diff --git a/plugins/communicators/ssh/communicator.rb b/plugins/communicators/ssh/communicator.rb
index 2d35adb3c..bb0ae252c 100644
--- a/plugins/communicators/ssh/communicator.rb
+++ b/plugins/communicators/ssh/communicator.rb
@@ -285,7 +285,7 @@ module VagrantPlugins
         # need to wrap the shell in a `sudo` call.
         shell_cmd = @machine.config.ssh.shell
         shell_cmd = shell if shell
-        shell_cmd = "sudo -H #{shell_cmd}" if sudo
+        shell_cmd = "sudo -E -H #{shell_cmd}" if sudo
 
         # Open the channel so we can execute or command
         channel = connection.open_channel do |ch|