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
Key West Ghost Tours: Southernmost Shadows and Ghosts
Discover Key West’s haunted history with a chilling walking ghost tour through cursed graveyards, eerie historic sites, and stories of restless spirits in the heart of Old Town.
Key West
Sunset Pier
Ocean Key Legacy Resort & Bar — iconic Key West destination featuring the famed Sunset Pier with cocktails, live music & nightly views.
Key West
Up The Keys Tours
Up The Keys — immersive land-based eco-tours through the Florida Keys with expert local guides and scenic drives along the Overseas Highway.
Key West
Lazy Dog Adventures
Kayak, paddleboard & eco boat tours/rentals in Key West — explore mangrove tunnels, sandbars, backcountry waters.
Key West
Key West Seaplane Adventures
Soar over crystal waters and land on the Gulf—Key West’s premier seaplane tours to Dry Tortugas and beyond.
Key West
Dream Catcher Charters
Top-tier fishing, snorkeling & eco-charters out of Key West since 1994.
Key West
Captain's Corner Dive Center and Boat Charters
Dive Key West’s stunning reefs and wrecks with expert guides at Captain’s Corner!
Key West
Key West Artisan Market
Local artisan market in Key West featuring handmade goods, fresh food, live music, and local flavor every season.
Key West
Fran Ford White-Crowned Pigeon Preserve
Conservation, birding, and community education in the Florida Keys.
Key West
FishMonster & IslandJane Charters
Key West’s premier fishing and adventure charters, offering everything from party boat fishing to private eco-tours and sunset sails.
Key West
Aquaholics Charters
Aquaholics Charters offers private, customizable boat tours aboard a brand-new 2022 21' Tahoe, providing a stylish and comfortable way to explore the Florida Keys.
