We decided to pick Islamorada for our hotel reservation because of all the water sports. There is a good operation here that is named Key Dives, with two trips daily. There is much to do Underwater down here on the islands. We went out on three trips and each was just fantastic. If you don't want to go underwater how about floating on top on a kayak. There is special is the Kayak to Indian Key rental shop. There are a number of places to park your car along the Overseas Highway next to indian key. It only takes ten minutes or so to paddle out to the island. There is a good place to rent Kayaks and other things at Sea Monkey Watersports, which is hiding behind the Hampton Inn. Every reef trip is a different adventure, as you will see different species of marine life on each dive. Some of the coolest things to see are the big sea turtles, spotted ell, and the large leopard rays. If you're staying at the chica lodge you've got the Bay and Reef option right there for you. One of the coolest things going on from the Cheeca Lodge are the watersports, fishing, and reef trips.