diff --git a/devel/rubygem-datadog/Makefile b/devel/rubygem-datadog/Makefile
index 2d9bb7d4606b..b5e29e91148c 100644
--- a/devel/rubygem-datadog/Makefile
+++ b/devel/rubygem-datadog/Makefile
@@ -1,27 +1,27 @@
 PORTNAME=	datadog
-PORTVERSION=	2.15.0
+PORTVERSION=	2.16.0
 CATEGORIES=	devel rubygems
 MASTER_SITES=	RG
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Datadog's client library for Ruby
 WWW=		https://github.com/DataDog/dd-trace-rb
 
 LICENSE=	APACHE20 BSD3CLAUSE
 LICENSE_COMB=	dual
 LICENSE_FILE_APACHE20=	${WRKSRC}/LICENSE.Apache
 LICENSE_FILE_BSD3CLAUSE=${WRKSRC}/LICENSE.BSD3
 
-RUN_DEPENDS=	rubygem-datadog-ruby_core_source>=3.4<4:devel/rubygem-datadog-ruby_core_source \
+RUN_DEPENDS=	rubygem-datadog-ruby_core_source>=3.4.1<4:devel/rubygem-datadog-ruby_core_source \
 		rubygem-libdatadog>=16.0.1.1.0<16.0.1.2:devel/rubygem-libdatadog \
 		rubygem-libddwaf>=1.22.0.0.2<1.22.0.1:devel/rubygem-libddwaf \
 		rubygem-logger>=0:devel/rubygem-logger \
 		rubygem-msgpack>=0:devel/rubygem-msgpack
 
 USES=		gem
 
 NO_ARCH=	yes
 
 PLIST_FILES=	bin/ddprofrb
 
 .include <bsd.port.mk>
diff --git a/devel/rubygem-datadog/distinfo b/devel/rubygem-datadog/distinfo
index 1f08968797c8..c1fb9980e772 100644
--- a/devel/rubygem-datadog/distinfo
+++ b/devel/rubygem-datadog/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1745936330
-SHA256 (rubygem/datadog-2.15.0.gem) = f6c02a56730b928c3dd350ca30b770d7550a9454af94274a344cb6334eb75235
-SIZE (rubygem/datadog-2.15.0.gem) = 649216
+TIMESTAMP = 1748495933
+SHA256 (rubygem/datadog-2.16.0.gem) = c7fc5c0b02e17c5c5dfa6036f49cbc9f43f0e8c7d87d6c288dcbf74de647c577
+SIZE (rubygem/datadog-2.16.0.gem) = 667136