Half Shell Raw Bar

Known for six-toed cats, Parrot Heads – fans of Jimmy Buffett – and laid-back vibes, Key West is closer to Cuba than mainland Florida. Sailing the Intracoastal Waterway is a great way to view this 4mi-long (6.4km) island. Waterside restaurants abound here – as do eye-popping sunsets. From local favorites – where dinner comes right off the boats – to upscale Floribbean spots off Sunset Pier, here are the best waterside restaurants in Key West. Let’s dig in.
Float around the area’s favorite foodie spots for the day with a charter from SamBoat. Or, take a tour of as many Key West culinary hot spots as you can when you hire a boat with Dream Yacht Charter.
Upscale dining with a view of yachts bobbing in the marina, fishermen unloading their catch and boats sailing out for sunset are what you can count on here. Although, the food certainly rivals the view here – start with the delicate carpaccio of beef and move onto the highlight, pan-seared grouper with lobster cream sauce. While the wine list is extensive, don’t miss the Belgian chocolate mousse for dessert.
Named for a Tennessee Williams play, this upscale spot delivers stunning sunset views over Mallory Square – as well as a delicious Pan-Latin menu. The teak woodwork, hand-painted murals and whimsical wire sculptures add an eclectic elegance. The menu – filled with dishes such as plantain-crusted mahi-mahi and seared grouper with coconut curry – showcases the abundant local fish. The wine list and craft cocktail menu are enviable and desserts such as key lime pie with cashew Graham Cracker crust will keep you coming back for more.
Check out Key West’s top restaurants for the day when you hire a vessel from SamBoat. Or, pack in as many as possible by chartering a yacht with Dream Yacht Charter.
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