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.

Filters
Keys Season Deals
Destination
Category
Islamorada

Whale Harbor Marina

Whale Harbor Marina — premier full-service marina and charter hub in Islamorada, Florida Keys.

Islamorada

Otherside Boardsports

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

Islamorada

Reef Marine

Boat rentals, snorkel & fishing charters across the Florida Keys

Islamorada

Wild Lily Boutique

Wild Lily Boutique — stylish women’s fashion and accessories shop in Islamorada, Florida Keys.

Islamorada

Paddle the Florida Keys

Explore mangroves & wildlife on kayak tours with Paddle! the Florida Keys.

Islamorada

Casamar Seafood Market

Casa Mar Seafood Market in Tavernier offers a variety of fresh, locally sourced seafood, including lobster, stone crab claws, and snapper, with daily deliveries ensuring top quality.

Islamorada

Treasure Harbor Marina

Stay in unique over-water Aqua Lodges at Treasure Harbor Resort, your private marina gateway to stunning Florida Keys adventures.

Islamorada

Forever Young Charter Company

Private dive, snorkel, spearfishing & fishing charters in the Florida Keys.

Islamorada

Mangrove Marina

Full-service marina in Tavernier offering wet slips, dry storage, houseboat rentals & resort amenities in a protected mangrove setting.

Islamorada

Blackbeard Private Charters

Blackbeard Private Charters offers personalized boat excursions in the Florida Keys, including trips to the Islamorada Sandbar, snorkeling at Alligator Reef, sightseeing, and sunset cruises.

Islamorada

The Caribbean Resort

The Caribbean Resort in Islamorada offers 22 private, Caribbean-style homes with ocean views, a beach-entry pool, fishing pier, and complimentary use of bicycles, kayaks, and paddleboards.

Islamorada

Peace of Tibet

Hand-crafted Tibetan jewelry & artisan goods in Islamorada

Islamorada

boo kee sue BOTANICS

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

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.

Islamorada

Islamorada Wine Co.

Cozy wine bar with charcuterie, craft beer & boutique wines.