Best Restaurants in the Old Town District of Key West

Amber Nolan

By , Local Expert, Key West
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Restaurants in Old Town, Key West aren't known for being cheap, but there are several that are well worth a splurge and others that offer a great value for your dollar. Fresh seafood is on just about every menu, and but there is a wide variety of international cuisines to choose from as well. As the name states, Colombian Grace serves homemade family recipes from Colombia, while El Siboney offers authentic Cuban dishes.

For a romantic Italian establishment, La Trattoria offers a fine-dining atmosphere and excellent pasta dishes while newcomer Duetto's Pizza and Gelato offers take out and delivery. Michael's is a long-time...  Read more »

  • 1

    Blue Heaven

    Yes, it will be packed with tourists but Blue Heaven lives up to the hype.

    Local Expert Tip: "Ask for extra lobster meat. It's $3 extra but you get a pile."

  • 2

    La Trattoria

    For classic fine dining and Italian cuisine, you can't go wrong with La Trattoria.

    Local Expert Tip: "On Mondays, the martinis are just $5. "

  • 3

    Duetto Pizza and Gelato

    Duetto's serves real Italian pizza and gelato in Old Town that will have you returning the next day!

    Local Expert Tip: "Ask them to mix a flavor or two for you!"

  • 4

    Michaels Restaurant

    Michael's is a long-time favorite that is ideal for date night, reunions, or just a great meal out on the town.

    Local Expert Tip: "Michael's now offers a light-side menu Sunday through Thursday until 7:30 pm."

  • 5

    Colombian Grace

    Home style Colombian cuisine and a casual environment is the recipe to success at this hidden jewel.

    Local Expert Tip: "Be aware that breakfast is only available on Saturday and Sunday from 9 a.m. until 1 p.m."

  • 6


    No matter what time of day, AZUR has a solid selection of delicious menu items and impeccable service.

    Local Expert Tip: "Don't forget the mimosas!"

  • 7

    2 Cents

    This funky gastropub has a fun atmosphere and an eclectic, modern menu.

    Local Expert Tip: "Who says you can't pair wine with bacon?"

  • 8

    El Siboney

    This no-frills place serves Cuban food that's as close as you can get to being in Cuba - literally.

    Local Expert Tip: "Watch the daily specials for some real treats like the white bean soup on Mondays and Oxtail on Saturdays."

  • 9

    Santiago's Bodega

    Santiago's has great specials at happy hour and mouthwatering tapas in the evenings.

    Local Expert Tip: "Make reservations online using Open Table."

  • 10

    Better Than Sex

    With so many restaurants focused on the appetizers and mains, a venue entirely dedicated to desserts is a welcome treat!

    Local Expert Tip: "It's so scandalous that reservations are advised."



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