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
Sunshine Apparel_1
Sunshine Apparel_1 — stylish, island-inspired clothing boutique in Key West.
Key West
Higgs Beach & Reynolds Street Pier
Beach & pier park in Key West with courts & sunset views.
Islamorada
Coconuts Art Studio
Art by Arana is an art studio in Islamorada offering a vibrant range of paintings, prints, apparel, accessories, and home décor inspired by Florida Keys themes.
Key West
Southernmost Trolley Stop
The southernmost trolley stop is in Key West, Florida, located at the iconic Southernmost Point buoy.
Key Largo
Largo Cargo Co.
Key Largo’s go-to gift & souvenir shop with tropical apparel, Key Lime treats, and beach gear.
The Lower Keys
Good Food Conspiracy
Organic market and juice bar in Big Pine Key offering vegan wraps, smoothies, and holistic wellness products.
Key West
Key West Swimwear
Key West Swimwear offers stylish bikinis, one-pieces, tankinis, cover-ups, and accessories from top brands—perfect fits for beach days, vacations, and summer looks.
Islamorada
Reel Attack Charters
Reel Attack Charters — full-service fishing charters in Islamorada, where expert guides, big catches and unforgettable Florida Keys experiences converge.
Key Largo
Eat Florida Seafood
Fresh, locally caught seafood from the Florida Keys, served directly to your plate.
Key Largo
Sailors Choice Fishing Boat
Family-friendly party fishing boat in Key Largo offering daily charters for anglers of all skill levels.
The Lower Keys
Blue Heron Park
Blue Heron Park — a scenic County-run public park in Big Pine Key featuring pickleball courts and waterfront surroundings.
Marathon
Duck Key Watersports
Duck Key Watersports offers unforgettable on-the-water adventures in the Florida Keys, from jet skis and paddleboards to kayaking and snorkeling.
