diff --git a/devel/rubygem-debug/Makefile b/devel/rubygem-debug/Makefile
index 6f40b808b3a4..c3c6aeb561c6 100644
--- a/devel/rubygem-debug/Makefile
+++ b/devel/rubygem-debug/Makefile
@@ -1,20 +1,20 @@
 PORTNAME=	debug
-PORTVERSION=	1.10.0
+PORTVERSION=	1.11.0
 CATEGORIES=	devel rubygems
 MASTER_SITES=	RG
 
 MAINTAINER=	ruby@FreeBSD.org
 COMMENT=	Debugging functionality for Ruby
 WWW=		https://github.com/ruby/debug
 
 LICENSE=	BSD2CLAUSE
 LICENSE_FILE=	${WRKSRC}/LICENSE.txt
 
 RUN_DEPENDS=	rubygem-irb>=1.10<2:devel/rubygem-irb \
 		rubygem-reline>=0.3.8:devel/rubygem-reline
 
 USES=		gem
 
 PLIST_FILES=	bin/rdbg
 
 .include <bsd.port.mk>
diff --git a/devel/rubygem-debug/distinfo b/devel/rubygem-debug/distinfo
index ca1a6992f964..2463ab81b6c7 100644
--- a/devel/rubygem-debug/distinfo
+++ b/devel/rubygem-debug/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1735228250
-SHA256 (rubygem/debug-1.10.0.gem) = 11e28ca74875979e612444104f3972bd5ffb9e79179907d7ad46dba44bd2e7a4
-SIZE (rubygem/debug-1.10.0.gem) = 99840
+TIMESTAMP = 1750954470
+SHA256 (rubygem/debug-1.11.0.gem) = 1425db64cfa0130c952684e3dc974985be201dd62899bf4bbe3f8b5d6cf1aef2
+SIZE (rubygem/debug-1.11.0.gem) = 100352