diff --git a/pkgs/development/interpreters/ruby/default.nix b/pkgs/development/interpreters/ruby/default.nix
index 4ebc488d9988..0df7ec0a7959 100644
--- a/pkgs/development/interpreters/ruby/default.nix
+++ b/pkgs/development/interpreters/ruby/default.nix
@@ -94,7 +94,7 @@ let
           # support is disabled (if it's enabled, we already have it) and we're
           # running on darwin
           ++ (op (!cursesSupport && stdenv.isDarwin) readline)
-          ++ (op (isRuby25 && stdenv.isDarwin) Foundation)
+          ++ (op stdenv.isDarwin Foundation)
           ++ (ops stdenv.isDarwin (with darwin; [ libiconv libobjc libunwind ]));
 
         enableParallelBuilding = true;
@@ -200,26 +200,26 @@ let
 
 in {
   ruby_2_3 = generic {
-    version = rubyVersion "2" "3" "6" "";
+    version = rubyVersion "2" "3" "7" "";
     sha256 = {
-      src = "07jpa7fw1gyf069m7alf2b0zm53qm08w2ns45mhzmvgrg4r528l3";
-      git = "1bk59i0ygdc5z3zz3k6indfrxd2ix55np6rwvkcdpdw8svm749ds";
+      src = "0zvx5kdp1frjs9n95n7ba7dy0alax33wi3nj8034m3ppvnf39k9m";
+      git = "11wbzw2ywwfnvlkg3qjg0as2pzk5zyk63y2iis42d91lg1l2flrk";
     };
   };
 
   ruby_2_4 = generic {
-    version = rubyVersion "2" "4" "3" "";
+    version = rubyVersion "2" "4" "4" "";
     sha256 = {
-      src = "161smb52q19r9lrzy22b3bhnkd0z8wjffm0qsfkml14j5ic7a0zx";
-      git = "0x2lqbqm2rq9j5zh1p72dma56nqvdkfbgzb9wybm4y4hwhiw8c1m";
+      src = "0nmfr2lijik6cykk0zbj11zcapcrvmdvq83k3r6q3k74g4d1qkr5";
+      git = "103cs7hz1v0h84lbrippl87s4lawi20m406rs5dgxl2gr2wyjpy5";
     };
   };
 
   ruby_2_5 = generic {
-    version = rubyVersion "2" "5" "0" "";
+    version = rubyVersion "2" "5" "1" "";
     sha256 = {
-      src = "1azj0d2lzziw6iml7bx3sxpxzcdmfwfq3yhm7djyp20q1xiz7rj6";
-      git = "0d436nqmp3ykdkp4sck5bb8sf3qvx30x1p58xh8axv66mvsyc2jd";
+      src = "1c99k0fjaq7k09104h1b1cqx6mrk2b14ic1jjnxc6yav68i1ij6s";
+      git = "1j0fd16aq9x98n0kq9c3kfp2sh6xcsq8q4733p0wfqjh3vz50kyj";
     };
   };
 }
diff --git a/pkgs/development/interpreters/ruby/patchsets.nix b/pkgs/development/interpreters/ruby/patchsets.nix
index fc79761252f2..e53f231884d9 100644
--- a/pkgs/development/interpreters/ruby/patchsets.nix
+++ b/pkgs/development/interpreters/ruby/patchsets.nix
@@ -6,17 +6,17 @@ rec {
     "${patchSet}/patches/ruby/2.2/head/railsexpress/02-improve-gc-stats.patch"
     "${patchSet}/patches/ruby/2.2/head/railsexpress/03-display-more-detailed-stack-trace.patch"
   ];
-  "2.3.6" = ops useRailsExpress [
+  "2.3.7" = ops useRailsExpress [
     "${patchSet}/patches/ruby/2.3/head/railsexpress/01-skip-broken-tests.patch"
     "${patchSet}/patches/ruby/2.3/head/railsexpress/02-improve-gc-stats.patch"
     "${patchSet}/patches/ruby/2.3/head/railsexpress/03-display-more-detailed-stack-trace.patch"
   ];
-  "2.4.3" = ops useRailsExpress [
+  "2.4.4" = ops useRailsExpress [
     "${patchSet}/patches/ruby/2.4/head/railsexpress/01-skip-broken-tests.patch"
     "${patchSet}/patches/ruby/2.4/head/railsexpress/02-improve-gc-stats.patch"
     "${patchSet}/patches/ruby/2.4/head/railsexpress/03-display-more-detailed-stack-trace.patch"
   ];
-  "2.5.0" = ops useRailsExpress [
+  "2.5.1" = ops useRailsExpress [
     "${patchSet}/patches/ruby/2.5/head/railsexpress/01-fix-broken-tests-caused-by-ad.patch"
     "${patchSet}/patches/ruby/2.5/head/railsexpress/02-improve-gc-stats.patch"
     "${patchSet}/patches/ruby/2.5/head/railsexpress/03-more-detailed-stacktrace.patch"