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 Lighthouse & Keeper's Quarters
Climb 88 steps for sweeping views, explore historic keeper’s family quarters, and learn about maritime heritage at the Key West Lighthouse & Keeper’s Quarters Museum.
Islamorada
Latitude Charters
Private boat charters in the Upper Keys — sandbar trips, sunset cruises, snorkeling & special-occasion charters.
Marathon
Food For Thought
Natural wellness café and market with organic, vegan, and gluten-free delights.
Key West
Alan S Maltz Gallery
Discover stunning wildlife and scenic art by Florida’s official photographer Alan S. Maltz.
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.
The Lower Keys
DiveN2Life
Dive N2 Life offers immersive scuba and freediving training programs for all levels.
Islamorada
Islamorada Boat Rentals
Boat rentals in Islamorada — deck boats, center consoles & pontoons.
Key West
Island Safari Rentals
Cruise Key West on 2 wheels—affordable bike & scooter rentals, free hotel pickup.
Key West
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West is a historic oceanfront resort featuring elegant accommodations, beachfront amenities, and classic island charm.
Weddings Max
300
Meetings Max
550
Total Space
11000 sq ft
Largest Room
5000 sq ft
Marathon
Coco's Deli & General Store & Tackle
Coco’s General Store & Deli in Marathon offers made-to-order sandwiches, cold beverages, snacks, grocery essentials, and beach gear in a convenient off-U.S. 1 location.
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.
Marathon
Marathon Yacht Club
Exclusive waterfront community with boating, dining, and social events.
