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

La Rubia Panama Hats

Premium Panama hat boutique in Old Town Key West.

Key West

Opal Key Resort & Marina

Opal Key Resort & Marina is a luxury waterfront resort in the heart of Old Town Key West, offering 178 elegant rooms, Lolita’s Coastal Cocina, a 37-slip marina, and a sparkling pool just steps from Mallory Square and Duval Street.

Weddings Max
200
Meetings Max
300
Total Space
6800 sq ft
Largest Room
3850 sq ft

Key West

Local Color

Three vibrant Key West boutiques offering designer jewelry, jewelry-exclusive items, island clothing & accessories in prime locations.

Key West

Rodriguez Cigar Factory

Explore Key West’s historic Rodriguez Cigar Factory & shop artisan cigars.

Key West

Six Fins Charters

Private luxury boat and jet ski charters in Key West — explore hidden reefs, sandbars, and dolphin playgrounds.

Key West

Bear Holeman Charters

Bear Holeman offers expert inshore and offshore fishing charters in Key West, with captains boasting over 20 years of experience and ready-to-use gear for families, solo anglers, and seasoned fishers.

Key West

Bamboo Cay Key West

Bamboo Cay: island lifestyle for your daily life—shop now.

Key West

The Hilton Key West Resort & Marina

The Hilton Key West Resort & Marina is a luxury waterfront resort on Stock Island, featuring six heated saltwater pools, a 165-slip marina, an on-site restaurant, and complimentary shuttle service to Old Town Key West.

Key West

Finz Dive Center

Small‑group scuba and spearfishing charters, including Dry Tortugas trips, aboard a 6‑passenger dive boat.

Key West

Emeralds International

Fine jewelry design, repair & appraisal — specializing in rings, bracelets, necklaces & earrings in Key West.

Key West

Adventures Key West

Adventures Key West is a full-service Key West experience booking company curated by local experts, offering everything from on-water adventures and private charters to golf cart and scooter rentals, cultural workshops, wellness experiences, and private event and wedding bookings throughout Key West.

Weddings Max
200

Key West

Southernmost Trolley Stop

The southernmost trolley stop is in Key West, Florida, located at the iconic Southernmost Point buoy.

Key West

Sloppy Joe's Bar

A legendary Key West bar & live-music venue—Sloppy Joe’s offers tropical nightlife, cocktails, and island vibes since 1933.

Key West

Key West Sandbar Tours

Escape to hidden sandbars with Key West Sandbar Charters — private boat tours (small or large groups), crystal waters, sun, fun & photo-perfect views.