diff --git a/bundles/wireguard/files/pppd-ip-up b/bundles/wireguard/files/pppd-ip-up
new file mode 100644
index 0000000..d61343f
--- /dev/null
+++ b/bundles/wireguard/files/pppd-ip-up
@@ -0,0 +1,12 @@
+#!/bin/bash
+
+# We need to send some traffic over the wireguard tunnel to make sure
+# it gets connected. Easiest way is to simply send some pings to the
+# other side.
+
+% for peer, config in node.metadata.get('wireguard', {}).get('peers', {}).items():
+%   for ip in sorted(config['ips']):
+# refresh connection to ${peer} ${ip}
+/usr/bin/ping -c 4 ${ip.split('/')[0] if '/' in ip else ip}
+%   endfor
+% endfor
diff --git a/bundles/wireguard/items.py b/bundles/wireguard/items.py
index 0b44ee0..24b8ea7 100644
--- a/bundles/wireguard/items.py
+++ b/bundles/wireguard/items.py
@@ -27,3 +27,10 @@ files = {
         'mode': '0755',
     },
 }
+
+if node.has_bundle('pppd'):
+    files['/etc/ppp/ip-up.d/reconnect-wireguard'] = {
+        'source': 'pppd-ip-up',
+        'content_type': 'mako',
+        'mode': '0755',
+    }