Summer Vacations

There are a lot of great beaches around the island and snorkeling/scuba spots. Many charter boats that'll take you on day trips to neighboring islands too. You'll probably spent a lot of time face-down in the water, so I recommend picking up one of those dive shirts and some kind of hat so you don't burn yourself because the cool breezy air makes it feel like you're not roasting in the sun even when you are.

There's also a hike up to Gorda Peak which has a view of the whole island, but it's not really an enjoyable hike (muggy, buggy) and the view isn't that much better than what you can see from the road. I think it's a pass.

Also, be prepared that (outside the huge, rich resorts obviously) the island is not well developed, rich, or commercial. The one 'town', Spanish Town, is tiny, and is basically the yacht harbor with a dozen or so small mom 'n pop stores/restaurants around it. Can be a bit of a shock if you're used to Hawaii, Florida, Cancun, and other typical beachy destinations. I heard there are a few more upscale restaurants around the island, but we had a meal plan at our resort so we never hit them up.