Thanks Everyone! Just got back and the trip was a massive success! (no surprise there, right?)
Everyone had a blast, the baby had an ear to ear grin morning to night. All the luggage arrived with us, the pack and play worked great on deck and in the bedroom for nap time. Took lots of diapers. Ended up taking a car seat I bought on craigslist to be used at restaurants when the kiddo was sleeping. Donated all extras to a local daycare on the island.

Can't wait to do continue to do this year after year!