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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Islamorada
Latitude Charters
Private boat charters in the Upper Keys — sandbar trips, sunset cruises, snorkeling & special-occasion charters.
Key West
Tucker's Provisions
Tucker’s Provisions — classic Key West boutique on Duval Street offering curated men’s, women’s & kids’ apparel, accessories and island-style gifts.
Marathon
Salty Pup Adventures
Explore unforgettable boat tours and adventures in Marathon, FL with Salty Pup Adventures!
Islamorada
The Caribbean Resort
The Caribbean Resort in Islamorada offers 22 private, Caribbean-style homes with ocean views, a beach-entry pool, fishing pier, and complimentary use of bicycles, kayaks, and paddleboards.
Marathon
SS Pops Two Conchs Island Tours
Explore stunning Florida Keys boat tours with Two Conchs Island Tours!
Key West
Sunset Sail Key West
Sunset Sail Key West — private and shared sunset, snorkeling and stargazing sailboat charters in Key West, where classic vessels and tailored trips bring you out on the water for one of the best views in the Keys.
Marathon
Custom Cat Charters
Custom Cat Charters offers tailored private boat trips for fishing, sightseeing, and special events in the Florida Keys.
Marathon
Blackfin Resort & Marina
Escape to Blackfin Resort & Marina in the Florida Keys—relax, fish, boat, and enjoy stunning sunsets!
Marathon
Curry Hammock State Park
Curry Hammock State Park features a 1,200-foot sandy beach along the Atlantic Ocean, ideal for sunbathing, swimming, beachcombing, and kiteboarding.
The Lower Keys
Watson Field Park & Big Pine Key Dog Park
Watson Field Park & Big Pine Key Dog Park — multi-use recreation park with athletic courts and a fenced off-leash dog area on Big Pine Key.
The Lower Keys
Washed Up Key West
Washed Up Key West — sustainable hardwood art & furniture studio in Key West, where fallen trees become island treasures.
Key West
Besame Mucho
Besame Mucho is a romantic and curated boutique in Key West's Bahama Village, offering a lovingly selected array of bath & body products, fragrances, jewelry, vintage finds, and thoughtful gifts in an atmosphere that delights and calms.
Key West
Key West Bait & Tackle
Historic bait & tackle shop in Key West — live bait, gear & local vibes daily.
Marathon
Marathon Yacht Club
Exclusive waterfront community with boating, dining, and social events.
Key West
Neptune Designs
Neptune Designs in Key West offers custom jewelry, fine pieces, and expert repair services — the island’s oldest jeweler.
