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Islamorada, FL is a small town located in the heart of the Florida Keys. First discovered by Spanish explorers, Islamorada’s history and culture are tied to ocean adventure, coastal settings and island lifestyle. Known today as the “Sport-Fishing Capital of the World,” Islamorada’s thriving tourism scene preserves the spirit of those early explorers. The town is a flourishing cultural center with an eclectic arts district, world-renowned museums and a unique culinary identity. From immersive galleries to fresh local cuisine, Islamorada’s arts and culture scene captures the essence of island life in the Florida Keys and makes it one of the best small towns in Florida to visit.

Arts In Islamorada

The Morada Way Arts & Cultural District is central to the town’s art community. This six-block stretch is home to several of Islamorada’s art galleries and studios, including painters, glass blowers and jewelry designers. The Morada Way Art Walk is a standout event hosted here monthly on every third Thursday. This evening celebration brings together artists, musicians and chefs and provides them with space to showcase their creations. Visitors can venture through galleries, enjoy live music and savor some of Islamorada’s best food and drinks.

The Rain Barrel Village is another beloved institution, as it’s both a souvenir destination and an artistic attraction encapsulating the laid-back vibe of the Keys. Famous for its larger-than-life-sized sculpture Betsy the Lobster, Rain Barrel Village is an open-air complex of studios, shops and galleries. Local artisans display and sell their works and wares, which are often inspired by Islamorada’s stunning turquoise waters and vibrant marine life.

Food In Islamorada

Florida Keys food and flavors are inspired by local fish, Southern barbeque and fusion cuisine. Culinary institutions like The Green Turtle Inn offer a true taste of the keys that perfectly marries these influences. The Green Turtle has been a staple in town since 1947. Known for classic fish and seafood dishes along with its iconic turtle chowder, the restaurant is a favorite among locals and visitors alike for its welcoming atmosphere. To this day, it’s one of the only eateries in town open for breakfast, lunch and dinner.

Next door to The Green Turtle is The Nest BBQ & Sports Bar. This Carolina-inspired barbeque joint adds a nice touch to Islamorada’s culinary scene. With local brews on tap and a mouthwatering menu jam-packed with smoked and grilled favorites straight from the pit, this casual bar is a hit with guests of all ages and backgrounds. It’s the best place around to unwind after a day on the beach or exploring the surrounding waters, especially if you’re looking for great company.

Kaiyo Grill & Sushi is another must-visit for those looking to savor global fusion dishes while staying connected to the island’s fishing heritage. This restaurant was the first to bring a unique blend of island, Asian and wood-fire grill influences to the area. Known for its wrap-around porch and cool, relaxed ambiance, Kaiyo offers fresh seafood dishes straight from local waters, including yellowfin tuna and sea urchin.

Cultural Experiences In Islamorada

Life in Islamorada is closely tied to the ocean waters surrounding it. Diving, fishing and other water activities define much of the region’s history and culture. The Florida Keys History & Discovery Center is a major highlight. This interactive museum is dedicated to showcasing Islamorada’s heritage, story and natural beauty through a range of exhibits. Visitors can learn about everything from the town’s sport-fishing innovation to its Native American legacy.

The History of Diving Museum is another local institution that locals and tourists alike love. Featuring one of the world’s most extensive diving equipment and artifact collections, the museum pays homage to the significant role South Florida and the Keys played in ocean exploration. With 19 major exhibitions, the museum celebrates adventurers who pioneered diving and made major discoveries.