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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Marathon
Sombrero Marina
Sombrero Marina: A full‑amenity, live‑aboard marina in Marathon’s protected Boot Key Harbor, complete with slips, laundry, showers, and a waterfront bar.
Key West
Guild Hall Gallery
Key West’s oldest cooperative art gallery showcasing local artists in a historic Duval Street storefront.
Key West
Sigsbee Marina
Navy MWR Key West: Your go-to hub for family recreation, fitness, dining, lodging, and tickets on Naval Air Station Key West.
The Lower Keys
Grimal Grove
Grimal Grove — tropical fruit farm & guided fruit-hunting tours in Big Pine Key, where rare trees and exotic flavors come alive.
Marathon
Dolphin Connection
Interact with dolphins in their lagoon habitat and help support marine conservation.
Marathon
Sun Outdoors Marathon
Sun Outdoors Marathon: waterfront RV resort with marina and Gulf views.
Key West
Casual Monday Charters
Casual Monday Charters offers private, customizable boat excursions in Key West, featuring sandbar hopping, snorkeling, sunset cruises, and eco tours aboard a 25' Hydrasports center console.
Key West
Sunset Waterfront Shoppes
Sunset Waterfront Shoppes — boutique shopping destination with waterfront vibes in Key West’s historic harbor.
Marathon
Caribbean Soul Charters
Waterfront Florida Keys rental with sailboat included—perfect for sailors and nature lovers!
Key West
Key West Bight Marina
Historic Key West marina with deep water slips & walk-to everything charm.
Islamorada
Conch Republic Divers
Conch Republic Divers specializes in premier scuba diving in the Upper Florida Keys, offering guided trips to top reef and wreck sites—from Molasses Reef to the Spiegel Grove—based out of Tavernier Creek Marina, minutes from both Key Largo and Islamorada.
