The Best Longboat Key Restaurants to Try on Vacation

The shores of Longboat Key are a sanctuary for those looking to indulge in truly unforgettable dining experiences. Here, you’ll discover an array of exceptional restaurants that cater to every taste.

From seafood to steaks and authentic Italian fare, these Longboat Key restaurants beckon you to embark on a culinary adventure. Join us here at The Diplomat Beach Resort as we delve deeper into the culinary treasures that await you on your vacation, as well as some of the best Longboat Key vacation rentals to ensure your stay is nothing short of exceptional.

Marina Jack – The Dining Room

Immerse yourself in the epitome of elegance at Marina Jack’s “The Dining Room,” where refinement meets exquisite taste. Perched on the second floor of Marina Jack with sweeping panoramic views of the inter-coastal waterway of Sarasota, this esteemed establishment showcases a menu that serves the finest steaks, seafood, and pasta, earning it a spot as one of the best restaurants in Longboat Key. Start your meal with the spicy charm of Thai Chili Calamari, a unique take on the classic appetizer. The Braised Boneless Short Rib is a dish that epitomizes culinary perfection in Longboat Key. Indulge in tender braised midwestern beef short rib accented by mushrooms and a rich red wine demi-glace. 

Dry Dock Waterfront Grill

Dry Dock Waterfront Grill is an award-winning eatery that has rightfully earned its place as one of the top seafood restaurants in the Sunshine State. It has recently been voted as a top 15 seafood restaurant in Florida, certifying that you’re bound to have a good meal before you even walk through the door. Begin your meal with their tantalizing take on Oysters Rockefeller or indulge in their hearty Seafood Chowder, both crafted with the freshest ingredients available.

For a burst of zesty flavor, try the Citrus Grouper – a grouper sautéed to perfection in a tangy citrus cream sauce. Complete your dish with your choice of rice, red-skin potatoes, French fries, or mashed potatoes as you revel in the true essence of Longboat Key waterfront dining.

Mar Vista Dockside Restaurant & Pub

At Mar Vista Dockside Restaurant & Pub, the commitment to sourcing local ingredients takes center stage, reflecting their dedication to delivering flavors that are both fresh and environmentally conscious. With every bite, you play a part in supporting the local community and savoring the rich tapestry of flavors that Longboat Key has to offer. Begin your meal with the Bacon-Wrapped Scallops – a symphony of sweet and savory that is sure to satisfy. Immerse yourself in the tastes of Longboat Key with Mar Vista Dockside’s Island Trio plate. This delectable offering features Caribbean-spiced scallops, succulent shrimp, and the fresh catch of the day, served alongside squash and sweet corn.

Lazy Lobster Longboat Key

Lazy Lobster Longboat Key is a charming café adorned with nautical decor that exudes a sense of relaxation. As you step inside, the warm wood bar and inviting patio dining promise to whisk you away to a coastal paradise. Begin your feast with their popular Big Bang Shrimp appetizer, a dish that has won the hearts of locals and visitors alike. Delight in the perfected Lobster Bisque, a creamy and velvety creation that envelops your senses and transports you straight to the sea. To completely satisfy your seafood cravings, indulge in the Bar Harbor Combo – a compelling combination of sautéed lobster tail meat, succulent shrimp, and plump sea scallops bathed in a lemon-garlic butter sauce and finished with potato gratin, vegetables, and toasted bread crumbs, this meal is a veritable symphony of flavors that will leave you longing for more.

Shore Longboat Key

Shore Longboat Key invites you to experience the taste of mid-century coastal elegance in an al-fresco setting. Their creative recipes go hand in hand with their commitment to utilizing locally sourced ingredients, resulting in a dining experience that is both innovative and inspired by the flavors of the region. As you settle into the open-air dining space, awaken your palate with the irresistible Kung Pao Calamari – a fusion of spicy, tangy, and sweet notes that create a harmonious medley of flavors. Indulge in the Pan Seared Red Snapper, a dish that embodies the essence of Longboat Key. Served with wilted spinach, arancini cake, caponata, and luscious citrus butter, the Pan Seared Red Snapper is one of the most decadent dishes in Longboat Key, and the best part is it’s gluten-free!

Whitney’s

Whitney’s, a beloved family-owned restaurant based on the north side of Longboat Key, has become a favorite for diners seeking an exceptional dining experience. With its cozy and inviting atmosphere, this eatery invites you in for a breakfast, lunch, or dinner crafted with love and care. Whitney’s is renowned as the premier brunch spot in Longboat Key, offering an array of delectable options that are sure to satisfy every craving. Start your brunch on a sweet note with their homemade donut holes, freshly fried and covered in a cinnamon sugar coating. For a savory option, try the Shrimp Louie, featuring poached shrimp blended harmoniously with fresh lettuce, creamy avocado, marinated tomatoes, and a delightful Louie dressing. Indulge in the Banana French Toast for a sweet entree that features buttery challah bread, ripe bananas, crunchy candied walnuts, and a drizzle of maple syrup. With each bite, you’ll discover a balance of flavors that will make your brunch experience truly memorable.

Ventura’s Italian Kitchen & Wine Bar

Owned by the dynamic duo of Deb and Mike, Ventura’s Italian Kitchen & Wine Bar invites you to savor the rich tapestry of Italian cuisine infused with local charm. As you enter this authentic eatery, the enticing aroma of Italia fills the air, paving the way for an unforgettable dining experience. Begin your journey with their delightful Steamed Mussels, bathed in a delicate garlic and white wine sauce. Each bite transports you to the sun-kissed shores of Sicily, where flavor and tradition intertwine. Mama Deb’s Famous Chicken Milanese is a true masterpiece of Italian cuisine. Savory breaded, pan-seared chicken served with an arugula salad and a squeeze of fresh lemon adds a burst of tanginess to this classic dish. Accompanied by buttered egg pasta, this meal captures the essence of Italian heritage and Longboat Key’s unique spirit.

Where To Stay in Longboat Key, Florida

As the sun sets over the horizon and your culinary adventures draw to a close, rest assured that Diplomat Beach Resort’s collection of Longboat Key condo rentals is waiting to welcome you home. Let the gentle embrace of the sea breeze and the soothing rhythm of the waves lull you into a state of pure peace. Our commitment to exceptional customer service ensures that your every need is met, guaranteeing a blissful and tranquil retreat. Our Longboat Key rentals offer the perfect blend of comfort and convenience, allowing you to venture out and experience all the incredible Longboat Key attractions with ease. Allow us here at The Diplomat Beach Resort to provide you with the perfect lodging for your Longboat Key vacation experience – contact us today to get started on your next getaway!