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Monroe County

Islamorada

Attractions and Places To See around Islamorada - Top 9

Best attractions and places to see around Islamorada, often called the "Village of Islands," offers a diverse array of natural features and cultural sites. This collection of islands in the Florida Keys is known for its natural beauty, historical significance, and opportunities for outdoor activities. Visitors can explore ancient coral reefs, historic state parks, and vibrant arts districts. The region provides a blend of historical insights and natural exploration.

Best attractions and places to see around Islamorada

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Last updated: May 4, 2026

Golden Orb Nature Trail, Long Key State Park

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Long Key State Park spans 965 acres, and is a beautiful location with a fascinating history. In the early 1900s, it was a luxurious getaway along Henry Flagler’s railroad to …

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Golden Orb Trail

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Right at the shore. Natural.

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Windley Key Fossil Reef Geological State Park

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Windley Key Fossil Reef Geological State Park, a former quarry, offers a glimpse into the Florida Keys' history. Henry Flagler's Overseas Railroad, built in the early 1900s, relied on its …

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Overseas Highway

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First drive over the former railway bridge without traffic. Very loud, but with an impressive view. Then drive over the (longer) 2nd part, there on the bike path (= hard …

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Anne's Beach Park

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Anne's Beach is a fantastic park and a popular destination for kiteboarders, especially for beginners. Even though the beach is oceanside, there is minimal wave action due to the large …

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Florida Keys Overseas Heritage Trail — A walk in paradise

Road Cycling Routes around Islamorada

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Florida Keys Overseas Heritage Trail — A walk in paradise

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Bear S.
October 31, 2025, Windley Key Fossil Reef Geological State Park

A small historical place. It's also interesting that there's still forest to be seen there.

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Bear S.
October 26, 2025, Anne's Beach Park

Free parking and toilets available.

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Sue
April 5, 2025, Anne's Beach Park

Anne's Beach is a fantastic park and a popular destination for kiteboarders, especially for beginners. Even though the beach is oceanside, there is minimal wave action due to the large area of shallow water, characteristic of beaches in the Florida Keys. The beach features a designated shallow swimming area, picnic tables with covers, restrooms, and access to drinking water. There is also a lovely boardwalk that meanders through the mangroves. This spot is a perfect place to take a break for lunch while enjoying the stunning views of the Atlantic Ocean.

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Long Key State Park spans 965 acres, and is a beautiful location with a fascinating history. In the early 1900s, it was a luxurious getaway along Henry Flagler’s railroad to Key West, housing the Long Key Fishing Camp. This camp attracted many notable figures, including celebrities and well-known saltwater anglers like author Zane Grey and several U.S. presidents. Sadly, the facility was destroyed by the Labor Day Hurricane of 1935 and was never rebuilt. Today, Long Key State Park is a popular destination for a wide range of recreational activities, including kayaking, hiking, birdwatching, picnicking, flats fishing, and snorkeling. There are two fantastic hiking trails to explore, and visitors can rent kayaks from the ranger station to paddle along the scenic shoreline to get a closer look at the diverse wildlife in the mangroves in the clear, shallow waters. The park also offers oceanfront, hike-in, tent-only campsites that include a picnic table, grill, hammock stand, and restrooms with cold outdoor showers. The site fee per night is $22 by reservation only and can be made here: reserve.floridastateparks.org or by calling the reservation line at 1-800-326-6521.

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Windley Key Fossil Reef Geological State Park, a former quarry, offers a glimpse into the Florida Keys' history. Henry Flagler's Overseas Railroad, built in the early 1900s, relied on its limestone. Later, the quarry yielded polished “keystone,” a decorative limestone unique to this area until the 1960s. The Hurricane Monument in Islamorada, at Mile Marker 82, is constructed from keystone extracted here. The park features several short loop trails throughout the grounds, where you can view the exposed fossilized coral reefs and remnants of the original quarry equipment. There is a drinking fountain, restrooms, and a lovely bench, perfect for a place to take a break under a canopy of hammock trees. The park is open daily from 8 am until sundown, with a $2.50 entrance fee. The visitor center operates Thursday–Monday, 8 am to 5 pm.

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der Kuhn
February 5, 2025, Golden Orb Trail

Beautiful circular route of around 1.5 kilometers, suitable for all fitness levels. Depending on the weather, you can expect wet feet. If you're attentive, you'll also spot crabs disappearing into holes in the ground. The route can be extended to the nearby beach.

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Long Key State Park is a state park in Monroe County, Florida, United States. The 390-hectare state park is located on the Overseas Highway at Mile Marker 67.5 on Long Key, an island in the Florida Keys.

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Lena
December 26, 2023, Golden Orb Trail

Right at the shore. Natural.

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Frequently Asked Questions

What are some family-friendly attractions in Islamorada?

Islamorada offers several great options for families. You can explore the unique geological history at Windley Key Fossil Reef Geological State Park, which features trails through ancient coral reefs. Golden Orb Nature Trail, Long Key State Park is another excellent choice for hiking, kayaking, and birdwatching. For a relaxing beach day, Anne's Beach Park provides shallow waters, a boardwalk, and picnic areas. Founders Park also offers a swimming pool, splash pad, and playgrounds.

Where can I experience Islamorada's natural beauty and outdoor activities?

Islamorada is rich in natural attractions. Visit Windley Key Fossil Reef Geological State Park to see fossilized coral and native vegetation. Explore the mangroves and shallow waters at Anne's Beach Park, or take a walk on the Golden Orb Trail for a varied natural circuit. For unique island experiences, consider a boat trip to Indian Key Historic State Park or Lignumvitae Key Botanical State Park.

Are there historical sites to visit in Islamorada?

Yes, Islamorada has a fascinating history. Windley Key Fossil Reef Geological State Park is not only a natural wonder but also a historical site, as it was a quarry for Henry Flagler's Overseas Railroad. The Hurricane Monument serves as a memorial to the victims of the 1935 Labor Day hurricane. You can also delve deeper into the region's past at the History of Diving Museum and the Florida Keys History and Discovery Center.

What are the best places for snorkeling in Islamorada?

Islamorada is a prime destination for snorkeling. The waters around Alligator Reef Lighthouse are renowned for vibrant coral reefs teeming with colorful fish, turtles, and rays. Other popular spots include Hen and Chickens Reef. Robbie's Marina also offers snorkeling trips to various locations.

Can I go cycling near Islamorada's attractions?

Absolutely! The Florida Keys Overseas Heritage Trail offers 106 miles of paved trail, perfect for scenic bicycling and walking, paralleling the Overseas Highway. You can find various road cycling routes around Islamorada, including loops from Plantation Key, by checking the Road Cycling Routes around Islamorada guide.

Are there any dog-friendly attractions in Islamorada?

Yes, Anne's Beach Park is known for being pet-friendly, offering a tranquil spot for you and your dog to enjoy the shallow waters and boardwalk. Always ensure your dog is on a leash and you clean up after them.

Where can I find unique local art and culture in Islamorada?

The Morada Way Arts & Cultural District is the heart of Islamorada's art scene, featuring galleries, shops, and studios. You can also visit Rain Barrel Village, known for its iconic 'Betsy the Lobster' sculpture, where local artisans sell marine-inspired works.

What are some unique experiences or activities in Islamorada?

For a truly unique experience, visit Robbie's Marina to feed giant tarpon directly from the dock. You can also enjoy interactive experiences with marine mammals like dolphins and sea lions at Theater of the Sea. Islamorada is also known as the 'Sport-Fishing Capital of the World,' offering numerous fishing charters.

What kind of trails can I find in Islamorada?

Islamorada offers a variety of trails. The Golden Orb Trail provides a varied and natural circuit suitable for all fitness levels. At Windley Key Fossil Reef Geological State Park, you can walk trails through eight-foot-high quarry walls revealing fossilized coral. Golden Orb Nature Trail, Long Key State Park offers opportunities for hiking and birdwatching within a 965-acre state park.

What is the best time to visit Islamorada for outdoor activities?

The Florida Keys generally enjoy pleasant weather for outdoor activities from late fall through spring (November to May), with cooler temperatures and lower humidity. This period is ideal for hiking, cycling, snorkeling, and other outdoor explorations. Summers can be hot and humid with a higher chance of rain.

Are there any viewpoints or scenic drives in Islamorada?

The Overseas Highway itself offers impressive views as you drive or cycle over the former railway bridge sections. Many of the natural parks, like Golden Orb Nature Trail, Long Key State Park, also provide scenic vistas and opportunities for birdwatching.

Where can I find local craft beverages in Islamorada?

You can sample local craft beers and spirits at establishments like Islamorada Brewery & Distillery and Florida Keys Brewing Company, offering a taste of the local beverage scene.

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