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
Southernmost Trolley Stop
The southernmost trolley stop is in Key West, Florida, located at the iconic Southernmost Point buoy.
Marathon
Sunset Bay Park on Grassy Key
Sunset Bay Park (Grassy Key) — serene waterfront park on Grassy Key ideal for sunset viewing and island relaxation.
Key West
Florida Keys Flight Academy Key West
Florida Keys Flight Academy — flight training and scenic tours in Marathon, where aspiring pilots and adventure seekers soar over the stunning Florida Keys.
The Lower Keys
Coupon Bight Aquatic Preserve
Coupon Bight Aquatic Preserve is a 5,400-acre protected area south of Big Pine Key, where vibrant seagrass beds, coral patch reefs, mangroves, and hard-bottom habitats support rich marine biodiversity.
Key West
Captain Rios Charters
Captain Rio's Charters offers personalized, adventure-filled boating experiences in Key West, specializing in spearfishing, lobstering, island exploration, and water-based activities aboard a 32-foot Stamas vessel.
Key West
Key West Water Tours
Thrilling 2-hour guided jet ski tours exploring stunning Key West waters!
Islamorada
Clearly Unique Charters
Clearly Unique Charters offers snorkeling, sandbar, and sunset boat tours in Islamorada aboard spacious powerboats designed for family fun and special events.
Key West
Key West Artisan Market
Local artisan market in Key West featuring handmade goods, fresh food, live music, and local flavor every season.
Marathon
Ocean View Marina
Ocean View Marina: Secure dry boat storage and rentals in the heart of the Florida Keys.
Key West
KINO Sandals
Handcrafted leather sandals, made in Key West since 1966 — classic styles for men, women & kids.
Marathon
Starfish Marathon Snorkeling Tours
Explore vibrant coral reefs and marine life on fun, family-friendly snorkeling tours in Marathon!
The Lower Keys
Longtab Charters
Luxury private charters from Summerland Key — fish, snorkel, dive, sandbars & sunset cruises aboard a 30′ Hydrocat.
Key West
Key West Historic Seaport
Key West Historic Seaport is a vibrant waterfront hub with world-class dining, unique shops, water excursions, live music & year-round events in a 20-acre scenic harbor location.
