Where to begin? Unless you move here, you’ll have no chance to sample all the activities available in Islamorada. When you’ve tired of lounging poolside or beachside, a universe of watersport activities beckon.

outfitter-logoOutfitter Shop


Fishing? Diving? Boating? Windsurfing? Stand Up paddle boarding? Kayaking? Swimming with Dolphins?

You’ll get tired just thinking of the options, never mind trying to get everything scheduled!

Visit the Outfitter Shop and make those problems disappear faster than ice on a hot sidewalk! Our staff will help you get “hooked up” with the best guides, charter captains, dive boats and rental shops around. Located in the Lobby and open daily at 8 bells.

Islander Watersports


At the Outpost Oceanside, you’ll find Islander Watersports offering a complete menu of watersport activities and rental equipment, most of which are available right on the beach. Hobie cats, aqua cycles, kayaks. Rent by the hour or by the day. Enjoy the convenience of visiting the staff, located at the south end of the beach.

For more information, click here.