diff --git a/test/rubygems/test_gem_package.rb b/test/rubygems/test_gem_package.rb
index 1a0482cb1e..4b49042c0a 100644
--- a/test/rubygems/test_gem_package.rb
+++ b/test/rubygems/test_gem_package.rb
@@ -605,6 +605,8 @@ class TestGemPackage < Gem::Package::TarTestCase
     destination_user_subdir = File.join destination_user_dir, 'dir'
     FileUtils.mkdir_p destination_user_subdir
 
+    skip "TMPDIR seems too long to add it as symlink into tar" if destination_user_dir.size > 90
+
     tgz_io = util_tar_gz do |tar|
       tar.add_symlink 'link', destination_user_dir, 16877
       tar.add_symlink 'link/dir', '.', 16877