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
Jeff's Gems & Nautical Designs
Handcrafted nautical jewelry & expert repairs in Key West since 40+ yrs.
Key West
Above & Below Fishing Adventures - Key West & Lower Keys Fishing Charters
Above & Below Fishing Adventures offers private, all-in-one Florida Keys charters—fishing, snorkeling, sunset cruises, spearfishing, lobster diving, and more—with full gear, Starlink Wi-Fi, and expert guides.
Marathon
Seven Mile Fly Shop
Full-service fly shop and guide outfitter in Marathon, FL, specializing in bonefish, permit, and tarpon fishing.
Islamorada
Caloosa Cove Resort
Caloosa Cove Resort & Marina offers 30 oceanfront suites with kitchens, balconies, and ocean views.
Key Largo
Florida Bay Outfitters
Kayak, paddleboard & canoe rentals plus tours & gear right in Key Largo.
The Lower Keys
Pine Channel Nature Park
Big Pine Key’s scenic park with boardwalks, kayak launch & picnic spots.
Key West
Gingerbread Square Gallery
Key West’s oldest private art gallery, showcasing original works in a historic Victorian setting.
Key West
Sunset Watersports Key West
Sunset Watersports is Key West’s oldest and most trusted watersports provider, offering parasailing, snorkeling, jet ski tours, sunset dinner cruises, and more.
Key West
Key West Community Sailing Center
Learn to sail and enjoy vibrant community events at Key West Sailing Center!
Marathon
Ocean Equipment / Scuba Equipment Plus
Ocean Equipment: marine hardware & parts provider supporting boating needs, repair, and equipment sourcing in the Keys.
Key West
Elizabeth Bishop House & Garden
Elizabeth Bishop House — historic home of poet Elizabeth Bishop in Key West, where literary heritage meets island charm.
Islamorada
Blue Marlin Jewelry
Blue Marlin Jewelry is a family-owned fine jewelry boutique in Islamorada, Florida, offering a curated selection of designer pieces, custom creations, and nautical-themed designs.
