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
Boca Chica Marina
Boca Chica Marina on the West side of Boca Chica Key offers boat slips, moorings, and a full range of amenities including dining, beach access, and watersport rentals.
Key West
Fran Ford White-Crowned Pigeon Preserve
Conservation, birding, and community education in the Florida Keys.
Key West
Jeff's Gems & Nautical Designs
Handcrafted nautical jewelry & expert repairs in Key West since 40+ yrs.
Islamorada
Friend With A Boat Charters
Friend With A Boat Charters: Enjoy private, family-friendly boat tours out of Key Largo — snorkeling, sandbars, and BYOB fun on the water.
Key Largo
Dream Bay Resort
Dream Bay Resort is a private, gated resort and wedding venue in Key Largo, offering five charming cottages, a small marina, and breathtaking sunset views over Florida Bay. Ideal for romantic getaways and intimate weddings.
Key West
Adventure Watersport Charters
Adventure Water Sport Charters offers private and community excursions with safety-first itineraries, top-tier gear, and unforgettable experiences on the water.
Islamorada
Rain Barrel Village
Explore Rain Barrel Village: Florida Keys' vibrant artisan shops, tropical gardens, and iconic Betsy the Lobster!
The Lower Keys
Good Food Conspiracy
Organic market and juice bar in Big Pine Key offering vegan wraps, smoothies, and holistic wellness products.
Key West
Pirate Paradise
This store has a wide variety of everything Key West. They have shirts, dresses, kids clothes, magnets, keychain, and anything else you might need.
Key West
Amanda Johnson Gallery
Dive into Tropical Impressionism by Amanda Johnson - originals and giclees.
Marathon
Island Warbirds - Aerial Tours & Gift Shop
Aviation gear & nostalgia—shop for pilot-apparel, model aircraft & warbird culture.
Islamorada
Drop Anchor Resort & Marina
Drop Anchor Resort & Marina offers oceanfront accommodations with full kitchens, a heated pool, complimentary kayaks, paddleboards, and bicycles, all set in a tropical garden atmosphere. Ideal for couples and families seeking a relaxing Florida Keys getaway.
Key West
Mangia Mangia
Mangia Mangia — Italian & Mediterranean dining with fresh pastas, wood-fired pizzas, and warm Key West ambiance.
The Lower Keys
Longtab Charters
Luxury private charters from Summerland Key — fish, snorkel, dive, sandbars & sunset cruises aboard a 30′ Hydrocat.
Islamorada
Sandy Bottom Charters
Sandy Bottom Charters offers personalized private boat charters in the Florida Keys for snorkeling, sandbar trips, and sunset cruises.
