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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The Lower Keys
Mary Jane's Closet
Home goods & gift shop in Cudjoe Key — local art, souvenirs, kitchenware, apparel & quirky treasures.
Key West
Lazy Dog Adventures
Kayak, paddleboard & eco boat tours/rentals in Key West — explore mangrove tunnels, sandbars, backcountry waters.
Key West
Seam Shoppe
Seam Shoppe — Key Largo’s specialty fabric and sewing supply store with island flair.
Key West
Sunset Pier
Ocean Key Legacy Resort & Bar — iconic Key West destination featuring the famed Sunset Pier with cocktails, live music & nightly views.
Islamorada
Crustacean Plantation
Crustacean Plantation Inc. is a nonprofit sanctuary in Tavernier dedicated to conserving native Florida Keys hermit crabs—known as "Purple Pinchers"—through habitat support, education, and community outreach.
Islamorada
Amiga Mia Home - Boutique
Amiga Mia Home is a boutique in Islamorada offering artisanal home decor and personal accessories inspired by natural, organic, and boho-chic design.
Key West
Casual Monday Charters
Casual Monday Charters offers private, customizable boat excursions in Key West, featuring sandbar hopping, snorkeling, sunset cruises, and eco tours aboard a 25' Hydrasports center console.
Key Largo
Quiescence Diving Services Inc
Quiescence (Key Largo Diving) offers private, small-group scuba and snorkel charters—capped at just six guests—for personalized trips to over 70 reefs and wrecks, along with equipment services, gear repair, and air/Nitrox fills
Marathon
SS Pops Two Conchs Island Tours
Explore stunning Florida Keys boat tours with Two Conchs Island Tours!
Islamorada
Florida Keys Watersports
Boat & jet ski rentals + tours exploring reefs, mangroves & sandbars in Islamorada.
Key West
Island Style Gallery
Artful island treasures—crafts, gifts & originals that wink at paradise.
Key West
Island Safari Rentals
Cruise Key West on 2 wheels—affordable bike & scooter rentals, free hotel pickup.
Key Largo
Key Largo Fisheries Backyard Cafe
Fresh-caught seafood market, waterfront café & wholesale since 1972 in Key Largo.
Islamorada
ElleSummersStudio
Wearable art, colorful resort fashion & accessories inspired by island living.
