We cruised last August. I bought a soft sided wheeling cooler, packed it with beer and soda and wheeled it right on board - no questions asked, no problems! I would not, however, check the beverages with your luggage, have heard some horror stories about luggage handling - cans exploding, bottles breaking. Better to bring it as a carry on to the boat.
Also, get your cooler bag, fold it up and pack it in your luggage until you get to Florida area - do not pack cans/bottles on the plane - you WILL have a mess on your hands!
Happy Travels!