Take a Trip to Islamorada

Known as the Village of Islands, Islamorada encompasses six of the Florida Keys: Plantation Key, Windley Key, Upper Matecumbe Key, Lower Matecumbe Key and the offshore islands of Indian Key and Lignumvitae Key.  With such incredible access to the sea, it probably won’t come as a surprise that Islamorada offers some of the best sport fishing anywhere in the world. However, there’s also plenty more to do above and below the water, with artistic cultural attractions, renowned seafood restaurants and unrivalled snorkelling, swimming and diving opportunities.   

Museums in Islamorada

History of Diving Museum

This is one of the area’s most notable historical attractions, boasting the world’s largest collection of diving helmets, dive suits, hand-operated air pumps, lights and other accessories. The Bauer family’s passion for diving history took them to every corner of the world. As their research grew, so did their collection of memorabilia and exhibits. The museum now has contributions from more than 30 countries.    

Florida Keys History and Discovery Center

The Upper Keys are full of colour and history and the Florida Keys History and Discovery Center is the place where many of the area’s most fascinating stories are told. That includes everything from hurricanes, pirates, shipwrecks, sunken treasure and even tales of vacationing movie stars.

Unlike some of the area’s smaller and more traditional museums, the History and Discovery Center boasts a state-of-the-art theater and interactive, eye-catching exhibits designed to entertain and enthral.

Arts & Culture in Islamorada

Morada Way Arts and Cultural District

For a dose of culture, take in fine art and music while strolling through the Morada Way Art and Cultural District. At the centre of the district is the historic 1935 Hurricane Monument and the iconic Green Turtle Inn.

The Florida Keys have always appealed to artists, and Islamorada is no different. The best time to visit the district is on the evening of the third Thursday of each month, when there’s an Art Walk with live performances from musicians, local artists and craftspeople.    

Florida Key Brewing Company

The Florida Keys Brewing Company is decorated in a colourful mosaic made up of thousands of bottle caps from breweries around the world, making it impossible to miss and the perfect place to sample a few local brews.

Moorings Village

At the end of Beach Road, you’ll find the picturesque and exclusive Moorings Village, where the Netflix series ‘Bloodline’ was filmed.

Islamorada’s Beautiful Beaches

Anne’s Beach and Islamorada Library Beach

These are two of the area’s best beaches. Anne’s Beach is a popular spot to catch the sun or take a swim, with a boardwalk through the mangroves which links two sandy areas with picnic structures. Hidden behind the Helen Wadley Branch library you’ll find the aptly named Islamorada Library Beach, which also boasts picnic facilities.

Islamorada Spa Break

If rest and relaxation is what you’re after then the Cheeca Lodge & Spa, Ciao Bella Salon and Day Spa and the Moorings Village should feature high on your list of things to do.

Great Outdoors Exploring in Islamorada

Theater of the Sea

This is the world’s second oldest marine mammal adventure park where you can watch dolphin and sea lion shows and even get in the water to swim with bottlenose dolphins, stingrays and sea lions. Reservations are required if you want to swim with the animals.

Windley Key Fossil Reef Geological State Park

This exposed coral reef once served as a quarry for the construction of the extension of the Florida East Coast Railway. You can now enjoy self-guided nature trails through the mangrove hammocks and visit the environmental center which documents the history of the park and the region.

Indian Key Historic State Park

View the remains of a fascinating shipwreck salvage community from the 1830s and explore the well-maintained trails that span much of the 11-acre island.  

Long Key State Park

Nicknamed Rattlesnake Key because of its winding shape, the Long Key State Park can be explored by canoe through a chain of lagoons or on foot using two land-based hiking trails. The Golden Orb Trail, which takes visitors through five natural communities to an observation tower, is highly recommended. Fishing fans can also experience some of the finest bonefishing in the Keys.   

Staying Active in Islamorada

Although there are no public golf courses in Islamorada, visitors to Cheeca Lodge can play on the resort’s very own 9-hole course. There’s also the nearby Islamorada Tennis Club and a host of canoeing, fishing, swimming, hiking and water sports activities in the area.   


Fresh seafood is the hallmark of the Islamorada dining scene, with notable restaurants in the area including the No.1 rated restaurant Chef Michael’s, and the extremely popular Ma’s Fish Camp. Once you’ve finished your meal, polish off the evening with a frozen umbrella drink in a tropical-themed bar.

Places to Stay Whilst Visiting Islamorada

Cheeca Lodge and Spa

With luxurious accommodation, four restaurants, an elegant spa and oceanfront setting, the Cheeca Lodge is a stunning recreation destination with plenty to keep the whole family busy. There are two freshwater swimming pools, a snorkelling lagoon, fishing, a 9-hole golf course and tennis facilities, and the Camp Cheeca kid’s club to keep the little ones entertained while you enjoy a well-earned rest. The resort is situated just five miles from Windley Fossil Reef Geological State Park.

Postcard Inn Beach Resort and Marina     

23 miles south of Key Largo and a four-minute walk from the Theatre of the Sea marine park, you’ll find this relaxed oceanfront resort. The comfortable and spacious nautical-themed rooms are complete with all the amenities you’ll need, while upgraded rooms offer whirlpool tubs and ocean views.

In the resort, you’ll find four restaurants, a Swiss Family Robinson-inspired beach bar, a cocktail bar and a stunning private beach. On site, there’s also deep sea fishing, backcountry fishing, snorkelling, dive charters, boat rentals and more than enough water sports to keep you busy.    

Speak to one of our Islamorada advisors today

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