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.
1 of
Filters
Key West
Island Safari Rentals
Cruise Key West on 2 wheels—affordable bike & scooter rentals, free hotel pickup.
Key West
Old Island General Store
OIRF: preserving Key West’s history with the Oldest House Museum & Home Tours.
Key Largo
Island Dolphin Care
Experience healing and connection through dolphin-assisted therapy at Island Dolphin Care in Key Largo.
Islamorada
Flying Fisherman Sunglasses & Apparel
Polarized eyewear and fishing gear made by anglers, for anglers — affordability meets performance.
Marathon
Marathon Mermaid Charters
Marathon Mermaid Charters offers sunset cruises, sandbar adventures, and reef snorkeling trips from Marathon, FL — fun for all ages.
The Lower Keys
Sugarloaf Marina
Sugarloaf Key Marina — full-service “old school” Keys marina offering rentals, charters, ramps, bait & tackle, tours, and more.
Key West
Captain Rios Charters
Captain Rio's Charters offers personalized, adventure-filled boating experiences in Key West, specializing in spearfishing, lobstering, island exploration, and water-based activities aboard a 32-foot Stamas vessel.
Key Largo
Sailors Choice Fishing Boat
Family-friendly party fishing boat in Key Largo offering daily charters for anglers of all skill levels.
Key West
Harry S. Truman Little White House
Presidential museum in Key West.
Weddings Max
300
Meetings Max
50
Total Space
572 sq ft
Largest Room
572 sq ft
Key West
William Bill Butler Park
Bill Butler Park — neighborhood playground and picnic spot in Key West, Florida.
Key West
Sunset Watersports Key West
Sunset Watersports is Key West’s oldest and most trusted watersports provider, offering parasailing, snorkeling, jet ski tours, sunset dinner cruises, and more.
Islamorada
Cigars In the Keys
Cigars In The Keys, located at Mile Marker 82 in Islamorada, offers a curated selection of premium cigars, including exclusive blends crafted by Yaxel Ortiz, in a relaxed, welcoming environment.
Key Largo
Protect Wild Dolphins Alliance
Protect Marine Wildlife is a Florida Keys–based nonprofit dedicated to funding marine conservation, research, and rescue programs that protect dolphins, sea turtles, and other ocean wildlife.
