Couple descending wooden ship-themed stairway with nautical decor.

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.

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Islamorada

Amara Cay Resort

Escape to Amara Cay Resort for luxe island vibes, ocean views, and pure relaxation.

Meetings Max
65
Total Space
575 sq ft
Largest Room
575 sq ft

Islamorada

Wild Lily Boutique

Wild Lily Boutique — stylish women’s fashion and accessories shop in Islamorada, Florida Keys.

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.

Islamorada

Otherside Boardsports

Otherside Boardsports in Islamorada offers lessons, rentals, and retail gear for paddleboarding, kiteboarding, winging, wake, foil & more.

Islamorada

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.

Islamorada

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.

Islamorada

Keys Salt Scrub (The)

Handcrafted, chemical-free sea salt scrubs from the Florida Keys — exfoliating, moisturizing, and odor-neutralizing.

Islamorada

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.

Islamorada

Studio Sesh Arts

Studio Sesh Arts — contemporary gallery and creative hub in Islamorada showcasing emerging Southern artists.

Islamorada

Latitude Charters

Private boat charters in the Upper Keys — sandbar trips, sunset cruises, snorkeling & special-occasion charters.

Islamorada

Coastal Outfitters Sport Fishing Charters

Coastal Outfitters offers customized fishing charters and sunset cruises in Islamorada, delivering relaxed, captained outings tailored to your preferences.

Islamorada

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.

Islamorada

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.

Islamorada

Chris Clearwater Charters

Chris Clearwater Charters: Custom fishing, snorkeling & sandbar adventures with a chef-captain in the Florida Keys.