Martin's on Duval Happy hour (4 - 6 p.m.) is the greatest - everything is half price. Try the fantastic red and white wines by the glass, succulent frenched lamb chops, escargots in garlic butter and the shrimp skewers - you won't need dinner afterward!
Book a lunch reservation in advance of your vacation at Latitudes on Sunset Key - the watermelon and tomato salad and the lobster roll (without the bun) is very refreshing and tasty; share a gelato and brownie dessert - all while sitting under the front porch gazing out at the beach and the open ocean with swaying palm trees. What a stunning setting to enjoy and at reasonable cost! The Sunset Key ferry will pick you up at the marina and take you out to Sunset Key and back for free of cost. See the Town of Key West from a different vantage point and enjoy the short boat ride to your destination.
Eaton Fish Market on Eaton Street also serves great lobster rolls at lunchtime and if you want fresh fish to grill up in the garden, this is the place to go around 11 a.m. in the morning for the best choice.
Don't overlook Fausto's Fine Foods on Fleming Street for prepared food to bring back to your patio for lunch and dinner. Fausto's makes a delicious curry chicken salad, fresh coleslaw and a fantastic meat loaf usually on Tuesdays, but get there just before lunchtime (11 a.m.) or they will be sold out!