Things to Do

Walk into Purple Pineapple Boutique in Islamorada and you'll immediately feel like you've found your people. Owner Lisa has filled this Village Square gem with breezy resort wear, dresses, rompers, two-piece sets, the best denim in the Keys, tarnish-free waterproof jewelry with select locally made styles, exclusive Purple Pineapple candles, Marlin's Cocktail Co. products, and a heartfelt Crafts Against Cancer collection handmade by Lisa's mom Peggy — all in a warm, kid-friendly space with a play area for little ones and a shave ice truck just steps away.

Coral Bay Marina is a full-service boatyard and marina located in the heart of Islamorada, Florida Keys.

Guided kayak tours and rentals in Islamorada, exploring mangroves, Indian Key, and local wildlife.

Clothing store in Islamorada, Florida

Eclectic boutique treasures—fashion, gifts & décor in Tavernier’s hidden gem.

Islamorada's boat shop at mile marker 81.5, selling Boston Whaler, Cobia, Axopar and Bluewater, with Yamaha certified techs in the service bays and racked dry storage running seven days a week. If you keep a boat in the Upper Keys, this is where it gets sold, serviced and stored.

Dwayne and Cindy King throw pottery and cast bronze in a workshop you can stand and watch, then set the results loose in a hardwood garden of winding paths, sculpture and free-range peacocks. It is at mile marker 88.8 and ranks among the top ten things to do in Islamorada.

boo kee sue BOTANICS is an open-air boutique in Islamorada offering handmade gifts, decor, crystals, plants, and rugs in a tropical garden setting.

Boats, jet skis and the Lignumvitae ferry, all out of Robbie's Marina at mile marker 77.5 bayside. The ferry runs Friday through Sunday afternoons to an island you cannot otherwise reach without a boat.

The old Postcard Inn at mile marker 84, reborn in 2024 as a 214 room Tribute Portfolio resort across 15 waterfront acres, with three pools, three beaches and a 72 slip marina. The Cove is the adults-only half, 63 king rooms around a private beach lagoon.

Locally owned hot sauce maker in Islamorada, FL, offering a variety of sauces and gift sets.

Luxury private boat charters in Islamorada, Florida Keys—Islamorada Luxe Charters offers fully customized, high-end excursions aboard The Bougie Girl, a 28-ft Scout Dorado.

Anne's Beach is located at Lower Matecumbe Key, Florida. The Islamorada Beach is dedicated to local environmentalist Anne Eaton.

Mote Marine Laboratory’s Florida Keys Research Campuses are dedicated to coral reef science and restoration.

Ciao Bella Salon & Day Spa in Islamorada offers a full spectrum of beauty and wellness services, including haircuts, skincare treatments, massage therapies, yoga classes, and bridal services.