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
Hands On Clothing
Wearable art, jewelry & confident-style fashion in Key West’s Duval Street boutique.
Key Largo
Calypso Sailing
Calypso Watersports offers private sailing charters aboard Leopard Catamarans in Key Largo and Key West, providing unforgettable journeys tailored to suit every need.
Marathon
Coco Plum Beach and Tennis Club
Charming family-friendly beachfront resort in Marathon featuring tennis, marina access, and relaxing coastal villas.
Key Largo
Amoray Dive Resort
Amoray Dive Resort: Dive into adventure and relax in stunning Key Largo bayside rooms.
Weddings Max
60
Meetings Max
60
Key West
Blake Fernandez Skate Park
Blake Fernandez Skate Park is a modern 7,500-square-foot facility in Key West, featuring half and quarter pipes, grind rails, jump boxes, ramps, and open spaces for skateboards and inline skates.
Islamorada
DRIFT Island Collective
DRIFT Islamorada // Island Collective — thoughtfully curated coastal apparel & artisan goods in Islamorada, where island style meets relaxed living.
Islamorada
Sway Islamorada
Discover Sway Islamorada – a chic women's boutique in the Florida Keys offering curated fashion, jewelry, and gifts. Shop coastal vibes with style.
Islamorada
Coconut Cove Resort & Marina
Coconut Cove Beach Resort & Marina is a family-friendly, waterfront resort in Islamorada, offering a zero-entry pool, private beach, and event spaces for weddings and private functions. Located on a 7-acre tropical estate, it's ideal for both relaxation and special events.
Key West
Higgs Beach & Reynolds Street Pier
Beach & pier park in Key West with courts & sunset views.
Key West
Lazy Dog Adventures
Kayak, paddleboard & eco boat tours/rentals in Key West — explore mangrove tunnels, sandbars, backcountry waters.
Islamorada
Florida Keys Kayak and Ski
Guided kayak tours and rentals in Islamorada, exploring mangroves, Indian Key, and local wildlife.
Key West
Key West Turtle Museum
Discover sea turtle conservation, interactive exhibits, and local marine education at the Key West Turtle Museum—where every visit helps protect our ocean’s gentle giants.
Islamorada
City Hall Cafe & Wine Bar
City Hall Café & Wine Bar in Tavernier offers gourmet dining with fresh, locally sourced seafood, an extensive selection of wines and beers, and a welcoming atmosphere for both dine-in and take-out guests.
Islamorada
Florida Keys Farmers Market
A lively weekly farmers market in Islamorada with fresh produce, local art, and live music.
