www/rubygem-sinatra/distinfo
+++ b/www/rubygem-sinatra/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1732261052
-SHA256 (rubygem/sinatra-4.1.1.gem) = 4e997b859aa1b5d2e624f85d5b0fd0f0b3abc0da44daa6cbdf10f7c0da9f4d00
-SIZE (rubygem/sinatra-4.1.1.gem) = 135680
+TIMESTAMP = 1759774947
+SHA256 (rubygem/sinatra-4.2.1.gem) = b7aeb9b11d046b552972ade834f1f9be98b185fa8444480688e3627625377080
+SIZE (rubygem/sinatra-4.2.1.gem) = 136192