PrincessKayla: we were in Jamaica years ago and did a horseback in the ocean excursion, also climbed Dunn's River Falls, something most people do in Jamaica. One tip on Dunn's: it's best to do it early in day. We did it early and had the falls almost to ourselves; later in the day it can be like waiting in the buffet Liine at Cabanas!
Cruised to Grand Caymans twice but never set foot on the island. GC is a tender port and if the water's too rough they won't tender. We're doing an island tour with a stop at the Turtle Farm (cruising with our 4 yr old DGD, so high energy excursions are out).
Last: where in Alaska? I spent a summer in Kodiak yrs ago, and spent some time in Anchorage.
PS: we're doing transfers through Disney and staying at Hotel Galvez. For 3 people the transfers semmed the best way to go, but for hotels you can do much better price wise if you find a different way to get to Galveston, and if you shop around for hotel prices.