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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Islamorada
Islamorada Art Gallery By Pasta
Marine-inspired art gallery & working studio in Islamorada.
Marathon
Two Conchs Fishing Charters
A family-run charter fleet led by Capt. Jack Carlson, offering 20+ boats across The Florida Keys.
Key West
Yankee Freedom Dry Tortugas Ferry
Dry Tortugas National Park — remote Florida Keys paradise 70 miles west of Key West featuring historic Fort Jefferson, turquoise water, pristine beaches and world-class snorkeling.
Key Largo
Coconut Palm Inn
Coconut Palm Inn is a boutique beachfront hotel on the Florida Bay in Tavernier, offering 450 feet of private beach, 19 stylish rooms and suites, and spectacular sunset views. Ideal for couples and small groups seeking a tranquil Keys retreat.
Key Largo
Largo Cargo Co.
Key Largo’s go-to gift & souvenir shop with tropical apparel, Key Lime treats, and beach gear.
Marathon
Crazy Banana Charter
Premier private fishing charters and scenic sunset cruises in Marathon and the Florida Keys — target mahi, tuna, wahoo and more with expert captains.
Key West
Key West Golf Club
Play the stunning Rees Jones-designed Key West Golf Club, a tropical paradise challenge!
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Key Largo
Capt. Sterling's Everglades Tour
Captain Sterling's Everglades Eco-Tours offers personalized, small-group boat excursions through the Everglades National Park, Pennekamp Park, and Florida Bay, led by experienced guides passionate about wildlife conservation.
Islamorada
Sea Dragon Fine Furnishings
Island-inspired Bali décor & furnishings from reclaimed teak, bamboo, and sustainable materials in Islamorada.
The Lower Keys
Island Deli
Island Deli — popular sandwich shop in Big Pine Key serving hearty subs, Cuban sandwiches and breakfast favorites since the morning hour.
Key West
Blake Fernandez Skate Park
Blake Fernandez Skate Park is a modern 7,500-square-foot facility in Key West, featuring half and quarter pipes, grind rails, jump boxes, ramps, and open spaces for skateboards and inline skates.
Marathon
Caribbean Soul Charters
Waterfront Florida Keys rental with sailboat included—perfect for sailors and nature lovers!
Marathon
City of Marathon Marina
City of Marathon Marina & Ports — full-service marina operations and public boating access in Marathon, FL, where marine convenience meets Keys cruising.
