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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Key West

Truman Waterfront Market

Key West Farmers Market — vibrant open-air market every Thursday afternoon on the waterfront with fresh produce, artisan goods and island-style fun.

Key West

Pirate Paradise

This store has a wide variety of everything Key West. They have shirts, dresses, kids clothes, magnets, keychain, and anything else you might need.

Key West

Up The Keys Tours

Up The Keys — immersive land-based eco-tours through the Florida Keys with expert local guides and scenic drives along the Overseas Highway.

Key West

Smathers Beach

Smathers Beach — Key West’s scenic oceanfront escape for sun, swim, and seaside strolls.

Key West

Market Place

Key West coastal fashion & gifts—discover Shaddow & Fish.

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

Ugly Fish Apparel & Printing

Custom apparel & printing shop in Key Largo offering screen printing, sublimation, laser engraving, and more.

Islamorada

The Banyan Tree Garden Boutique

The Banyan Tree Garden & Boutique — a hidden oasis in Islamorada showcasing tropical gardens, artisan gifts & women’s fashion.

Key Largo

Key Largo Marine Thrift Store

Key Largo Marine Thrift offers new and used boating and fishing gear, nautical décor, and Florida Keys finds for Keys boaters, anglers, and visitors.

Marathon

The Rhum Runner Aqua Park

Rhum Runner — scenic floating playground and bar at The Lagoon on Grassy Key with waterside bites & cocktails.

Islamorada

Otherside Boardsports

Otherside Boardsports in Islamorada offers lessons, rentals, and retail gear for paddleboarding, kiteboarding, winging, wake, foil & more.

The Lower Keys

Ye Olde English Fly Shop

Ye Olde English Fly Shop stocks bamboo and graphite rod blanks, nickel silver ferrules, agate guides and hand forged tying hooks at mile marker 24.5 on Summerland Key. Open every day 9 to 5, with occasional workshops and rod building demos if you want to watch it done properly.

Islamorada

Caloosa Cove Resort

Fifteen acres on the ocean at mile marker 73.5, with 30 suites that all have kitchens, balconies and water out the front door, plus a heated pool and a sandy beach. Tie your boat up out back, walk over to Habano's for Cuban food, and never move the car.

Islamorada

Billy B Fishing Charters LLC

Billy B Charters — expert private fishing, snorkeling and custom outings in Islamorada, Florida Keys.

The Lower Keys

National Key Deer Refuge

National Key Deer Refuge protects the endangered Key deer and native ecosystems in the Lower Florida Keys — a sanctuary of nature you can explore via trails and observation points.