Best Restaurants in the Old Town District of Key West

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 every menu, and there's a wide variety of international cuisines like Cuban, Italian, Spanish, Bahamian and more. 

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 favorite with several options, ranging from fresh pasta to strip steaks.

For fresh seafood dishes, Azur continues to deliver quality and service for a reasonable price and after dinner you can stop by Better Than Sex for scandalously decadent desserts and fine wines.

Two other newcomers have quickly shown that they are rising stars: Santiago's Bodega, which offers mouthwatering tapas, and 2 Cents, a gastropub that attracts visitors with "free bacon" and an eclectic menu.

Many tourists head to Blue Heaven for a laid-back breakfast or brunch. The wait will be long but the restaurant lives up to hype. No matter what type of restaurant you are looking for, our "Best of Old Town" selections will help you find a table.

This flirtatious dessert shop is proof that New Year's resolutions do come true! When husband-and-wife team Dani and Len decided that they would open a restaurant, little did they know just five months later it was on its way to becoming one of...  Read More

From the outside, Santiago's Bodega looks like an old home that displays a weathered wooden sign above the entrance with a name implying it's a corner store. The interior is romantic, yet casual with mixed-matched furniture, chestnut-shaded wood...  Read More

A trip to Key West wouldn't be complete without sampling some authentic Cuban cuisine, and El Siboney's is the place to do it. Hidden in a residential area, from the outside this eatery is just an average, brick building. Don't be fooled by its...  Read More

Who knew something as simple as "free bacon" would lure so many people to a restaurant? The new gastropub tucked away on Appelrouth Lane dangled that carrot is now witnessing the results. Foodies, bacon lovers, and their dogs have found a new...  Read More

This Mediterranean-inspired restaurant features a shaded terrace and trickling waterfall for outdoor dining, as well as comfortable indoor seating. AZUR serves breakfast, lunch, dinner, and Sunday brunch which includes items like Greek yogurt...  Read More

Chef Michael Wilson and his wife Melanie add an island twist to Italian and American cuisine. Michaels' steaks are 100% prime beef, flown in from Allen Brothers of Chicago and the seafood selections change nightly. For a special treat, Michaels...  Read More

This new venue won't be kept a secret for long! The friendly owners, Leonardo and Giancarlo, offer samples of their creamy gelato that is homemade using milk imported from Italy. Once you try their fantastic gelato, you'll be back for more!...  Read More

Duval Street
La Trattoria

This spot has everything a high-end Italian restaurant should have: friendly staff, warm ambiance, excellent location and homemade pasta. Snack on bruschetta or proscuitto with melon while you read the menu. The penne Venezia is tossed with...  Read More

In Key West, this restaurant needs little introduction. Enter a private courtyard to find roaming chickens, lounging cats soaking in the sun, and live music lingering in the air. Grab a seat outdoors under the shaded canopy or indoors in the...  Read More

Indulge in a little luxury, as you and your honey escape to this private island for elegant toes-in-the-sand dining and panoramic Gulf views. After a quick ride on the ferry across the Key West Harbor to Sunset Key, settle in at Latitudes for...  Read More


Meet Amber Nolan

Originally from upstate New York, this restless traveler has a knack for befriending interesting characters. You can usually find her just about anywhere that has a hammock. Amber's favorite...  More About Amber