Enable JavaScript to run this app.
Skip to Main Content
OpenTable logo
  1. Home
  2. United States
  3. Key West / Florida Keys

Restaurants near Jackson Square

Price
Cuisine (20 of 22)

25 restaurants available nearby

A photo of Cafe Marquesa restaurant
4.7
Exceptional(2334)
$$$$
• Contemporary American • Key West
Booked 39 times today
Café Marquesa’s "Contemporary American Cuisine” is a local favorite. Specialties include grilled meats and fresh, local seafood, complemented by inventive appetizers and desserts made daily.Based on seasonal availability, our passionate culinary team select the finest seafood, meats and produce to design the menu. Innovative interpretations of classic dishes are presented each evening. A cozy bar is available for drinks, light bites, dessert and coffee or full meals. The ideal place for friends and hotel guests to meet prior to dinner and before or after the theater.We have two intimate dining rooms, one is located directly within The Marquesa Hotel's charming parlor and the other is the cherished dining room of the café. You will be seated at the best available table, however if you have a preference, please let us know when making the reservation.
A photo of First Flight Island Restaurant & Brewery restaurant
4.4
Awesome(1024)
$$$$
• Seafood • Key West
Booked 44 times today
First Flight Island Restaurant and Brewery is located in the home of Pan Americans office, where the first American international flight ticket Key West- Havana, Cuba was bought on October 28th 1927. The restaurant features a beautiful garden dining area nestled under the canopies of 2 Strangler Figs, an inside dining room with Pan American memorabilia and an indoor- outdoor crash bar made from an airplane wing.This is also the birthplace of the Southernmost Brewery in the States where 3 flagship and seasonal beers are made by Brewmaster Andrew Koennecke. The restaurant menu focuses on locally sourced seafood, house brew braised dishes and fresh seasonal ingredients. The menu changes throughout the year by Executive Chef Ben Schneller who supplements tradition with an island twist.
A photo of Antonia's restaurant
4.7
Exceptional(1700)
$$$$
• Italian • Key West
Booked 30 times today
Antonia’s Restaurant, located in the heart of Old Town Key West has been delighting the palates of locals and visitors for almost 40 years. The menu at Antonia’s Restaurant offers an array of the freshest local seafood dishes and a variety of traditional meat dishes made from the freshest ingredients prepared daily by our Classically Northern Italian trained chefs. Feeling that dining is an experience to be savored, no culinary experience is complete without wine. In addition to an extensive wine list, full bar is also available.
A photo of La Trattoria Old Town restaurant
4.6
Exceptional(2433)
$$$$
• Italian • Key West
Booked 42 times today
LaTrattoria Old Town has been serving Authentic Italian cuisine since 1983. This is our original and flagship location located in the heart of Key West at 524 Duval Street. This bistro type setting offers one of the premier intimate settings in the lower keys. All of our entrees are prepared fresh to order using only the freshest of ingredients. Our signature dish, Yellowtail snapper, is locally caught daily and prepared fresh with garlic, capers and tomatoes in a lemon white wine butter sauce--it is to die for. When dinner is over look no further than Virgilios Martini Bar, located directly behind the restaurant. Virgilios offers an extensive Martini menu along with live entertainment 7 nights a week. This sexy speak easy sits just off of Duval street and is for sure to satisfy your pallet with refreshing libations.
A photo of Grand Cafe - Key West, FL restaurant
4.3
Awesome(509)
$$$$
• Contemporary American • Key West
Booked 23 times today
Grand Cafe Key West in Key West, Florida has been the recipient of a Wine Spectator Award every year since 2006. The restaurant has become known for its expansive selection of vintages. Its entire list is 35 pages long and includes bottles from France, Hungry, Australia, Spain, Chile and more. The food at Grand Cafe Key West also deserves your attention. You can begin your meal with the bruschetta, jumbo lump crab, tomato bisque or the soup de jour. For your entree at Grand Cafe Key West, consider the blackened mahi mahi, capers and creamed potatoes, grilled yellowfin tuna or the pan seared sea scallops.
A photo of Red Shoe Island Bistro restaurant
4.8
Exceptional(612)
$$$$
• American • Key West
Booked 14 times today
Key West seafood restaurant in the heart of old town on Petronia. The menu is kept small so that everything is nice and fresh for you. Yellowtail snapper, fish of the day, Key West pink shrimp, and seafood medley highlight the menu.Deviled eggs topped with scallops, squash stuffed with crabmeat, and lobster crepes tantalize the pallet. Beef stroganoff made with certified black angus beef is a favorite. Relaxing, unpretentious, and romantic. Seating is very limited. 24 Hour Cancellation window. BEER AND WINE AVAILABLE.
A photo of Rams Head Southernmost restaurant
4.1
Excellent(60)
$$$$
• American • Key West
Booked 4 times today
FOOD, FUN + BEERRAMS HEAD WAS FOUNDED IN ANNAPOLIS, MARYLAND AND HAS BEEN FAMILY OWNED AND OPERATED SINCE 1989. WITH ROOTS IN KEY WEST, RAMS HEAD IS PROUD TO BE PART OF THE LOCAL COMMUNITY AND IS COMMITTED TO PROVIDING THE BEST IN FOOD, FUN, AND BEER.
A photo of Mangoes Restaurant and Catering - Key West, FL restaurant
4.3
Awesome(429)
$$$$
• Caribbean • Key West
Booked 6 times today
Inspired by traditional Conch and Caribbean dishes, using local indigenous ingredients. Enjoy native natural local island cuisine which is a blend of Bahamian, Cuban, West Indies, and Key West. All food is made in-house and our seafood is of the freshest quality. We source our seafood from local vendors and acquiring local and indigenous produce to showcase the island’s cuisine. Creative American classic dishes are also available. Enjoy lunch, dinner and cocktails in our courtyard lounge, people watch from our Duval Street outdoor seating, or cool off in our open walled air conditioned dining room that ties our beautiful property together. Our bar serves an amazing selection of craft beers on tap, along with the classical favorites, specialty cocktails, frozen drinks and a wine list to meet our guest’s needs.
A photo of Hard Rock Cafe - Key West restaurant
4.3
Awesome(344)
$$$$
• American • Key West
Booked 11 times today
Hard Rock Cafe is a global phenomenon with 185 cafes that are visited by nearly 80 million guests each year. The first Hard Rock Cafe opened on June 14, 1971, in London, England, and from there the brand has expanded to major cities and exotic locations around the world.
A photo of Stinkin Crawfish Key West restaurant
4.2
Awesome(49)
$$$$
• Seafood • Key West
Booked 2 times today
Stinkin Crawfish is about quality seafood, friendly service and a fun dining experience!
  • Privacy Policy
  • Terms of Use
  • Cookies and Interest-Based Ads
  • Do Not Sell or Share My Personal Information
Copyright © 2023 OpenTable, Inc. 1 Montgomery St Ste 700, San Francisco CA 94104 - All rights reserved.
OpenTable is part of Booking Holdings, the world leader in online travel and related services.
Booking LogoPriceline LogoKAYAK LogoAgoda LogoRentalcars LogoOpenTable Logo