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
Beached Bum Life
Beached Bum Life — laid-back beachwear, sunglasses & coastal essentials for seaside living.
Marathon
Caribbean Soul Charters
Waterfront Florida Keys rental with sailboat included—perfect for sailors and nature lovers!
Key West
Earthbound Trading Co
Bohemian fashion, artisanal crafts, and globally inspired home decor.
Key West
Shade Ceramics and Shutter Photography
Shade & Shutter Key West is a serene, artisan gallery where handcrafted ceramics meet evocative nature photography.
Key Largo
Tropic Ocean Airways
Tropic Ocean Airways — seaplane and charter flight service across Florida & the Bahamas, where effortless skies meet elevated coast-to-coast travel.
The Lower Keys
Boondocks Grille and Draft House
Boondocks Grille & Draft House is a lively waterfront restaurant and tiki bar in Ramrod Key, offering fresh seafood, burgers, live music, and the only 18-hole mini-golf course in the Florida Keys.
Key West
Mel Fisher's Treasures
Authentic shipwreck treasure, jewelry & rare coins — shop the official Mel Fisher store for Atocha, Margarita, and historic finds.
Marathon
Cool Guy Stuff
Cool Guy Stuff LLC is a quirky, offbeat shop in Marathon, Florida, offering an eclectic mix of unique and humorous items.
Key West
Smathers Beach
Smathers Beach — Key West’s scenic oceanfront escape for sun, swim, and seaside strolls.
Islamorada
Caloosa Cove Resort
Caloosa Cove Resort & Marina offers 30 oceanfront suites with kitchens, balconies, and ocean views.
Marathon
Banana Bay Resort Marathon
Banana Bay Resort & Marina in Marathon is a laid-back tropical retreat featuring 59 charming guestrooms, a private marina, and complimentary breakfast. Nestled on ten serene Gulf Coast acres, it's the perfect blend of coastal comfort and Florida Keys adventure.
Total Space
1000 sq ft
Islamorada
Florida Keys Outfitters Fly Shop & Guide Service
Islamorada's premier fly fishing outfitter offering guided trips, gear, and expert instruction.
Islamorada
Elena Madden Studio Gallery
Elena Madden creates vibrant contemporary photography and mixed-media art inspired by nature and the coastal landscape.
The Lower Keys
Rippin Line Charters
Explore Florida Keys waters with Captain Anthony—fishing, eco tours, and sunset cruises!
