As a generic rule, carry bags aren't really designed to sit on a trolley and I've always struggled to get one to stay on properly. These days a lot of cart bags are specifically designed to sit on a trolley and all pockets are accessible. Again, I've had tour bags before and had to put them on their side to get access to as many pockets as possible. If would get a cart bag with winter coming and then look for a stand bag bargain at the start of 2019.
Carry Bag to use on Trolley
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