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.
America's 250 in the Florida Keys
Monroe County is proud to celebrate America’s 250th anniversary with community-wide experiences that honor our nation’s history while showcasing the unique spirit of The Florida Keys.
Historic Pigeon Key
Visitors to Pigeon Key venture back in time to a tiny island that played a tremendous role in the Florida Keys of today.
Florida Keys State Parks
Ten secluded state parks throughout the 125-mile-long Florida Keys include the Keys’ most scenic wide-open spaces for exploration, solitude and...
Filters
Beach Weekend
Pontoons with waterslides, including a 30 footer with three of them, plus panga and Everglades fishing boats, all tied up on the ocean side of US-1 on Stock Island. Fuel, bait, ice, snacks and a full ship's store are right there at the dock, so you load up once and go.
Paddlin' Madeleine - Paddleboard Tours & Rentals
Intimate paddleboard tours & rentals in Key West’s hidden waters
Solé Watersports
Explore stunning snorkeling, sandbar swims, and sunset cruises in Marathon, FL!
FishMonster & IslandJane Charters
A family run outfit fishing Key West since 2006, with boats at three Old Town docks: a 64 foot air conditioned catamaran running $85 half day party trips, a fleet of sportfishers, and a 52 foot sailing ketch for sunset charters and weddings. Fishing license and bait come included in the party boat fare.
Pirate Flag Pontoons
Pirate Flag Pontoons offers easy, walk-up hourly pontoon rentals out of JD’s Marina, perfect for a fun day on the water with access to nearby sandbars and beaches.
Island Vibe Charters
Private Key West boat charters: sandbars, reefs & sunshine memories await.
Mike Forster Memorial Park
A small county kayak and skiff ramp on the bayside at mile marker 95.2, with six trailer spaces, a picnic table and nothing else. Parking is tight, nonresidents pay by app, and the neighborhood streets carry $200 fines.
Sea, Key West
Sea, Key West is Old Town's locally owned watersports shop at 720B Caroline Street — the place to gear up for paddleboarding, SCUBA diving, snorkeling, spearfishing, and freediving adventures in the Florida Keys, with a free coffee bar, local Keys brands on the shelves, and Maxine the parrot waiting to say hello.
Elizabeth Bishop House & Garden
Elizabeth Bishop House — historic home of poet Elizabeth Bishop in Key West, where literary heritage meets island charm.
Dove Creek Resort & Marina
Dove Creek Resort & Marina is a tropical retreat in Key Largo offering ocean-view accommodations, a heated outdoor pool, complimentary breakfast, and a marina with water sports rentals. Guests can enjoy snorkeling, kayaking, and fishing activities.
The Caribbean Resort
The Caribbean Resort in Islamorada offers 22 private, Caribbean-style homes with ocean views, a beach-entry pool, fishing pier, and complimentary use of bicycles, kayaks, and paddleboards.
Porky's Bayside Restaurant and Marina
Waterfront BBQ, seafood & sushi with island vibes in Marathon