diff --git a/bin/vagrant b/bin/vagrant
index 072732eb0..19b4439b4 100755
--- a/bin/vagrant
+++ b/bin/vagrant
@@ -61,9 +61,11 @@ begin
   Bundler.setup(:default, :plugins)
 rescue Bundler::VersionConflict => e
   $stderr.puts "Vagrant experienced a version conflict with some installed plugins!"
-  $stderr.puts "If you recently upgraded Vagrant, the recommended way to fix this is"
-  $stderr.puts "to remove your existing plugins and reinstall them one-by-one. To"
-  $stderr.puts "remove all plugins:"
+  $stderr.puts "This usually happens if you recently upgraded Vagrant. As part of the"
+  $stderr.puts "upgrade process, some existing plugins are no longer compatible with"
+  $stderr.puts "this version of Vagrant. The recommended way to fix this is to remove"
+  $stderr.puts "your existing plugins and reinstall them one-by-one. To remove all"
+  $stderr.puts "plugins:"
   $stderr.puts ""
   $stderr.puts "    rm -r ~/.vagrant.d/plugins.json ~/.vagrant.d/gems"
   $stderr.puts ""