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
Island Style Gallery
Artful island treasures—crafts, gifts & originals that wink at paradise.
Islamorada
JSK Watersports
Jet ski & snorkel adventures in Tavernier — bayside, oceanside & sandbars await.
Key West
Lilly Pulitzer
Lilly Pulitzer – Key West — signature resort-wear boutique in Key West, where bold tropical prints and timeless style meet island flair.
Islamorada
Reel Attack Charters
Reel Attack Charters — full-service fishing charters in Islamorada, where expert guides, big catches and unforgettable Florida Keys experiences converge.
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 Tiki Boat
Cruise Key West on a private tiki bar boat: sandbars, sunsets, paddleboards, lily pads, and your playlist—all aboard a fully decked out Tiki Boat for groups up to 12
The Lower Keys
Tindahan The Little Asian Store
Tindahan – The Little Asian Store — your go-to Filipino grocery in the Florida Keys, shipping global and stocking authentic snacks, condiments, frozen goods & more.
Islamorada
Southern Tide Islamorada
Southern Tide — premium coastal lifestyle apparel blending southern heritage with performance style.
Key West
Petals & Vines Boutique
Shop curated home décor and unique gifts in Key West at Petals & Vines Boutique, where timeless style meets coastal elegance.
Key West
The Water Traveler Vacations
The Water Traveler is your luxury guide to private boat charters, all-inclusive captained getaways, and bespoke waterfront events.
Key West
Ernest Hemingway Home & Museum
Explore the legendary Ernest Hemingway Home & Museum in beautiful Key West!
Key Largo
Reef Environmental Education Foundation (REEF)
Explore ocean conservation with REEF's citizen science, education, and marine programs.
Marathon
Captain Pip's Marina & Hideaway
Captain Pip’s Marina & Hideaway offers waterfront accommodations in Marathon, FL, featuring cozy rooms and 1- and 2-bedroom apartments with kitchenettes.
