TOP 30 Island getaways in Tallahassee, Florida

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Solitude, located on St. George Island in Florida, is a premier real estate and travel agency offering unparalleled experiences for those seeking a peaceful and serene getaway. Nestled at 2351 Christopher Place in Tallahassee, Florida, Solitude specializes in providing luxurious vacation rentals and prime real estate opportunities on the pristine St. George Island. Whether you are looking for a tranquil beachfront retreat or a stunning waterfront property, Solitude has the expertise and resources to make your dream a reality. With a commitment to exceptional service and attention to detail, Solitude is your go-to destination for all your real estate and travel needs on St. George Island.

Maverick's Tropical Island is a vibrant and exotic restaurant located at 107 Lincoln Street in the heart of Tallahassee, Florida. Step into a tropical paradise as you dine on delicious and flavorful dishes inspired by the flavors of the Caribbean and beyond. From fresh seafood to tropical cocktails, our menu is sure to transport you to a sun-soaked beach with every bite. Join us for a culinary journey like no other at Maverick's Tropical Island.

Caribbean Crossroads is a vibrant and authentic Caribbean restaurant located at 3708 Carrington Place in Tallahassee, Florida. With a menu inspired by the diverse cultures and flavors of the Caribbean islands, our dishes are bursting with bold spices and fresh ingredients. From jerk chicken to plantains to seafood stew, our menu offers a delicious selection of traditional Caribbean fare. Whether you're craving a taste of the islands or looking to explore new culinary experiences, Caribbean Crossroads is the perfect destination for a flavorful dining experience. Join us and let our food transport you to the sunny shores of the Caribbean.

Pineappétit is a restaurant, catering, and food truck company located in Tallahassee, Florida, founded by Chef Sam Burgess. Specializing in fresh pineapple bowls and island-inspired dishes, Pineappétit aims to bring a taste of paradise to the community through their FUN. FRESH. FOOD. philosophy. Located at 2037 West Pensacola Street, Pineappétit offers a unique culinary experience with a blend of Southern and Caribbean flavors. Join Chef Sam Burgess on a journey of exciting, classic recipes with a modern twist, guaranteed to transport your taste buds to a tropical getaway. Whether dining in at the restaurant or enjoying their catering services, Pineappétit is sure to satisfy your cravings for delicious, tropical-inspired cuisine.

The Old Carrabelle Hotel is a charming historic inn located at 201 Tallahassee Street in Carrabelle, Florida. Originally founded in 1900, this unique lodging option radiates laid-back Key West style on Florida's Forgotten Coast. Just steps away from Carrabelle Harbor and a short distance from the beach, The Old Carrabelle Hotel offers a peaceful retreat for visitors looking to create unforgettable vacation memories. With five themed hotel rooms featuring private baths, as well as inviting living and dining room areas, guests can experience a one-of-a-kind stay at this historic inn. The property boasts a lush Key West courtyard with outdoor seating, a gas grill, and a wet bar, perfect for relaxing and unwinding.

Freeport Bahamas is a charming cafe, food, and store located at 107 West Gaines Street in Tallahassee, Florida. Step inside and be transported to the tropical paradise of the Bahamas, with a menu featuring delicious Caribbean-inspired dishes and refreshing beverages. Browse through the store for unique souvenirs and gifts to take home with you. Whether you're looking for a relaxing spot to enjoy a meal or a place to pick up some island-inspired goodies, Freeport Bahamas has something for everyone. Come visit us and experience a taste of the Bahamas right here in Tallahassee.