diff --git a/www/rubygem-jekyll/Makefile b/www/rubygem-jekyll/Makefile
index 3ce0a9fa4c92..4fef6034c7fe 100644
--- a/www/rubygem-jekyll/Makefile
+++ b/www/rubygem-jekyll/Makefile
@@ -1,39 +1,42 @@
 PORTNAME=	jekyll
-PORTVERSION=	4.3.4
+PORTVERSION=	4.4.0
 CATEGORIES=	www rubygems
 MASTER_SITES=	RG
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Simple, blog aware, static site generator
 WWW=		https://jekyllrb.com/
 
 LICENSE=	MIT
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 RUN_DEPENDS=	rubygem-addressable>=2.4<3:www/rubygem-addressable \
+		rubygem-base64>=0.2<1:converters/rubygem-base64 \
 		rubygem-colorator>=1.0<2:textproc/rubygem-colorator \
+		rubygem-csv>=3.0<4:devel/rubygem-csv \
 		rubygem-em-websocket>=0.5<1:www/rubygem-em-websocket \
 		rubygem-i18n>=1.0,2<2,2:devel/rubygem-i18n \
 		rubygem-jekyll-sass-converter>=2.0<4.0:textproc/rubygem-jekyll-sass-converter \
 		rubygem-jekyll-watch>=2.0<3:www/rubygem-jekyll-watch \
+		rubygem-json>=2.6<3:devel/rubygem-json \
 		rubygem-kramdown>=2.3.1<3:textproc/rubygem-kramdown \
 		rubygem-kramdown-parser-gfm>=1.0<2:textproc/rubygem-kramdown-parser-gfm \
 		rubygem-liquid4>=4.0<5:textproc/rubygem-liquid4 \
-		rubygem-mercenary>=0.3.6<0.5:devel/rubygem-mercenary \
+		rubygem-mercenary>=0.3.6<1:devel/rubygem-mercenary \
 		rubygem-pathutil>=0.9<1:devel/rubygem-pathutil \
 		rubygem-rouge>=3.0<5.0:textproc/rubygem-rouge \
 		rubygem-safe_yaml>=1.0<2:devel/rubygem-safe_yaml \
 		rubygem-terminal-table>=1.8<4.0:textproc/rubygem-terminal-table \
 		rubygem-webrick>=1.7<2:www/rubygem-webrick
 
 USES=		cpe gem
 
 NO_ARCH=	yes
 
 PLIST_FILES=	bin/jekyll
 
 CONFLICTS_INSTALL=	rubygem-jekyll3
 
 CPE_VENDOR=	jekyllrb
 
 .include <bsd.port.mk>
diff --git a/www/rubygem-jekyll/distinfo b/www/rubygem-jekyll/distinfo
index 2ee0c9bfa61e..40ecf3e538cb 100644
--- a/www/rubygem-jekyll/distinfo
+++ b/www/rubygem-jekyll/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1726741105
-SHA256 (rubygem/jekyll-4.3.4.gem) = c488282c2819c392d34d3a3784eacde2cde4b61c8e3c9c9295f6c01fb1754404
-SIZE (rubygem/jekyll-4.3.4.gem) = 127488
+TIMESTAMP = 1738090166
+SHA256 (rubygem/jekyll-4.4.0.gem) = cc039347c22ec1fa70a976a796d1ee581bbfc95967cc1f80fb5aef018ae9d5b4
+SIZE (rubygem/jekyll-4.4.0.gem) = 128512