Key West Restaurants

Featuring the same delicious Italian cuisine and libations as the Old Town restaurant, La Tratorria Oceanside offers diners a taste of Italy overlooking the beautiful Atlantic Ocean.

Ana's Cafe Cubano brings a taste of authentic Cuban cuisine with popular menu items like Cuban sandwiches, breakfast burritos and fresh-brewed Cuban coffee. Known for its hearty portions and friendly atmosphere, Ana’s is a local favorite for a satisfying meal in Key West that captures the essence of traditional Cuban flavors.

First Flight offers premier outdoor dining in the heart of the historic Pan Am Airways headquarters. A true Key West experience like no other. Off the main red-bricked garden lies the Southernmost Brewery in the USA. The famous "Crash Bar," so named for the Sikorsky sea plane plunging through the ceiling, provides a unique drinking surface, located off the main garden. Stop by and try any 3 of their original brews on tap, in addition to serving lunch and dinner!

Eat at one of the eldest eating house in the Florida Keys! Established in 1909, Pepe's is open 7 days a week, for breakfast, lunch, and dinner. Severing traditional breakfast, try some of their homemade sweet breads and fresh squeezed orange juice. For lunch try their popular steak sandwich with chunks of tender beef grilled and served on a hoagie roll. Come dinner time who wouldn't want to miss their "Dinner for Two"! Looking for a laid back restaurant and bar this place is for you!

Located in lively Key West, Frenchie's Cafe provides a welcoming spot to enjoy authentic French brunch specialties. The cafe's reputation is built on skillfully crafted meals that highlight fresh, seasonal ingredients. Their brunch menu boasts an assortment of delicious pastries and expertly prepared omelettes, along with the must-try Croque Monsieur. Visitors and residents alike will find Frenchie's Cafe a perfect destination to savor a delectable brunch in a charming setting.

The only Key West restaurant that owns its own seafood market, you won’t find fresher fish, oysters or shrimp anywhere! Overlooking the historic Key West Bight, the Half Shell Raw Bar is a true Key West icon. Along with their oyster bar, the menu includes such seafood delights as broiled garlic crusted oysters, fish and chips, steamed clams, peel and eat shrimp, and so much more. Happy Hour is daily from 4:40 to 6:30.

The Red Shoe Island Bistro is a small restaurant in the heart of old town Key Wes that is known for fresh local seafood, unique salads, and beef stroganoff. There is also beer and wine available. Please join them for one of three seatings offered at 5pm, 7pm, or 9pm.

Kaya Island Eats in Key West offers an authentic taste of Caribbean flavors. Dive into a menu filled with expertly crafted dishes featuring fresh seafood, vibrant spices, and tropical fruits. The friendly and welcoming atmosphere makes Kaya Island Eats a must-visit for anyone seeking a culinary getaway infused with the essence of the Caribbean.

Kilwins is a local favorite for homemade chocolates, fudge and ice cream. With its mouthwatering confections it’s no wonder guests want to take some of their delicious products back with them. From special gifts to holiday baskets, Kilwin’s mouthwatering chocolates, caramel corn, and brittles are a prized purchase in Key West.