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
Cruisin’ Tikis Key West
Cruisin’ Tikis Key West offers fun, BYOB tiki-bar boat cruises—including sunset sails, swim-stop excursions, and eco tours—aboard floating tiki bars navigated by USCG-certified captains.
Islamorada
The Tipsy Octopus
The Tipsy Octopus — quirky souvenir & specialty shop in Islamorada, where island‑style treasures, art pieces and fun gifts meet a roadside stop filled with character.
Key West
Captain Conch Charters
Captain Conch Charters offers customizable fishing experiences in Key West, including split, private, and party boat charters, targeting species like mahi mahi, tuna, and sharks.
Key West
Key West Sunsets
KWSunsets showcases vibrant Key West-inspired artwork, featuring original paintings and prints of island sunsets.
Key West Legal Rum
Key West Legal Rum Distillery offers free daily tours and tastings of small-batch, salt-cured rums crafted by chef-distiller Paul Menta. Located at 105 Simonton St, it's a must-visit for rum enthusiasts and curious travelers alike.
Key Largo
Ugly Fish Apparel & Printing
Custom apparel & printing shop in Key Largo offering screen printing, sublimation, laser engraving, and more.
Marathon
Grassy Key Land and Sea Market
Butcher, fish house, bakery, and deli offering fresh, local fare in Grassy Key.
Islamorada
Southern Tide Islamorada
Southern Tide — premium coastal lifestyle apparel blending southern heritage with performance style.
Islamorada
Hillbilly Candle Company
Hillbilly Candle Company — hand-poured, strongly scented candles made in the Florida Keys by a family-owned company, where rustic charm meets premium fragrance.
Islamorada
KeyZ Charters
Explore the Florida Keys with KeyZ Charters—unique boat tours, snorkeling, and sunset cruises!
