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

Hurricane Monument

Memorial to 1935 hurricane victims in Islamorada.

Islamorada

The Tipsy Octopus

The Tipsy Octopus — quirky souvenir & specialty shop in Islamorada, where island‑style treasures, art pieces and fun gifts meet a roadside stop filled with character.

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

Sway Islamorada

Discover Sway Islamorada – a chic women's boutique in the Florida Keys offering curated fashion, jewelry, and gifts. Shop coastal vibes with style.

Islamorada

Islamorada Mercantile

Lifestyle boutique with resort wear, gifts & island essentials.

Islamorada

Bud N Mary's Fishing Marina

Bud N' Mary's: Florida Keys' oldest, largest fishing fleet with charters, lodging, and epic fishing adventures!

Islamorada

Bella Sol

Bella Sol Fragrance Bar & Gifts — custom fragrance bar and artisan gifts in Islamorada, where personalized scents meet island charm.

Islamorada

Three Waters Resort & Marina

Escape to Three Waters Resort & Marina for island luxury, ocean views, and endless adventure.Three Waters Resort & Marina, a Tribute Portfolio Resort, is a newly reimagined oceanfront destination in Islamorada, Florida, blending island charm with modern luxury.

Meetings Max
120
Total Space
1680 sq ft
Largest Room
1680 sq ft

Islamorada

Florida Keys Dive Center

Three-dive adventures, snorkeling & scuba charters from Islamorada with courses & lobstering.

Islamorada

Florida Keys Outfitters Fly Shop & Guide Service

Islamorada's premier fly fishing outfitter offering guided trips, gear, and expert instruction.

Islamorada

White Waters Paradise Bait & Tackle

White Waters Paradise Bait & Tackle — full-service fishing & outdoor gear shop in Islamorada, 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

Old Conch Harbor

Dockside Rawbar & Grill in Upper Islamorada serves fresh local seafood with a market on site, plus water sports, fishing, and excursions. Call 305-853-1010.

Islamorada

Ultimate Dream Fishing Charters

Scott’s Fishing Florida Keys — expert private charters in Islamorada offering back-country, reef and offshore fishing adventures.