diff --git a/sysutils/rubygem-bundler/Makefile b/sysutils/rubygem-bundler/Makefile
index 3f864ccb5362..09cb31e4f72e 100644
--- a/sysutils/rubygem-bundler/Makefile
+++ b/sysutils/rubygem-bundler/Makefile
@@ -1,61 +1,61 @@
 PORTNAME=	bundler
-PORTVERSION=	2.5.7
+PORTVERSION=	2.5.9
 PORTEPOCH=	1
 CATEGORIES=	sysutils rubygems
 MASTER_SITES=	RG
 
 MAINTAINER=	ruby@FreeBSD.org
 COMMENT=	Tool that manages gem dependencies for Ruby applications
 WWW=		https://bundler.io/ \
 		https://github.com/rubygems/rubygems/tree/master/bundler
 
 LICENSE=	MIT
 LICENSE_FILE=	${WRKSRC}/LICENSE.md
 
 USES=		cpe gem
 
 CONFLICTS_INSTALL=	go-tools # bin/bundle
 
 NO_ARCH=	yes
 
 PLIST_FILES=	bin/bundle \
 		bin/bundler \
 		share/man/man1/bundle-add.1.gz \
 		share/man/man1/bundle-binstubs.1.gz \
 		share/man/man1/bundle-cache.1.gz \
 		share/man/man1/bundle-check.1.gz \
 		share/man/man1/bundle-clean.1.gz \
 		share/man/man1/bundle-config.1.gz \
 		share/man/man1/bundle-console.1.gz \
 		share/man/man1/bundle-doctor.1.gz \
 		share/man/man1/bundle-exec.1.gz \
 		share/man/man1/bundle-gem.1.gz \
 		share/man/man1/bundle-help.1.gz \
 		share/man/man1/bundle-info.1.gz \
 		share/man/man1/bundle-init.1.gz \
 		share/man/man1/bundle-inject.1.gz \
 		share/man/man1/bundle-install.1.gz \
 		share/man/man1/bundle-list.1.gz \
 		share/man/man1/bundle-lock.1.gz \
 		share/man/man1/bundle-open.1.gz \
 		share/man/man1/bundle-outdated.1.gz \
 		share/man/man1/bundle-platform.1.gz \
 		share/man/man1/bundle-plugin.1.gz \
 		share/man/man1/bundle-pristine.1.gz \
 		share/man/man1/bundle-remove.1.gz \
 		share/man/man1/bundle-show.1.gz \
 		share/man/man1/bundle-update.1.gz \
 		share/man/man1/bundle-version.1.gz \
 		share/man/man1/bundle-viz.1.gz \
 		share/man/man1/bundle.1.gz \
 		share/man/man5/gemfile.5.gz
 
 post-install:
 .for i in 1 5
 	for f in ${STAGEDIR}${PREFIX}/${GEM_LIB_DIR}/lib/bundler/man/*.${i}; do \
 		${GZIP_CMD} $${f}; \
 		${RLN} $${f}.gz ${STAGEDIR}${PREFIX}/share/man/man${i}/$$(basename $${f}).gz; \
 	done
 .endfor
 
 .include <bsd.port.mk>
diff --git a/sysutils/rubygem-bundler/distinfo b/sysutils/rubygem-bundler/distinfo
index 5f219a6cefcb..07d1e9082927 100644
--- a/sysutils/rubygem-bundler/distinfo
+++ b/sysutils/rubygem-bundler/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1711466444
-SHA256 (rubygem/bundler-2.5.7.gem) = 0dfe04a1f0ec13cdbc579f724cd0f7fa17437db07b89a41f5997e20bf4a8340e
-SIZE (rubygem/bundler-2.5.7.gem) = 430592
+TIMESTAMP = 1713001224
+SHA256 (rubygem/bundler-2.5.9.gem) = e2b61325be359bce54eb0fed88404efe67e5e1f8003d34a221841e3b765aec06
+SIZE (rubygem/bundler-2.5.9.gem) = 431104