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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Key West
Harry S. Truman Little White House
Presidential museum in Key West.
Weddings Max
300
Meetings Max
50
Total Space
572 sq ft
Largest Room
572 sq ft
Key West
5 Brothers Grocery & Sandwich Shop
5 Brothers Grocery & Sandwich Shop: Fresh Cuban sandwiches, coffee, and community vibes.
The Lower Keys
Rippin Line Charters
Explore Florida Keys waters with Captain Anthony—fishing, eco tours, and sunset cruises!
Key Largo
Key Largo Inn
Key Largo Inn offers budget-friendly, Caribbean-style accommodations with a pool, full bar, and dive shop, centrally located in Key Largo.
Marathon
Marathon Community Park
A vibrant 13.5-acre all-ages park in Marathon with sports fields, courts, playgrounds, picnic areas & more.
Islamorada
Caloosa Cove Resort
Caloosa Cove Resort & Marina offers 30 oceanfront suites with kitchens, balconies, and ocean views.
Key West
Beach Weekend
Beach Weekend Key West is a full-service marina on Stock Island offering pontoon and fishing boat rentals, storage, repairs, and a well-equipped ship store—all just a stone’s throw from Key West.
Key West
The Water Traveler Vacations
The Water Traveler is your luxury guide to private boat charters, all-inclusive captained getaways, and bespoke waterfront events.
Key West
The Key West Butterfly and Nature Conservatory
Key West Butterfly & Nature Conservatory — a tropical glass-domed haven where hundreds of free-flying butterflies, exotic birds, and flamingos enchant visitors in the heart of Key West.
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.
Key Largo
Caribbean Watersports
Private charters, sails, and snorkeling adventures in the Florida Keys.
