diff --git a/devel/R-cran-cli/Makefile b/devel/R-cran-cli/Makefile
index 4ed08097b5fa..9db7c1c4d96f 100644
--- a/devel/R-cran-cli/Makefile
+++ b/devel/R-cran-cli/Makefile
@@ -1,38 +1,38 @@
 PORTNAME=	cli
-DISTVERSION=	3.6.5
+DISTVERSION=	3.6.6
 CATEGORIES=	devel
 DISTNAME=	${PORTNAME}_${PORTVERSION}
 
 MAINTAINER=	uzsolt@FreeBSD.org
 COMMENT=	Helpers for Developing Command Line Interfaces
 WWW=		https://cran.r-project.org/package=cli
 
 LICENSE=	MIT
 
 USES=		cran:auto-plist,compiles
 
 TEST_DEPENDS=	R-cran-callr>0:devel/R-cran-callr \
 		R-cran-covr>0:devel/R-cran-covr \
 		R-cran-crayon>0:devel/R-cran-crayon \
 		R-cran-digest>0:security/R-cran-digest \
 		R-cran-glue>=1.6.0:devel/R-cran-glue \
 		R-cran-htmltools>0:textproc/R-cran-htmltools \
 		R-cran-htmlwidgets>0:www/R-cran-htmlwidgets \
 		R-cran-knitr>0:print/R-cran-knitr \
 		R-cran-processx>0:sysutils/R-cran-processx \
 		R-cran-ps>=1.3.4.9000:sysutils/R-cran-ps \
 		R-cran-rlang>=1.0.2.9003:devel/R-cran-rlang \
 		R-cran-rmarkdown>0:textproc/R-cran-rmarkdown \
 		R-cran-rprojroot>0:devel/R-cran-rprojroot \
 		R-cran-rstudioapi>0:devel/R-cran-rstudioapi \
 		R-cran-testthat>=3.2.0:devel/R-cran-testthat \
 		R-cran-tibble>0:devel/R-cran-tibble \
 		R-cran-whoami>0:devel/R-cran-whoami \
 		R-cran-withr>0:devel/R-cran-withr
 
 TESTING_UNSAFE=	PR 280006
 
 post-install:
 	@${ECHO_CMD} "@dir ${R_MOD_DIR}/help/figures" >> ${TMPPLIST}
 
 .include <bsd.port.mk>
diff --git a/devel/R-cran-cli/distinfo b/devel/R-cran-cli/distinfo
index 895c4f3935c0..be1f1a84e9be 100644
--- a/devel/R-cran-cli/distinfo
+++ b/devel/R-cran-cli/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1745499249
-SHA256 (cli_3.6.5.tar.gz) = 8ebe3146e66a285d8ad6ddcff87e2a9790ea7c9cdfce7fdd8bf13095fa459679
-SIZE (cli_3.6.5.tar.gz) = 640240
+TIMESTAMP = 1775915812
+SHA256 (cli_3.6.6.tar.gz) = b2b58d6dd82f5798b335e39c00591686a01fd3e94399ef898e146173e36f18f9
+SIZE (cli_3.6.6.tar.gz) = 644134