I think AA might be the only one doing it, and they charge a fee. However if you use the RCI Luggage Valet option your luggage will be checked at the pier regardless of your airline. Luggage valet costs $20 per person, and I think it covers two bags per person. They will also charge any luggage fees required by the airline. We used this in Seattle last summer and it worked well. You go to the guest relations desk and get an application. Fill it out with your airline info, etc., and the ship will print out luggage tags and boarding passes and deliver them on the last day of the cruise. In San Juan you have to carry your luggage through Customs and then go to the baggage truck. In some ports (like Seattle) the cruise line took our luggage directly from the ship to the airport. We put it outside the cabin that last night and didn't see it again until we arrived home.
We are in San Juan and have a 3:30 flight. Of course the ship sponsored tours are for people flying at 4 p.m. or later. If we just want to get a cab or do something the luggage valet service is probably for us. What suggestions do you have for the carry-ons? Do you drag them around with you? We can travel pretty light in that department going home, but there are always a few items you need with you on the plane so there would be at least a couple small bags for five of us--suggestions?
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We just returned from back to back cruises on the Navigator of the Seas and got to and from Fort Lauderdale flying with South West Airlines and used there on site luggage check in. They checked all 4 bags (2 that were carry on's on the way south) and that's where we got our boarding passes. It was $10 a bag but it was so easy we will do it again.