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 Largo
Florida Bay Club
Florida Bay Club is a laid-back, Key Largo timeshare resort offering spacious 2- and 3-bedroom units with full kitchens and balconies, plus a heated pool, docks, and bayfront access—perfect for families and boating enthusiasts.
Key West
Cruisin’ Tikis Key West
Cruisin’ Tikis Key West offers fun, BYOB tiki-bar boat cruises—including sunset sails, swim-stop excursions, and eco tours—aboard floating tiki bars navigated by USCG-certified captains.
The Lower Keys
Big Pine Kayak Adventures Inc
Florida Keys Kayak Tours offers guided eco-adventures through the pristine backcountry waters of the Lower Florida Keys, including Big Pine Key, with options like the Mangroves & Manatees Eco Tour and the Night Kayak of Coupon Bight.
The Lower Keys
Bernstein Park
Bernstein Park on Stock Island is a vibrant community recreation area featuring baseball, soccer, and basketball fields, playgrounds, a fitness court, and a community center—all open daily from 7 a.m. to 10 p.m.
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
DePaula Jewelers
DePaula Jewelers, a trusted family-run jeweler in the Florida Keys for over 35 years, offers handcrafted nautical and island-inspired jewelry—including fish hook, treasure coin, and opal pieces—designed by GIA-certified gemologists and master artisans.
Key West
No Doubt Fishing Charters
No Doubt Charters is a family-owned Key West fishing charter offering sportfishing, snorkeling, and trips to the Dry Tortugas.
Key Largo
Underwater Cowboy
Underwater Cowboy – luxury private charters in Key Largo offering scuba diving, fishing, snorkeling & PADI instruction.
Key West
Saltwater Angler
The Saltwater Angler — Key West’s premier outfitter for fishing charters, technical gear, and apparel.
Islamorada
GL Encounters
Private Florida Keys charters offering eco-tours, snorkeling, and sunset cruises.
The Lower Keys
Mary Jane's Closet
Home goods & gift shop in Cudjoe Key — local art, souvenirs, kitchenware, apparel & quirky treasures.
Marathon
Ocean View Marina
Ocean View Marina: Secure dry boat storage and rentals in the heart of the Florida Keys.
