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
Stingray Steve
tingray Steve — coastal performance & sun protection apparel shop in Key West specializing in UV-resistant clothing
Islamorada
Sand Dollar Boat Rentals
Rent your next adventure: Sand Dollar Boat Rentals offers boats, jet skis, paddleboards & more in Islamorada.
Key West
Key West Outdoor Movies
Key West Outdoor Movies — free community movie nights under the stars at Fort East Martello, Key West.
Key West
Southernmost Trolley Stop
The southernmost trolley stop is in Key West, Florida, located at the iconic Southernmost Point buoy.
Marathon
Keys Cycle Studio
Boutique cycle studio with energetic classes, expert instructors, and personalized nutrition guidance in a beach-town setting.
Islamorada
Theater of the Sea
Theater of the Sea — immersive marine life shows and animal interaction programs in Islamorada, Florida Keys.
Marathon
Sombrero Beach
Sombrero Beach — Marathon’s palm-lined jewel for swimming, picnicking, and family beach days.
Key West
Emeralds International
Fine jewelry design, repair & appraisal — specializing in rings, bracelets, necklaces & earrings in Key West.
Key West
Lazy Dog Adventures
Kayak, paddleboard & eco boat tours/rentals in Key West — explore mangrove tunnels, sandbars, backcountry waters.
Key Largo
Florida Keys Swim with Dolphin Tours and Tickets
Swim, play, or just watch dolphins in their natural habitat in the Florida Keys.
Islamorada
Anchors Away Boat Rentals and Tours
Anchors Away Boat Rentals & Tours offers a diverse fleet of over 30 boats, including center consoles, deck boats, and pontoons, available for flexible rentals ranging from 2-hour to monthly durations, with GPS-equipped vessels and optional add-ons like snorkeling gear and GoPro cameras.
Key West
Aloha Sailing Key West
Personalized sailing charters aboard a Fountaine Pajot catamaran, exploring the Florida Keys and Dry Tortugas.
