diff --git a/pkgs/development/interpreters/ruby/default.nix b/pkgs/development/interpreters/ruby/default.nix
index ee9b61259bb0c..ca15892d67a87 100644
--- a/pkgs/development/interpreters/ruby/default.nix
+++ b/pkgs/development/interpreters/ruby/default.nix
@@ -12,7 +12,8 @@ let
   opString = lib.optionalString;
   patchSet = import ./rvm-patchsets.nix { inherit fetchFromGitHub; };
   config = import ./config.nix { inherit fetchFromSavannah; };
-  rubygems = import ./rubygems { inherit stdenv lib fetchurl; };
+  inherit (import ./rubygems { inherit stdenv lib fetchurl; })
+    rubygems_3_0 rubygems_3_1;
 
   # Contains the ruby version heuristics
   rubyVersion = import ./ruby-version.nix { inherit lib; };
@@ -23,7 +24,7 @@ let
     then "$out/bin/ruby"
     else "${buildPackages.ruby}/bin/ruby";
 
-  generic = { version, sha256 }: let
+  generic = { version, sha256, rubygems }: let
     ver = version;
     tag = ver.gitTag;
     atLeast25 = lib.versionAtLeast ver.majMin "2.5";
@@ -236,6 +237,7 @@ in {
       src = "1bn6n5b920qy3lsx99jr8495jkc3sg89swgb96d5fgd579g6p6zr";
       git = "066kb1iki7mx7qkm10xhj5b6v8s47wg68v43l3nc36y2hyim1w2c";
     };
+    rubygems = rubygems_3_0;
   };
 
   ruby_2_5 = generic {
@@ -244,6 +246,7 @@ in {
       src = "1m6nmnj9shifp8g3yh7aimac01vl035bzcc19x2spdji6ig0sb8b";
       git = "0wppf82c9ccdbnvj30mppr5a3mc7sxm05diahjdw7hhk29n43knp";
     };
+    rubygems = rubygems_3_0;
   };
 
   ruby_2_6 = generic {
@@ -252,6 +255,7 @@ in {
       src = "0zgdrgylq6avbblf78kpaf0k2xnkpc3jng3wkd7x67ycdrqnp5v6";
       git = "0pay6ic22ag3bnvxffhgwp7z6clkd0p93944a1l4lvc5hxc8v77j";
     };
+    rubygems = rubygems_3_0;
   };
 
   ruby_2_7 = generic {
@@ -260,5 +264,6 @@ in {
       src = "1glc3zpnih6h8mrgfcak0aa7cgmi4zyvxfyi6y2brwg2nn9sm6cc";
       git = "11iz64k95czs273mb10195d1j75mmbcgddfdx1vay5876ffw81dq";
     };
+    rubygems = rubygems_3_1;
   };
 }
diff --git a/pkgs/development/interpreters/ruby/rubygems/default.nix b/pkgs/development/interpreters/ruby/rubygems/default.nix
index dd1db5a845085..580f8cbff1d27 100644
--- a/pkgs/development/interpreters/ruby/rubygems/default.nix
+++ b/pkgs/development/interpreters/ruby/rubygems/default.nix
@@ -1,12 +1,12 @@
 { stdenv, lib, fetchurl }:
 
-stdenv.mkDerivation rec {
+let generic = { version, sha256 }: stdenv.mkDerivation {
   name = "rubygems";
-  version = "3.1.2";
+  inherit version;
 
   src = fetchurl {
     url = "https://rubygems.org/rubygems/rubygems-${version}.tgz";
-    sha256 = "0h7ij4jpj8rgnpkl63cwh2lnav73pw5wpfqra3va7077lsyadlgd";
+    inherit sha256;
   };
 
   patches = [
@@ -27,4 +27,14 @@ stdenv.mkDerivation rec {
     license = with licenses; [ mit /* or */ ruby ];
     maintainers = with maintainers; [ qyliss zimbatm ];
   };
+};
+in {
+  rubygems_3_0 = generic {
+    version = "3.0.6";
+    sha256 = "1ca1i4xmggizr59m6p28gprlvshczsbx30q8iyzxb2vj4jn8arzx";
+  };
+  rubygems_3_1 = generic {
+    version = "3.1.2";
+    sha256 = "0h7ij4jpj8rgnpkl63cwh2lnav73pw5wpfqra3va7077lsyadlgd";
+  };
 }
diff --git a/pkgs/development/tools/vagrant/default.nix b/pkgs/development/tools/vagrant/default.nix
index a7d9057d9f029..3a8c084110bb4 100644
--- a/pkgs/development/tools/vagrant/default.nix
+++ b/pkgs/development/tools/vagrant/default.nix
@@ -79,12 +79,7 @@ in buildRubyGem rec {
   '';
 
   installCheckPhase = ''
-    if [[ "$("$out/bin/vagrant" --version)" == "Vagrant ${version}" ]]; then
-      echo 'Vagrant smoke check passed'
-    else
-      echo 'Vagrant smoke check failed'
-      return 1
-    fi
+    HOME="$(mktemp -d)" $out/bin/vagrant init --output - > /dev/null
   '';
 
   # `patchShebangsAuto` patches this one script which is intended to run