Five Date-Night Dinners
Atlantic waterfront dining, a four-course tasting menu in Old Town, tapas for sharing, island flavors with coastal inspiration on Fleming Street and French cooking with local seafood on Southard Street.
Picked and checked by hand; updated when hours, venues, menus, or source pages change.
Louie's Backyard serves island food on the Atlantic waterfront, with indoor and outdoor seating. The menu includes conch fritters and a catch of the day that changes, plus beer, wine and cocktails.
- Main restaurant dinner daily, 5 to 9 p.m.; reservations are strongly recommended.
- Address: 700 Waddell Avenue, Key West, FL 33040
Little Pearl is a neighborhood seafood restaurant and wine bar in Old Town. The kitchen cooks fresh local seafood with a tropical twist, and there's a custom four-course tasting menu.
- Dinner Monday through Saturday in three seatings, at 5, 7 and 9 p.m., closed Sunday; call the restaurant to reserve.
- Address: 632 Olivia Street, Key West, FL 33040
Santiago's Bodega serves globally inspired tapas meant for sharing. The room features original artwork, reclaimed wood tables and bar, and handmade stained glass. The Key West location pours beer and wine only, with no liquor cocktails, and there are no TVs or live entertainment.
- Open daily, 11 a.m. to 10 p.m.; reservations are recommended.
- Address: 207 Petronia Street, Key West, FL 33040
At Cafe Marquesa, Chef Travis Lee curates a daily menu that blends island flavors, traditional techniques and coastal inspiration, and the menus change seasonally. Bread and desserts are made in house.
- Dinner daily, 5:30 to 9 p.m.; reserve online or by phone.
- Address: 600 Fleming Street, Key West, FL 33040
Cafe Sole has served Chef John Correa's French cooking with local seafood since 1995. Signature dishes include hogfish with red pepper zabaglione and duck à l'orange, and there's wine to go with them.
- Dinner daily, 5 to 9 p.m.; reservations can be made online.
- Address: 1029 Southard Street, Key West, FL 33040