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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Islamorada

Crustacean Plantation

Crustacean Plantation Inc. is a nonprofit sanctuary in Tavernier dedicated to conserving native Florida Keys hermit crabs—known as "Purple Pinchers"—through habitat support, education, and community outreach.

Islamorada

Charlie Boy Charters

Charlie Boy Charters, led by Captain Joe Gargan, offers personalized backcountry fishing adventures in the Florida Keys, specializing in tarpon, snook, and shark excursions.

Islamorada

Tavernier Creek Marina

Tavernier Creek Marina — full-service Keys marina with dry storage, wet slips, and ocean access.

Islamorada

Bamboo Charters

Bamboo Charters, led by Captain Matt Bellinger, offers personalized fishing, snorkeling, sandbar, and sunset excursions aboard the "Chubby Mermaid," providing unforgettable experiences in the Florida Keys.

Islamorada

Three Waters Resort & Marina

The old Postcard Inn at mile marker 84, reborn in 2024 as a 214 room Tribute Portfolio resort across 15 waterfront acres, with three pools, three beaches and a 72 slip marina. The Cove is the adults-only half, 63 king rooms around a private beach lagoon.

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

Islamorada

Islamorada Luxe Charters

Luxury private boat charters in Islamorada, Florida Keys—Islamorada Luxe Charters offers fully customized, high-end excursions aboard The Bougie Girl, a 28-ft Scout Dorado.

Islamorada

Elena Madden Studio Gallery

Elena Madden paints water and light from memory, never from a photograph, in Conté crayon and acrylic layered until the surface seems to move. Her studio gallery sits in Islamorada's Morada Way arts district, and her 22-foot tarpon hangs in the lobby at Cheeca Lodge.

Islamorada

The Trading Post

The Trading Post of Islamorada — a 24/7 deli, grocery, and local market hub with fresh food, full deli, and essentials.

Islamorada

KeyZ Charters

Explore the Florida Keys with KeyZ Charters—unique boat tours, snorkeling, and sunset cruises!

Islamorada

Cayo Vida Marina

A small working marina on Old Highway at the top end of Islamorada, open from 6 in the morning for people who are actually going fishing. Live and frozen bait at the counter, charter boats on the dock, and Cayo Vida shirts on your way out.

Islamorada

Pelagic Raptors Charters

Captain Mike runs a 39 foot Contender with triple 300s and a Seakeeper stabilizer out of Islamorada, for up to six anglers. Trips run from four hours to a ten hour swordfish expedition, with tackle and your fishing license included.

Islamorada

Ultimate Dream Fishing Charters

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

Islamorada

David Wirth Gallery

David Wirth’s Wirth Gallery showcases striking marine sculptures, bespoke fish-hook creations, and unique slab wood art, all inspired by coastal life and craftsmanship.

Islamorada

Why Knot Boat Rentals & Charters

Why Knot Exclusive Rentals — custom boat rentals and captained charters in the Florida Keys for your perfect day on the water.