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 Island Bookstore
Key West Island Books is a beloved independent bookstore in Old Town offering new, used, rare, & antiquarian books—including a strong selection by local authors, bestsellers & literary treasures.
Key West
SeaEO Luxury Boat Charters
SeaEO offers luxury private boat charters, rentals, and tours—servicing the Florida Keys and beyond. Experience personalized, high-end excursions aboard their ultra-luxury vessels, perfect for snorkeling, sandbars, dolphin safaris, special celebrations, or simply enjoying the sun and surf.
Key West
Six Fins Charters
Private luxury boat and jet ski charters in Key West — explore hidden reefs, sandbars, and dolphin playgrounds.
Key West
Conch Harbor Marina
Conch Harbor Marina is a full-service, resort-style marina in Key West’s Historic Seaport, offering fuel, dockage for vessels up to 200 ft, and upscale amenities right in the heart of Old Town.
Key West
Key West Sea Store - Antiques
Seastore creates one-of-a-kind, sea-inspired artworks & memorabilia — frames, photos, and pieces crafted in Key West from rescued and recycled materials.
Key West
Sloppy Joe's Bar
A legendary Key West bar & live-music venue—Sloppy Joe’s offers tropical nightlife, cocktails, and island vibes since 1933.
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
Key West Shells & Gifts
Gift shop selling souvenirs and vacation mementos, such as flamingos and magnets.
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 West
Key West Veterans Memorial Garden at Bayview Park
Located in Bayview Park, this Veterans Memorial Park commemorates all those who served and sacrificed.
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.
Key West
Sunglass Hut
Sunglass Hut — global specialty retailer of performance and fashion sunglasses.
