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 Largo
Florida Bay Outfitters
Kayak, paddleboard & canoe rentals plus tours & gear right in Key Largo.
Key Largo
JD Outdoor Adventures
Your one-stop shop for fishing, boats & bait in Key Largo’s backyard.
Key West
Tunaskin Aquatic Apparel
Tunaskin Aquatic Apparel — premium performance-wear designed for water-lovers and beach enthusiasts.
Key West
Clinton Square Market
Clinton Square is a small indoor mini-mall in Key West featuring souvenir shops, name-brand sunglasses, clothing, and more.
Key West
Off the Charts!
Off the Charts! offers personalized fishing charters, eco-tours, and sandbar excursions aboard a 32' Whitewater center console in Key West. Led by a captain with over 40 years of experience, they provide all necessary gear, safety equipment, and fishing licenses are included.
Marathon
Marathon Community Park
A vibrant 13.5-acre all-ages park in Marathon with sports fields, courts, playgrounds, picnic areas & more.
Key Largo
Cruisin’ Tikis Key Largo
Cruisin’ Tikis Key Largo offers quirky tiki-bar boat cruises—ranging from fun daytime outings to romantic sunset sails and seasonal night tours—departing dockside at Snook’s Bayside in Key Largo.
Marathon
Caribbean Soul Charters
Waterfront Florida Keys rental with sailboat included—perfect for sailors and nature lovers!
Key West
Tropically Hip
Shaddow & Fish — stylish resort-wear boutique on Duval Street in Key West for women, men, kids and souvenirs.
Marathon
The Rhum Runner Aqua Park
Rhum Runner — scenic floating playground and bar at The Lagoon on Grassy Key with waterside bites & cocktails.
Islamorada
Jolene's Hidden Treasures and Boutique
Eclectic boutique treasures—fashion, gifts & décor in Tavernier’s hidden gem.
Key West
CN-it Adventures
CN-IT Adventures offers personalized boat excursions in Key West aboard a 26-foot Twin Vee, delivering custom eco-tours, snorkeling, and island hopping catered to your preferences and weather conditions.
