Stock Island, Florida

A Weekend Getaway to Stock Island, Florida

Welcome to Stock Island, a hidden gem located just a stone’s throw away from the vibrant city of Key West, Florida. This small island, often overlooked by travelers, offers a unique blend of natural beauty, rich history, and delicious culinary experiences. Whether you’re seeking relaxation, adventure, or a combination of both, Stock Island has something for everyone. Join me on a three-day weekend trip as we explore the best attractions, restaurants, and sights this charming island has to offer.

Day 1: Discover the Island’s History and Culture

Morning:

Start your day with a visit to the Stock Island History Museum, where you can dive into the island’s fascinating past. This museum showcases the rich maritime heritage and the unique history of the local communities. Explore the exhibits that narrate the island’s transformation from a fishing village to a bustling tourist destination. Don’t miss the chance to learn about the stories of the local fishermen and the impact of the Cuban exile community on the island.

Stock Island History Museum

Afternoon:

Head out for a delicious lunch at the Hogfish Bar and Grill, a local favorite known for its mouthwatering seafood dishes and laid-back atmosphere. Indulge in their renowned hogfish sandwich, a true delicacy of the area, or savor freshly caught local fish prepared in various delectable styles. The restaurant offers stunning waterfront views and is the perfect spot to relax and soak up the island vibes.

Hogfish Bar and Grill

Evening:

As the sun begins to set, make your way to the Stock Island Marina Village. Take a leisurely stroll along the docks and admire the boats bobbing peacefully in the water. Enjoy a sunset cruise aboard a catamaran or a traditional sailboat, and witness the sky ablaze with vibrant hues. It’s a magical experience that perfectly captures the essence of island life.

Stock Island Marina Village

For dinner, head to Matt’s Stock Island Kitchen and Bar, located within the Perry Hotel. This elegant yet relaxed restaurant offers a farm-to-table dining experience, with a menu featuring locally sourced ingredients and creative twists on classic dishes. From fresh seafood to mouthwatering steaks, every bite is a culinary delight. Pair your meal with a signature craft cocktail or choose from an extensive selection of wines.

Matt’s Stock Island Kitchen and Bar

Day 2: Nature, Adventure, and Local Delights

Morning:

Rise and shine early to embark on a kayaking adventure through the mangrove-lined waterways of Stock Island. Book a guided tour with Lazy Dog Kayak, where you’ll have the opportunity to paddle through serene channels, spot a variety of wildlife, and learn about the island’s unique ecosystem. Keep an eye out for playful dolphins, manatees, and an abundance of bird species.

Lazy Dog Kayak

Afternoon:

After working up an appetite, head to the Keys Cattle Company for a hearty lunch. This rustic steakhouse prides itself on serving locally raised, grass-fed beef, ensuring an unforgettable dining experience. Sink your teeth into a perfectly cooked steak or savor their mouthwatering burgers, paired with your choice of sides and a refreshing beverage. The cozy atmosphere and friendly service make it an ideal spot to refuel and relax.

Keys Cattle Company

Evening:

Spend your evening exploring the Stock Island Art District, a vibrant hub for art enthusiasts. Stop by the studios and galleries of talented local artists, who showcase a diverse range of artwork, including paintings, sculptures, and photography. Engage with the artists, learn about their creative processes, and perhaps take home a unique piece of art as a meaningful souvenir.

Conclude your day with a visit to the Perry Hotel’s Salty Oyster Dockside Bar & Grill. Situated right on the waterfront, this lively establishment offers stunning views, live music, and a wide selection of craft beers. Sip on a refreshing cocktail or a locally brewed beer while enjoying the cool ocean breeze. Don’t forget to try their famous raw oysters or indulge in their delicious seafood offerings.

Perry Hotel

Day 3: Relaxation and Beach Bliss

Morning:

Embrace the island’s relaxing atmosphere and start your day with a visit to the tranquil and picturesque Fort East Martello Museum. This historic fort, built during the Civil War era, now houses a fascinating collection of artifacts, including relics from the wreck of the USS Maine. Explore the museum’s exhibits, wander through the beautiful sculpture garden, and be captivated by the hauntingly beautiful Robert the Doll, a legendary Key West icon.

Fort East Martello Museum

Afternoon:

Make your way to the nearby Higgs Beach, a beautiful stretch of sand blessed with crystal-clear waters and swaying palm trees. Relax under an umbrella, soak up the sun, or take a refreshing dip in the ocean. If you’re feeling adventurous, rent a paddleboard or a snorkeling gear and explore the vibrant underwater world surrounding the beach.

Evening:

Wrap up your weekend getaway with a memorable dining experience at the Roostica Wood-Fire Pizzeria. Indulge in authentic Neapolitan-style pizzas, expertly crafted with fresh ingredients and cooked to perfection in a wood-fire oven. From classic margherita to inventive combinations, there’s a pizza to suit every palate. Pair your meal with a glass of wine or one of their locally brewed beers for the perfect ending to your Stock Island adventure.

Roostica Wood-Fire Pizzeria

As your weekend on Stock Island comes to an end, you’ll leave with a sense of tranquility and a deep appreciation for this charming destination. From its rich history and natural beauty to its delectable cuisine, Stock Island is a true hidden treasure in the Florida Keys. So pack your bags, hit the road, and embark on an unforgettable journey to this island paradise.

Please note that due to the evolving nature of COVID-19, it’s important to check the respective attraction websites for updated information regarding operating hours, reservation requirements, and health and safety guidelines.

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