How can I reupload my trips?

On Android
Open Geotag Photos Pro on your phone > open the menu > select "GeotagPhotos.net" under "Services and accounts" and press "Reupload" 
 
On iOS
Open Geotag Photos Pro on your phone, go to Settings > geotagphotos.net, then select "Upload old data"
 
The exact same way can be trips reuploaded to every single supported cloud.