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
Earthbound Trading Co
Bohemian fashion, artisanal crafts, and globally inspired home decor.
Key West
Key West Express
Key West Express — high‑speed ferry service from Fort Myers Beach and Marco Island to Key West for relaxing day trips or island adventures.
Islamorada
Robbie's of Islamorada
Robbie’s of Islamorada offers thrilling tarpon feeding, fishing, water sports, and vibrant local dining in the heart of the Florida Keys.
Marathon
Paradise Watersports Rentals
Explore the Florida Keys with top-quality boat and jet ski rentals for unforgettable adventures!
Key West
Old Town Trolley Tours Key West
Key West hop-on/hop-off trolley tour with narrated stops & perks.
Key West
Nu Shuz
A Top Seller Poshmark boutique out of Key West, specializing in bold, statement footwear and accessories.
Key West
Shooterz Pool Hall
Shooterz Pool Hall in Key West is a casual sports bar, restaurant, and lounge on Flagler Avenue where you can relax, play pool, watch the game, and join the fun on the Road to Vegas APA League.
Key West
7 Artists & Friends Gallery
7 Artists Key West: discover photo realism, sculpture, and glass art.
Key West
No Doubt Fishing Charters
No Doubt Charters is a family-owned Key West fishing charter offering sportfishing, snorkeling, and trips to the Dry Tortugas.
The Lower Keys
Big Pine Key Park
Big Pine Community Park is a vibrant, waterfront recreation hub on Big Pine Key, offering tennis, basketball, bocce, a skate park, playgrounds, a fitness trail, and a spacious community center.
Islamorada
Coastal Outfitters Sport Fishing Charters
Coastal Outfitters offers customized fishing charters and sunset cruises in Islamorada, delivering relaxed, captained outings tailored to your preferences.
Islamorada
Theater of the Sea
Theater of the Sea — immersive marine life shows and animal interaction programs in Islamorada, Florida Keys.
Key West
Key West Sunshine Club
Key West Sunshine Club is a Bahama Village boutique with curated apparel & accessories (women, men, kids), local-artist pieces, and its own clothing line.
