WHAT TO DO:
Horeshoe Bay: (pictured above) One of the most beautiful beaches, hands down. With rocks jutting out, tiny secret coves to explore, and hiking trails that take you from one cove to the next, it's a must hang. Also, there is a little beach bar right on the beach serving up cheap Pina Coladas, crappy hamburgers and fries (heads up, no veg options other than some fruit) but the drinks are 👍🏽.
Boating: On my girls (+ Rob) trip, we rented our own pontoon boat with a Captain through Island Tours. We had 4 hours of this guy driving us around to ship wrecks, hidden coves full of hundreds of sea turtles (!!!) and fish and doing stops so we could snorkel. GUYS, take me back. It was incredible. When Adam and I went, we got a little sail boat and bopped around. There are also incredible catamaran tours you can do. Highly recommend the boat day.
Dinner/Dancing: It's hard to put into words the night we had with THE BIG CHILL. What we thought would just be a nice outdoor dinner at a resort with some live music turned out to be an unforgettable experience. Thanks to the band The Big Chill, we danced and sang on the beach all night. Look this band up. You can find them usually playing at one of these resorts, where you should make a dinner reso: The Fairmount Southhampton, The Reefs, and Elbow Beach.
Calico Jack's Floating Bar/Swimming Hole: I cannot rave about this place enough. This is an adult playground. It's everything my little heart has ever desired all in one- a giant pirate ship, floating in crystal blue waters, serving cheap rum swizzles, BYOFood, and a PLANK you walk on to jump off into said blue waters (about 12ft, no joke). You have to go. You just have to. Go and be 15 years old again and have the best time of your life. I also want to note the staff is incredible, personable, accommodating and down right chill. This place is aces.
Crystal Caves: Have a rain day? No probs. Hit up the Crystal Caves and DEFINITELY eat lunch there. The food was the most authentic we found on the whole island and delicious. We checked out Crystal Cave and it was pretty sweet. I hear you can skip out on Fantasy Cave but I didn't try it.