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
Chris Clearwater Charters
Chris Clearwater Charters: Custom fishing, snorkeling & sandbar adventures with a chef-captain in the Florida Keys.
Islamorada
Whale Harbor Marina
Whale Harbor Marina — premier full-service marina and charter hub in Islamorada, Florida Keys.
Marathon
Sombrero Beach
Sombrero Beach — Marathon’s palm-lined jewel for swimming, picnicking, and family beach days.
Key West
Island Memories
Island Memories is a quaint establishment nestled in the heart of Key West, FL, offering a unique experience for visitors and locals alike.
Marathon
Isla Bella Beach Resort & Spa
Isla Bella Beach Resort offers luxury oceanfront rooms and suites, five pools, a full-service spa & multiple dining options—all set on over a mile of private beachfront
Weddings Max
150
Meetings Max
300
Total Space
20000 sq ft
Largest Room
4000 sq ft
Islamorada
Amara Cay Resort
Escape to Amara Cay Resort for luxe island vibes, ocean views, and pure relaxation.
Meetings Max
65
Total Space
575 sq ft
Largest Room
575 sq ft
Key West
Mangia Mangia
Mangia Mangia — Italian & Mediterranean dining with fresh pastas, wood-fired pizzas, and warm Key West ambiance.
Key West
Key West Sunsets
KWSunsets showcases vibrant Key West-inspired artwork, featuring original paintings and prints of island sunsets.
Islamorada
David Wirth Gallery
David Wirth’s Wirth Gallery showcases striking marine sculptures, bespoke fish-hook creations, and unique slab wood art, all inspired by coastal life and craftsmanship.
Key West
Blue Ocean Yacht Charters
Blue Ocean Yacht Charters offers private luxury yacht and sailing charters in Key West, Florida, providing unforgettable experiences on the turquoise waters of the Florida Keys.
Islamorada
Mission Wild Bird Hospital
Rescue, rehabilitate, and protect wild birds at Florida Keys' top sanctuary.
Key West
Earthbound Trading Co
Bohemian fashion, artisanal crafts, and globally inspired home decor.
Key Largo
Pirates Cove Watersports
Pirates Cove Watersports, located at Reefhouse Resort & Marina in Key Largo, is a top-rated watersports hub offering jet ski rentals, scuba diving & snorkeling, parasailing, eco-tours, sunset cruises, dolphin swims, fishing charters, and more—all under one roof.
