Couple descending wooden ship-themed stairway with nautical decor.

Things to Do

In The Florida Keys, adventure is just a footstep (or paddle, or fin) away. Whether you’re chasing sunrise paddle-trips, sunset sails, or discovering hidden mangrove tunnels, there’s always something new to try. Museums, wildlife tours, water sports, quirky local events—every destination brings its own flavor of fun. These listings span every kind of experience: rugged and wild, soft and serene, absurdly beautiful. So map out some time, pack your curiosity, and let the Keys pull you in.

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Islamorada

Sandy Bottom Charters

Sandy Bottom Charters offers personalized private boat charters in the Florida Keys for snorkeling, sandbar trips, and sunset cruises.

Islamorada

KeyZ Charters

Explore the Florida Keys with KeyZ Charters—unique boat tours, snorkeling, and sunset cruises!

Islamorada

Easy Livin' Charter Boat

Custom boat tours and fishing adventures with local legend Captain Augie in Islamorada.

Islamorada

Florida Keys Watersports

Jet ski rentals and tours at mile marker 82.7 ocean side, where the speed zones start seconds from the dock instead of fifteen minutes out. A 22 mile guided run past twenty islands, or add snorkeling and make it 24, with gear, showers, lockers and parking included.

Islamorada

Captain Slate's Scuba Adventures

Captain Slate's Scuba Adventures offers daily diving trips to over 30 reef and wreck sites, led by the legendary Captain Spencer Slate, with PADI certification courses and professional instructor training available.

Islamorada

Coral Bay Marina

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

Islamorada

ElleSummersStudio

Elle Summers paints, and the paintings become yoga leggings, kimonos, maxi dresses, tote bags and throw pillows. Her studio sits on Morada Way, in the middle of Islamorada's arts district between mile markers 81 and 82.

Islamorada

Purple Pineapple Boutique

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.

Islamorada

Jolene's Hidden Treasures and Boutique

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

Islamorada

Blue Marlin Jewelry

Blue Marlin Jewelry is a family-owned fine jewelry boutique in Islamorada, Florida, offering a curated selection of designer pieces, custom creations, and nautical-themed designs.

Islamorada

Miss Monroe Boutique

Shop Miss Monroe showcases chic, island-inspired women’s fashion, accessories & resort wear in the Keys.

Islamorada

Conch Republic Divers

Conch Republic Divers specializes in premier scuba diving in the Upper Florida Keys, offering guided trips to top reef and wreck sites—from Molasses Reef to the Spiegel Grove—based out of Tavernier Creek Marina, minutes from both Key Largo and Islamorada.

Islamorada

White Waters Paradise Bait & Tackle

Open at 7 every morning, seven days a week, at mile marker 74.5 with live shrimp and crabs in the tanks and everything you need for lobster season. It shares a roof with Lobster Walk, so you can buy bait on the way out and dinner on the way back.

Islamorada

City Hall Cafe & Wine Bar

City Hall Café & Wine Bar in Tavernier offers gourmet dining with fresh, locally sourced seafood, an extensive selection of wines and beers, and a welcoming atmosphere for both dine-in and take-out guests.