Louie's Backyard
700 Waddell Avenue
305-294-1061
Website
One of my absolute favorite places to be in Key West is on the Afterdeck at Louie's, where you are literally sitting over the Atlantic Ocean and the view goes on forever. Lunch at the bar is a grand tradition, but you have to time it right to get a seat.
The downstairs restaurant is wonderful for a special occasion or just an indulgent every day pleasure. The Upper Deck is a relatively new tapas style option that opens at 4. After hours, a nightcap on the Afterdeck might be the most romantic place to be on the island!