12 Best Things To Do In Islamorada Florida

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Islamorada, one of the best stops on a road trip from Miami to Key West, is where the aquamarine waters meet the vibrant, tropical landscape, creating a haven for adventure-seekers and relaxation enthusiasts alike. Islamorada is a beautiful destination that captivates visitors with its stunning natural beauty, rich history, and an array of exhilarating activities.

Whether you’re an outdoor enthusiast craving thrilling water sports, a connoisseur of local cuisine eager to savor fresh seafood delicacies, or simply seeking serenity amidst breathtaking sunsets, Islamorada promises an unforgettable experience. Immerse yourself in the laid-back charm and discover the best things to do in Islamorada Florida.

Theater Of The Seas

Theater of the Sea is a marine mammal park in Islamorada. It is one of the top places to visit on the island and one of the best places to swim with dolphins in Florida. Established in 1946, it holds the distinction of being one of the oldest marine mammal facilities in the state. The park plays an important part in entertainment, education, and conservation efforts.

At the park, there is an array of marine creatures, including dolphins, sea lions, rays, sharks, and tropical fish. Visitors can partake in a range of unforgettable experiences, from swimming with dolphins in their natural lagoon habitat to witnessing captivating dolphin and sea lion shows that showcase these intelligent creatures’ remarkable abilities. Additionally, educational presentations and encounters with various marine life species offer a glimpse into their behaviors, habitats, and the importance of conservation efforts.

Feed Tarpon At Robbies

For a unique and memorable experience, make your way to Robbies. This is technically a boat rental spot, but the real thrill sits below the surface. Buy some bait at the entrance, then head to the end of the dock to feed the massive tarpon fish that have been waiting for you. 

These fish know that this is one of the most popular things to do in Islamorada, so they sit here and wait for visitors to toss them their next meal. Some of these fish weigh upwards of 100 pounds, and seeing them jump for fish is an exhilarating experience. Just don’t get too close – they DO bite!

History Of Diving Museum

The History of Diving Museum in Islamorada, Florida, is a captivating collection of diving equipment and diving history. This unique museum takes you to explore the depths of the ocean throughout the decades. Established in 2005, when it was finally open to the public, the museum showcases one of the largest collections in the world that was put together by Drs. Joe and Sally Bauer.

Visitors can view the evolution of diving through the extensive collection of artifacts, equipment, and interactive exhibits. Some of these artifacts include diving helmets, hand-operated air pumps, armored suits, and memorabilia, prints, photographs, books, and videos.

Alligator Reef Lighthouse

Constructed in 1873, this historic lighthouse has played a pivotal role in guiding ships through the treacherous Florida Keys waters for over a century. The lighthouse is one of the most recognizable landmarks of Islamorada. If you are able to get out on the water, it is one of the best places near Islamorada to go snorkeling as it creates a reef home and is teeming with marine life. With crystal clear water which provides great visibility in good weather, it will create an unforgettable snorkeling experience.

Rain Barrel Village

You can’t miss the Rain Barrel Village on your drive through the Florida Keys with the large lobster named Betsy in front of it. The lobster, which took five years to be built beginning in 1980, stands 30 feet tall and 40 feet long. It is one of the most photographed landmarks in the Florida Keys. Once you take a picture with the lobster, explore the rain village which is a charming and eclectic destination.

There you will find shops, galleries, boutiques and eateries surrounding a tropical garden oasis. Visitors can explore an assortment of locally crafted jewelry, pottery, paintings, sculptures, and more. Beyond being a retail space, Rain Barrel Village fosters a sense of community by bringing a spotlight to over 500 local artists, and gain insight into the creative process.

Windley Key Fossil Reef Geological State Park

Windley Key Fossil Reef Geological State Park is a unique state park that was once a quarry for coral used in the construction of the Overseas Railroad in the early 1900s. After the railroad was complete, the quarry was still used to produce decorative stone called Keystone. It now stands as a geological treasure with walls that are 8 foot high where you can see the cross sections and find a variety of fossilized coral.

By strolling the five trails, discover the ancient coral and see the natural beauty of the nature. Be sure to find the stunning tree where you can see the root system displayed on the coral wall. The park is open 8am to 5pm and costs $2.50 per person.

Morada Way Arts & Cultural District

The arts are a big part of the Islamorada culture so be sure to visit the Morada Way Art & Cultural District. It is a non-profit supporting fine art in the Florida Keys with monthly art walks and art spaces around the district. You can find art in the everyday life from the nearby parks to the businesses, as you explore.

The lively district is full of galleries, restaurants and studio spaces where you can find artists perfecting their craft. Immerse yourself in the vibrant atmosphere to appreciate the creative scene and maybe even discover some art pieces that you love to take with you.

Founder’s Park

Founders Park is one of the best places to visit in Islamorada. The waterfront sanctuary offers a diverse array of recreational activities and serene natural beauty of which the beach is one of the main attractions. Spanning 40 acres along the Florida Bay, this sprawling park serves as a haven for locals and visitors seeking relaxation and outdoor adventures.

This beach in Islamorada is perfect for sunbathing, swimming, snorkeling, paddle boarding and kayaking. It also offers more amenities like restrooms and a picnic area perfect for the family picnics. The park boasts a marina, providing access to boating, fishing, and water sports opportunities, other sports fields, a skate park catering to athletic enthusiasts and an Olympic-sized pool.

The park’s dog-friendly areas, walking trails, and lush green spaces invite leisurely strolls and moments of tranquility amid stunning waterfront views. With its scenic vistas and abundant activities, Founders Park is the perfect place for a fun-filled day in Islamorada.

Keys History & Discovery Center

The Keys History & Discovery Center makes it fun to learn more about the Florida Keys past. With many exhibitions and interactive displays, the museum walks you through the Florida Keys’ first people to the recent historical events. There are photos, artifacts and presentations that portray these events including one of the biggest events of the Florida Keys history, the building of Henry Flagler’s Overseas Railway. The museum also includes a research library and a theater that shows different programs throughout the day. General Admission is $15 and usual hours 10am to 5pm.

Anne’s Beach

Anne’s Beach in Islamorada, Florida, is a serene coastal gem offering a tranquil escape amid the Florida Keys. Named after local environmentalist Anne Eaton, this picturesque beach boasts a long stretch of sand and provides a peaceful haven for beachgoers seeking relaxation.

With a large area of shallows it is ideal for splashing in the water, wading, and sunbathing. Visitors can also stroll along the boardwalks that traverse through the mangrove trees, offering stunning views of the coastline and opportunities for birdwatching and wildlife observation. The beach provides picnic areas, covered pavilions, and restroom facilities, enhancing visitors’ comfort while enjoying the coastal ambiance. If you are looking for the best beaches in the Florida Keys, be sure not to miss this one.

Islamorada Sand Bar

If you’re looking for fun things to do in Islamorada on the weekend, aim the compass toward the Islamorada sand bar. This infamous weekend hangout sits less than a mile off the coast, so you’ll need to hire a boat (or bring your own) to reach the sand bar. 

It’s well worth it, and once you arrive at the tiny “island” you can hang with the locals as you enjoy some fun in the sun. There are also several tours available to take groups out to this iconic spot.

Florida Keys Overseas Heritage Trail

The Florida Keys Overseas Heritage Trail is an integral part of the Florida Keys which winds through the archipelago and connects the islands offering a fascinating view of the scenery. The trail offers opportunities for biking, walking, or even fishing, catering to different preferences and allowing for exploration at one’s own pace.

There are various points of interest along the route, including scenic overlooks, historical sites, and recreational spots, making it a versatile and engaging experience for travelers. Whether one seeks serene ocean views, a glimpse into the area’s past, or an active adventure, the Florida Keys Overseas Heritage Trail in Islamorada promises an enriching experience for all who travel its path.