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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Marathon
Isla Bella Beach Resort & Spa
Isla Bella Beach Resort offers luxury oceanfront rooms and suites, five pools, a full-service spa & multiple dining options—all set on over a mile of private beachfront
Weddings Max
150
Meetings Max
300
Total Space
20000 sq ft
Largest Room
4000 sq ft
Marathon
Dolphin Connection
Interact with dolphins in their lagoon habitat and help support marine conservation.
Key West
Williams Hall
Williams Hall — restored historic community venue hosting concerts, cultural events, culinary experiences and inter-generational programs in Key West.
Key West
American Dog Outfitters
American Dog Outfitters & Kitties Too is a locally owned pet boutique in Key West offering premium food, accessories, and treats for dogs and cats, along with doorstep delivery services.
Key West
Argo Navis Key West Sailing Charters
Argo Navis is a 75-foot luxury catamaran offering intimate, all-inclusive sailing experiences in Key West, including sunset cruises, brunch sails, and private charters, with curated food and drink pairings.
Islamorada
Studio Sesh Arts
Studio Sesh Arts — contemporary gallery and creative hub in Islamorada showcasing emerging Southern artists.
Key West
Walk The Plank Adventures LLC
Walk The Plank Adventures — private sandbar, island and sunset boat tours departing from Key West.
The Lower Keys
Mary Jane's Closet
Home goods & gift shop in Cudjoe Key — local art, souvenirs, kitchenware, apparel & quirky treasures.
Key West
Mac's Sea Garden
Mac’s Sea Garden is a historic gift shop in the Seaport offering souvenirs, local art, decor, and quirky Key West finds.
Key Largo
Morning Star Sailing Charters
Morning Star Sailing Charters offers personalized sailing experiences in the Florida Keys, including captained and bareboat charters, sunset cruises, and snorkeling tours.
Key West
Key West Bait & Tackle
Historic bait & tackle shop in Key West — live bait, gear & local vibes daily.
Marathon
Sombrero Beach
Sombrero Beach — Marathon’s palm-lined jewel for swimming, picnicking, and family beach days.
Marathon
Coconut Cay Resort & Marina
Escape to Coconut Cay Resort in Marathon, FL—serene waterfront stays with free bikes, kayaks, and nearby beaches.
