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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Amara Cay Resort
Escape to Amara Cay Resort for luxe island vibes, ocean views, and pure relaxation.
Wild Lily Boutique
Wild Lily Boutique — stylish women’s fashion and accessories shop in Islamorada, Florida Keys.
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.
Otherside Boardsports
Otherside Boardsports in Islamorada offers lessons, rentals, and retail gear for paddleboarding, kiteboarding, winging, wake, foil & more.
City Hall Cafe & Wine Bar
City Hall Café & Wine Bar in Tavernier offers gourmet dining with fresh, locally sourced seafood, an extensive selection of wines and beers, and a welcoming atmosphere for both dine-in and take-out guests.
Deep Sea Scuba
Deep Sea Scuba & Snorkel in Islamorada offers top-quality personalized scuba diving, snorkeling, eco-tours, PADI training, and six-pack charters, all backed by over 25 years of safety-focused experience.
Keys Salt Scrub (The)
Handcrafted, chemical-free sea salt scrubs from the Florida Keys — exfoliating, moisturizing, and odor-neutralizing.
Purple Pineapple Boutique
Walk into Purple Pineapple Boutique in Islamorada and you'll immediately feel like you've found your people. Owner Lisa has filled this Village Square gem with breezy resort wear, dresses, rompers, two-piece sets, the best denim in the Keys, tarnish-free waterproof jewelry with select locally made styles, exclusive Purple Pineapple candles, Marlin's Cocktail Co. products, and a heartfelt Crafts Against Cancer collection handmade by Lisa's mom Peggy — all in a warm, kid-friendly space with a play area for little ones and a shave ice truck just steps away.
Studio Sesh Arts
Studio Sesh Arts — contemporary gallery and creative hub in Islamorada showcasing emerging Southern artists.
Latitude Charters
Private boat charters in the Upper Keys — sandbar trips, sunset cruises, snorkeling & special-occasion charters.
Coastal Outfitters Sport Fishing Charters
Coastal Outfitters offers customized fishing charters and sunset cruises in Islamorada, delivering relaxed, captained outings tailored to your preferences.
Old Conch Harbor
Dockside Rawbar & Grill in Upper Islamorada serves fresh local seafood with a market on site, plus water sports, fishing, and excursions. Call 305-853-1010.
ElleSummersStudio
Elle Summers paints, and the paintings become yoga leggings, kimonos, maxi dresses, tote bags and throw pillows. Her studio sits on Morada Way, in the middle of Islamorada's arts district between mile markers 81 and 82.
Chris Clearwater Charters
Chris Clearwater Charters: Custom fishing, snorkeling & sandbar adventures with a chef-captain in the Florida Keys.