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.
1 of
Filters
Islamorada
Islamorada's Art on a Whim Gallery
Local artists and artisans selling beautiful works of art, jewelry & pottery at all prices levels.
The Lower Keys
Sugar Loaf Lodge
Sugarloaf Lodge is a waterfront retreat located at Mile Marker 17 on the Overseas Highway, offering 31 rooms with private patios or balconies overlooking the serene Lower Sugarloaf Sound.
Key West
Nine Line Apparel & Black Rifle Coffee Shop - Key West
Nine Line Apparel offers patriotic, veteran-owned apparel — shirts, hoodies, gear that honors service and American values.
Key West
Fort Zachary Taylor Historic State Park
Key West’s historic fort meets beach paradise — snorkeling, history, sunsets.
Islamorada
Veteran Sailing Association
Empowering veterans through free sailing instruction, certification, and aquatic therapy in the Florida Keys.
Key West
Key West Flags LLC
Key West Flags — online store specializing in Conch Republic and Key West–branded flags, accessories and custom design goods.
The Lower Keys
The Wandering Paddler - Paddle Board Tours & Rentals
We're a mobile SUP guide that brings paddleboarding to you, wherever you are on Big Pine Key or the Lower Keys. SUP rentals, lessons or guided eco-tours through mangroves and on our clear turquoise waters - we come to you!
The Lower Keys
Snapshot Charters
Family-friendly Snapshot Charters offers unforgettable reef to swordfish fishing trips!
Key West
Fishbusterz Retail Seafood Market
Florida’s largest wholesale fishery, offering fresh, wild-caught seafood including spiny lobster, pink shrimp, snapper, and more.
Key West
Sunset Waterfront Shoppes
Sunset Waterfront Shoppes — boutique shopping destination with waterfront vibes in Key West’s historic harbor.
The Lower Keys
Big Pine Kayak Adventures Inc
Florida Keys Kayak Tours offers guided eco-adventures through the pristine backcountry waters of the Lower Florida Keys, including Big Pine Key, with options like the Mangroves & Manatees Eco Tour and the Night Kayak of Coupon Bight.
Key West
Key West Art Center & Gallery
Experience the vibrant creativity of Key West with local paintings, sculptures, and unique crafts. A must-visit for art lovers.
Key West
Old Town Trolley Tours Key West
Key West hop-on/hop-off trolley tour with narrated stops & perks.
