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
Opal Key Resort & Marina
Opal Key Resort & Marina is a luxury waterfront resort in the heart of Old Town Key West, offering 178 elegant rooms, Lolita’s Coastal Cocina, a 37-slip marina, and a sparkling pool just steps from Mallory Square and Duval Street.
Weddings Max
200
Meetings Max
300
Total Space
6800 sq ft
Largest Room
3850 sq ft
The Lower Keys
Paddlin' Madeleine - Paddleboard Tours & Rentals
Intimate paddleboard tours & rentals in Key West’s hidden waters
Islamorada
Betsy Bar and Souvenirs
Rain Barrel Village is an iconic, open-air artisan complex in Islamorada featuring unique galleries, boutiques, tropical gardens, and the famous 30-foot Betsy the Lobster sculpture—one of the most photographed landmarks in the Florida Keys.
Marathon
Marathon Yacht Club
Exclusive waterfront community with boating, dining, and social events.
Marathon
Alo Jewelers
Alo Jewelers: A family‑owned jewelry shop in Marathon, Florida Keys — since 1986.
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
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.
Islamorada
Pan In Paradise
Keys Steel Drum Weddings — live steel-drum music for beach weddings across the Florida Keys, bringing island rhythm to your big day.
Islamorada
Why Knot Boat Rentals & Charters
Why Knot Exclusive Rentals — custom boat rentals and captained charters in the Florida Keys for your perfect day on the water.
Marathon
Coconut Cay Resort & Marina
Escape to Coconut Cay Resort in Marathon, FL—serene waterfront stays with free bikes, kayaks, and nearby beaches.
Key West
Guild Hall Gallery
Key West’s oldest cooperative art gallery showcasing local artists in a historic Duval Street storefront.
Marathon
Tropical Boat Rentals
Explore the Florida Keys with top-quality, well-equipped boat rentals!
Key West
Your Island Charter
Your Island Charter — private boat charters for sandbars, snorkeling, fishing and sunsets in the Florida Keys.
