Matt's Stock Island Kitchen and Bar
American Restaurants • Breakfast
At Matt’s Stock Island Kitchen & Bar, the ingredients speak for themselves. It’s American Coastal Comfort Food—simple, comforting, and delicious in a way you’d never expect. Whether you bring in your own fresh catch for them to prepare or come in to order just a few dishes, you’ll want to try everything on the menu.
At Matt’s Stock Island Kitchen & Bar, the ingredients speak for themselves. It’s American Coastal Comfort Food—simple, comforting, and delicious in a way you’d never expect. Whether you bring in your own fresh catch for them to prepare or come in to order just a few dishes, you’ll want to try everything on the menu.
Kilwins
Ice Cream Shops
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.
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.
Chicken Walk
Outdoor Seating • Sandwich Shops
Enjoy an appetizer, sandwich or snack while relaxing at the Chicken Walk poolside bar and restaurant.
Enjoy an appetizer, sandwich or snack while relaxing at the Chicken Walk poolside bar and restaurant.
Lola's Bistro
Italian Restaurants
An Italian eclectic BYOB restaurant with a bohemian vibe!
An Italian eclectic BYOB restaurant with a bohemian vibe!
First Flight Island Restaurant & Brewery
American Restaurants • Brunch
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!
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!
Antonia's Restaurant
American Restaurants • Italian Restaurants
A Key West landmark for locals and visitors alike for over 30 years! They proudly serve classic Italian cuisine, handmade pasta created in-house daily, finely crafted sauces, pristine local seafood, choice chops and steaks, decadent deserts, a Wine Spectator award-winning wine list representing the best of both the old world and the new, and a carefully curated full bar. Their menu showcases inventive meals, but never strays far away from the traditional homemade classics.
A Key West landmark for locals and visitors alike for over 30 years! They proudly serve classic Italian cuisine, handmade pasta created in-house daily, finely crafted sauces, pristine local seafood, choice chops and steaks, decadent deserts, a Wine Spectator award-winning wine list representing the best of both the old world and the new, and a carefully curated full bar. Their menu showcases inventive meals, but never strays far away from the traditional homemade classics.
La Trattorria
Italian Restaurants
La Tratorria offers an elegant taste of Italy in the Southernmost City. The elegant atmosphere is only exceeded by their extensive menu of Italian specialties such as antipasti, pastas baked lasagnas, meats and seafoods, all prepared to order. La Tratorria features one of the finest wine selections on the island.
La Tratorria offers an elegant taste of Italy in the Southernmost City. The elegant atmosphere is only exceeded by their extensive menu of Italian specialties such as antipasti, pastas baked lasagnas, meats and seafoods, all prepared to order. La Tratorria features one of the finest wine selections on the island.
One Love
Caribbean • Local Seafood
One Love Food Truck offers Real Island Flavor, high vibe & health conscious gourmet offerings, Award winning hot tuna tacos, jerk chicken, gluten free conch fritters, house-made fresh ginger iced tea and more!
One Love Food Truck offers Real Island Flavor, high vibe & health conscious gourmet offerings, Award winning hot tuna tacos, jerk chicken, gluten free conch fritters, house-made fresh ginger iced tea and more!
Thirsty Mermaid
American Restaurants • Burgers
The Thirsty Mermaid serves only the finest ingredients. Including fresh local catch, as well as an array of oysters and other choice seafood items for all those thirsty mermaids. Not to mention, an extensive list of craft beers and wines.
The Thirsty Mermaid serves only the finest ingredients. Including fresh local catch, as well as an array of oysters and other choice seafood items for all those thirsty mermaids. Not to mention, an extensive list of craft beers and wines.