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 Largo
RR Island Boutique
Stylish, affordable women’s boutique in Key Largo — RR Island Boutique
Islamorada
Captain Slate's Scuba Adventures
Captain Slate's Scuba Adventures offers daily diving trips to over 30 reef and wreck sites, led by the legendary Captain Spencer Slate, with PADI certification courses and professional instructor training available.
Islamorada
Flying Fisherman Sunglasses & Apparel
Polarized eyewear and fishing gear made by anglers, for anglers — affordability meets performance.
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.
Marathon
Uniques
Uniques Gifts — one-stop island retail spot in Marathon offering an eclectic mix of apparel, souvenirs, and coastal-inspired accessories.
Key West
Key West Coastal Charters
Set sail with Key West Coastal Charters and discover Key West’s famous sandbars on private charters full of snorkeling, dolphin-watching, nature, fishing & more.
The Lower Keys
Sugar Loaf Lodge
Sugarloaf Lodge is a waterfront retreat located at Mile Marker 17 on the Overseas Highway, offering 31 rooms with private patios or balconies overlooking the serene Lower Sugarloaf Sound.
Key West
Conch Harbor Marina
Conch Harbor Marina is a full-service, resort-style marina in Key West’s Historic Seaport, offering fuel, dockage for vessels up to 200 ft, and upscale amenities right in the heart of Old Town.
Islamorada
Florida Keys Outfitters Fly Shop & Guide Service
Islamorada's premier fly fishing outfitter offering guided trips, gear, and expert instruction.
Key Largo
Coconut Palm Inn
Coconut Palm Inn is a boutique beachfront hotel on the Florida Bay in Tavernier, offering 450 feet of private beach, 19 stylish rooms and suites, and spectacular sunset views. Ideal for couples and small groups seeking a tranquil Keys retreat.
Islamorada
Islamorada Turtle Tours
Sandbar trips, snorkeling, sunset cruises & private charters in Islamorada.
Key West
Key West Local Luxe Jewelry
Key West Local Luxe is a boutique jewelry studio offering handmade, rare & statement pieces—including pearls, gemstones, sea-life designs, unisex styles & curated under-$100 finds.
Key West
The Key West Shell Warehouse
Key West Shell Warehouse — one of the largest shell & gift shops in Key West with treasures from sea to shore.
