diff --git a/bin/vagrant b/bin/vagrant
index 55c563c13..c019f30ff 100755
--- a/bin/vagrant
+++ b/bin/vagrant
@@ -84,20 +84,26 @@ $stderr.sync = true
 
 # Before we start activate all our dependencies
 # so we can provide correct resolutions later
+builtin_specs = []
+
 vagrant_spec = Gem::Specification.find_all_by_name("vagrant").detect do |spec|
   spec.version == Gem::Version.new(Vagrant::VERSION)
 end
 
 dep_activator = proc do |spec|
   spec.runtime_dependencies.each do |dep|
-    if gem(dep.name, *dep.requirement.as_list) || true
-      dep_spec = Gem::Specification.find_all_by_name(dep.name).detect(&:activated?)
-      dep_activator.call(dep_spec) if dep_spec
+    gem(dep.name, *dep.requirement.as_list)
+    dep_spec = Gem::Specification.find_all_by_name(dep.name).detect(&:activated?)
+    if dep_spec
+      builtin_specs << dep_spec
+      dep_activator.call(dep_spec)
     end
   end
 end
 
-dep_activator.call(vagrant_spec) if vagrant_spec
+if vagrant_spec
+  dep_activator.call(vagrant_spec)
+end
 
 env = nil
 begin
@@ -108,6 +114,9 @@ begin
   require 'vagrant/util/platform'
   require 'vagrant/util/experimental'
 
+  # Set our list of builtin specs
+  Vagrant::Bundler.instance.builtin_specs = builtin_specs
+
   # Schedule the cleanup of things
   at_exit(&Vagrant::Bundler.instance.method(:deinit))
 
diff --git a/lib/vagrant/bundler.rb b/lib/vagrant/bundler.rb
index 85f9feb57..f2010fed6 100644
--- a/lib/vagrant/bundler.rb
+++ b/lib/vagrant/bundler.rb
@@ -189,6 +189,8 @@ module Vagrant
     attr_reader :env_plugin_gem_path
     # @return [Pathname] Vagrant environment data path
     attr_reader :environment_data_path
+    # @return [Array<Gem::Specification>, nil] List of builtin specs
+    attr_accessor :builtin_specs
 
     def initialize
       @plugin_gem_path = Vagrant.user_data_path.join("gems", RUBY_VERSION).freeze
@@ -646,7 +648,6 @@ module Vagrant
         self_spec.activate
         @logger.info("Activated vagrant specification version - #{self_spec.version}")
       end
-      self_spec.runtime_dependencies.each { |d| gem d.name, *d.requirement.as_list }
       # discover all the gems we have available
       list = {}
       if Gem.respond_to?(:default_specifications_dir)
@@ -660,7 +661,7 @@ module Vagrant
           list[spec.full_name] = spec
         end
       else
-        Gem::Specification.find_all(&:activated?).each do |spec|
+        builtin_specs.each do |spec|
           list[spec.full_name] = spec
         end
       end