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...
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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.
Captain Hook's Looe Key Reef Adventures
Explore vibrant reefs, snorkeling, diving, and fishing adventures at Big Pine Key!
Sugarloaf Marina
Sugarloaf Key Marina — full-service “old school” Keys marina offering rentals, charters, ramps, bait & tackle, tours, and more.
Caroline's Boat Rentals
Premium Florida Keys boat rentals for fishing, cruising, and fun adventures!
Big Pine Key Park
Big Pine Community Park is a vibrant, waterfront recreation hub on Big Pine Key, offering tennis, basketball, bocce, a skate park, playgrounds, a fitness trail, and a spacious community center.
Mary Jane's Closet
Home goods & gift shop in Cudjoe Key — local art, souvenirs, kitchenware, apparel & quirky treasures.
Paddlin' Madeleine - Paddleboard Tours & Rentals
Intimate paddleboard tours & rentals in Key West’s hidden waters
Seacamp Association, Inc.
Immersive marine science & adventure summer camp in the Florida Keys just 30 miles from Key West.
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.
SouthEastern Shrimp and Seafood
Fresh Key West pink shrimp, lobster and stone crab claws.
Watson Field Park & Big Pine Key Dog Park
Watson Field Park & Big Pine Key Dog Park — multi-use recreation park with athletic courts and a fenced off-leash dog area on Big Pine Key.
Grimal Grove
Grimal Grove — tropical fruit farm & guided fruit-hunting tours in Big Pine Key, where rare trees and exotic flavors come alive.
Triton Sea Center
Fuel up and gear up on Big Pine Key with a full-service marina, dockside fuel, and ship store at Triton Sea Center.
Keys Boat Tours
Explore Florida Keys' stunning waters with expert-guided boat tours and snorkeling!