When updating your itinerary cover photo, first click Change Cover Photo at the top of your itinerary:

Next, you will see the Image Modal. There you can choose to search our database for a photo, upload your own, grab some from a website or copy & paste an image from the web. Once you have uploaded or chosen a photo, you will see a thumbnail image appear to the right. There you can click Edit and you will have the option to zoom in and position the photo to your choosing. Once completed, press Save Edits.