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Originally Posted by WDW Rules
Booking ahead is always wise, but I can honestly say that when we saw the horse and carriages at POR people could walk right up and get aboard. Sometimes both carriages were waiting for passengers. We were there right after Thanksgiving.
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I was going to say the same, we have seen the carriage just waiting for passengers and other guests just walking up and getting their ride there and then. But if you do know which date and time you'd like to do this then I would book just to be sure.