diff --git a/.travis.yml b/.travis.yml
index 187e88e..0e9a73e 100644
--- a/.travis.yml
+++ b/.travis.yml
@@ -1,6 +1,8 @@
 language: ruby
 script: "bundle exec rspec spec"
-before_install: "gem update --system"
+before_install:
+  - 'gem update --system --conservative || (gem i "rubygems-update:~>2.7" --no-document && update_rubygems)'
+  - 'gem update bundler --conservative'
 env:
   - CI=true RACK_VERSION=1.6
   - CI=true RACK_VERSION=2.0