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

T-Shirt City

Clothing store in Islamorada, Florida

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

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.

Islamorada

Pinfish Entertainment

Florida Keys' top spot for family fun with bowling, axe throwing, arcade & more!

Meetings Max
192

Islamorada

Cayo Vida Marina

A small working marina on Old Highway at the top end of Islamorada, open from 6 in the morning for people who are actually going fishing. Live and frozen bait at the counter, charter boats on the dock, and Cayo Vida shirts on your way out.

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

Studio Sesh Arts

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

Islamorada

Cheeca Lodge & Spa

Cheeca Lodge & Spa is a luxury oceanfront resort in Islamorada, offering elegant rooms, a 9-hole golf course, multiple dining options, and a full-service spa. Ideal for couples and families seeking a tranquil Keys getaway.

Meetings Max
675
Total Space
16000 sq ft
Largest Room
10000 sq ft

Islamorada

Islamorada Dive Center

Explore Florida Keys' reefs and wrecks with expert guides at Islamorada Dive Center!

Islamorada

Islamorada Mercantile

Lifestyle boutique with resort wear, gifts & island essentials.

Islamorada

Amber Waves Boutique

Amber Waves Swim is a boutique in Islamorada's Art District offering chic, functional swimwear and accessories designed to flatter every figure.

Islamorada

History of Diving Museum

Explore the fascinating history and evolution of diving at the History of Diving Museum!

Meetings Max
50

Islamorada

Florida Keys Farm

Working farm building a local, sustainable food source and community garden.

Islamorada

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina is a charming, family-owned oceanfront retreat in Islamorada, offering a nostalgic "Old Keys" experience with modern comforts.

Islamorada

Green Turtle Hammock Nature Preserve

Peaceful tropical hammock preserve with short trails and bayside views in Islamorada.