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.
On Island Time at Island Fest
Art, Crafts, Great Food.....Oh my!
From vintage cars to vibrant arts and crafts, at the Islamorada Island Fest March 28-28 you can spend your day savoring keys cuisine, listening to local live music or running into friends from across the island chain.
Get back to the roots of the islands
Afro Roots Fest in Islamorada
Experience a weekend April 3-5 that showcases the roots of the islands through music and the diverse cultures that have formed the communities and laid back vibe locals and visitors can't get enough of.
I would walk 120 miles
Explore the keys by foot
The Florida Keys offer numerous places to stretch your legs to explore the beautiful and unique natural ecosystems found throughout the chain of islands.
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Islamorada
Chris Clearwater Charters
Chris Clearwater Charters: Custom fishing, snorkeling & sandbar adventures with a chef-captain in the Florida Keys.
Key West
Island Memories
Island Memories is a quaint establishment nestled in the heart of Key West, FL, offering a unique experience for visitors and locals alike.
Islamorada
Florida Keys Hot Sauce Company
Locally owned hot sauce maker in Islamorada, FL, offering a variety of sauces and gift sets.
Islamorada
Florida Keys Outfitters Fly Shop & Guide Service
Islamorada's premier fly fishing outfitter offering guided trips, gear, and expert instruction.
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
Marathon
Sunset Bay Park on Grassy Key
Sunset Bay Park (Grassy Key) — serene waterfront park on Grassy Key ideal for sunset viewing and island relaxation.
The Lower Keys
The Wandering Paddler - Paddle Board Tours & Rentals
We're a mobile SUP guide that brings paddleboarding to you, wherever you are on Big Pine Key or the Lower Keys. SUP rentals, lessons or guided eco-tours through mangroves and on our clear turquoise waters - we come to you!
Key West
Lagerheads Beach Bar & Watersports
Key West waterfront hotspot: good eats, live music, sunset views.
The Lower Keys
Captain Hook's Looe Key Reef Adventures
Explore vibrant reefs, snorkeling, diving, and fishing adventures at Big Pine Key!
Islamorada
Islamorada's Art on a Whim Gallery
Local artists and artisans selling beautiful works of art, jewelry & pottery at all prices levels.
Marathon
Dive Isla Bella
Explore vibrant Florida Keys reefs with Dive Isla Bella—adventure awaits underwater!
The Lower Keys
Good Food Conspiracy
Organic market and juice bar in Big Pine Key offering vegan wraps, smoothies, and holistic wellness products.
