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 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
Living Like Larry Charters
Private boat charters in the Florida Keys for unforgettable ocean adventures.
Key Largo
RR Island Boutique
Stylish, affordable women’s boutique in Key Largo — RR Island Boutique
Key West
Seam Shoppe
Seam Shoppe — Key Largo’s specialty fabric and sewing supply store with island flair.
Key West
Nelson English Park
Nelson English Park is a neighborhood green space in Key West with fields, shaded areas, and walking paths for casual outdoor fun.
Islamorada
Florida Keys Farm
Working farm building a local, sustainable food source and community garden.
Key Largo
Tiki Water Sports
Long-standing family-run store selling and repairing boats, motors, kayaks, and other water sports gear, plus fiberglass products.
Marathon
Discount Divers
Discount Divers Bed & Breakfast offers affordable, eco-conscious accommodations with full kitchens, Wi-Fi, and private courtyards.
Islamorada
Pelagic Raptors Charters
Cast lines with Captain Mike on Pelagic Raptors fishing charters
The Lower Keys
Sugarloaf Key Hotel at KOA Resort
Tropical seaside stay with marina access and on-site dining.
Key West
Elizabeth Bishop House & Garden
Elizabeth Bishop House — historic home of poet Elizabeth Bishop in Key West, where literary heritage meets island charm.
Key West
Tucker's Provisions
Tucker’s Provisions — classic Key West boutique on Duval Street offering curated men’s, women’s & kids’ apparel, accessories and island-style gifts.
