diff --git a/tox.ini b/tox.ini
index 30c895199..64b5170db 100644
--- a/tox.ini
+++ b/tox.ini
@@ -79,6 +79,11 @@ commands =
     pip install -e acme -e .[dev] -e certbot-apache -e certbot-nginx -e certbot-compatibility-test -e letshelp-certbot
     {toxinidir}/certbot-apache/certbot_apache/tests/apache-conf-files/apache-conf-test --debian-modules
 
+[testenv:nginxroundtrip]
+commands =
+    pip install -e acme[dev] -e .[dev] -e certbot-nginx
+    python certbot-compatibility-test/nginx/roundtrip.py certbot-compatibility-test/nginx/nginx-roundtrip-testdata
+
 [testenv:le_auto]
 # At the moment, this tests under Python 2.7 only, as only that version is
 # readily available on the Trusty Docker image.