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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The Lower Keys

Sugarloaf Shark Park

Sugarloaf Shark Park — scenic waterfront park on Sugarloaf Key with fishing, picnicking, and waterside views.

Key West

Cabana Club

The Cabana Clubis a premier private swim and beach club offering a range of amenities including a heated/cooled pool, private sandy beach, spa/whirlpool, showering facilities, full bar, and a beach shop.

Marathon

Spongebob Kayak Eco Tours

Explore Boot Key Harbor’s mangrove tunnels and vibrant wildlife with a guided kayak eco-tour in the heart of the Florida Keys.

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.

Key Largo

Key Largo Fisheries Backyard Cafe

Fresh-caught seafood market, waterfront café & wholesale since 1972 in Key Largo.

Islamorada

Friend With A Boat Charters

Friend With A Boat Charters: Enjoy private, family-friendly boat tours out of Key Largo — snorkeling, sandbars, and BYOB fun on the water.

Key Largo

Jacobs Aquatic Center

Key Largo’s aquatic destination—swim, splash, train or relax poolside.

Key West

Key West Extreme Adventures

Eco shark & wildlife tours aboard a custom catamaran in Key West

The Lower Keys

Coupon Bight Aquatic Preserve

Coupon Bight Aquatic Preserve is a 5,400-acre protected area south of Big Pine Key, where vibrant seagrass beds, coral patch reefs, mangroves, and hard-bottom habitats support rich marine biodiversity.

Islamorada

Saltwater Outfitters

Upscale clothing and fly fishing store with swimwear and brands such as Pelagic, Salt Life, Huk, and Columbia.

Islamorada

Drop Anchor Resort & Marina

Drop Anchor Resort & Marina offers oceanfront accommodations with full kitchens, a heated pool, complimentary kayaks, paddleboards, and bicycles, all set in a tropical garden atmosphere. Ideal for couples and families seeking a relaxing Florida Keys getaway.

Marathon

Tranquility Bay Beachfront Resort

Savor the Keys with a $50-per-night dining credit at Tranquility Bay's Culinary Escape.

Weddings Max
30
Meetings Max
30
Total Space
450 sq ft
Largest Room
450 sq ft

Key Largo

Latitude 24 Coffee

Florida Keys boutique coffee roaster offering freshly roasted, organic & fair-trade beans.

Key West

Float Key West

Island-inspired boutique clothing & accessories in Key West.

Marathon

Nearly New Thrift Shop

St. Columba Thrift Shop: community thrift store offering affordable clothing, household goods & gently used treasures in Marathon.