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Restaurants near Jackson Square

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30 restaurants available nearby

A photo of Cafe Marquesa restaurant
4.9
Exceptional(2942)
Price: Very Expensive
• Contemporary American • Key West
Booked 21 times today
A premier choice for fine dining in Old Town Key West.Like Charleston and other great ports of the South, Key West offers endless inspiration for chefs. Once a stop on trade routes to the Caribbean, the island developed a signature cuisine that’s practically an open book for flavors. Pair this with the bounty from two bodies of water and the signatures of great chefs who have dedicated time here and a compelling cuisine emerges.From its inception, Café Marquesa has led the way in expressing a unique, coastal cuisine. Our kitchen combines the finest seafood, meats, and produce with classic preparations and creativity. We offer fine dining with an authentic, homespun essence, like freshly baked bread and desserts made daily in-house. A local favorite for special occasions, and a place to settle into and savor. Every dinner layers memory upon memory. Join us and find yours.
A photo of La Trattoria Old Town restaurant
4.8
Exceptional(2935)
Price: Moderate
• Italian • Key West
Booked 26 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 Red Shoe Island Bistro restaurant
5.0
Exceptional(1275)
Price: Expensive
• American • Key West
Booked 18 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, Shrimp Mango Toast and Crispy Pork Belly Croustinis 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. For the consideration of our guests, we do not accept parties over the size of six (6). We offer a 6 pm and an 8 pm seating. BEER AND WINE AVAILABLE. No Children's menu available.
A photo of Antonia's restaurant
4.7
Exceptional(2135)
Price: Expensive
• Italian • Key West
Booked 19 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 Grand Cafe - Key West, FL restaurant
4.6
Exceptional(778)
Price: Expensive
• Contemporary American • Key West
Booked 21 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 First Flight Island Restaurant & Brewery restaurant
4.4
Awesome(1357)
Price: Moderate
• Seafood • Key West
Booked 18 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 Mangoes Restaurant and Catering - Key West, FL restaurant
4.3
Awesome(543)
Price: Expensive
• Caribbean • Key West
Booked 7 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 Rams Head Southernmost restaurant
4.8
Exceptional(144)
Price: Moderate
• American • Key West
Booked 5 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 Margaritaville - Key West restaurant
4.0
Excellent(11)
Price: Moderate
• American • Key West
Booked 3 times today
Jimmy Buffett's Margaritaville, once only a state of mind is now a state of being and a landmark on Duval Street. Margaritaville Key West embraces the mythical world defined by the insightful lyrics of singer/songwriter Jimmy Buffett for over three decades. Characters both local and from prose and poem create an entertaining atmosphere that brings to life the search for the legendary lost shaker of salt. If you are looking for the real Key West experience, you'll find it here with the island-inspired menu, those famous concoctions and live music worthy of the name.
A photo of Hard Rock Cafe - Key West restaurant
4.3
Awesome(482)
Price: Moderate
• American • Key West
Booked 5 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.

Dining near Jackson Square at a glance

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Red Shoe Island Bistro

5

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See what locals rave about

From verified diners like you
From verified diners like you
  • Chad
    Central Kentucky •6 reviews
    5.0
    Dined 4 days ago
    Always a great evening at The Grand. The owner swung by our table as soon as we were sat and even offered to bring us drinks - she was lovely. Food is outstanding (we love the beef carpaccio). And we really, really love how they value locals at The Grand. It keeps us coming back. Outstanding restaurant- if you haven’t been … go!
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    Grand Cafe - Key West, FLPrice: Expensive• Contemporary American• Key West
    4.6
  • Nona
    Wisconsin •13 reviews
    5.0
    Dined 5 days ago
    We try to get to Cafe Marquesa every year during our visit to Key West-this year we were able to dine there TWICE! It was superb in every way, we were able to make reservations for both visits easily and get a time that was convenient for us. The menu options were fabulous and the service is impeccable. We have always felt welcomed by the staff, the dining room is lovely and comfortable. Truly a five star experience from start to finish with everyone in our party(s) leaving the restaurant with rave reviews about every aspect of the dining experience.
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    Cafe MarquesaPrice: Very Expensive• Contemporary American• Key West
    4.9
  • Richard
    Tampa / Central Florida West •24 reviews
    5.0
    Dined on Dec 10, 2024
    If you have a 6pm reservation, get there at 6, not before. Don't unlock doors until then. Leave you outside and bring you in party by party. Could be a mess if raining although a small canopy would give some protection. Service and server were excellent. At first it seemed a bit like getting served at a wedding/banquet because everything starts at the same time. As the evening wore on that feeling subsided. Had a bottle of Quilt knowing it wouldn't be a perfect pairing with everything but it's a wine we really enjoy. We split a grilled Caesar which was excellent. Bypassed the apps because we wanted dessert. Server said house specialties were the yellowtail and the beef stroganoff so we went with them. Not a typical stroganoff in a good way. The meat was very tender. the yellowtail and topping were excellent. Shared the lavender cheesecake for dessert. It did not disappoint. Would return if we get back to Key West and maybe try some appys next time.
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    Red Shoe Island BistroPrice: Expensive• American• Key West
    5
  • Beverly
    Dallas - Fort Worth •1 review
    5.0
    Dined on Dec 7, 2024
    Food was HOT and savory. My girlfriends choose to share entrees. The price for a split meal was absurd. No warning seen or noted by waiter. We hate to waist food and none of us finished our meals.
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    La Trattoria Old TownPrice: Moderate• Italian• Key West
    4.8
  • MarkVIP
    Miami - Dade •7 reviews
    5.0
    Dined on Dec 3, 2024
    Stumbled across this excellent Italian restaurant in Key West. Excited to see grilled calamari marinara on the menus. Very flavorful escargot, branzino and fettuccine bolognese.
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    Antonia'sPrice: Expensive• Italian• Key West
    4.7
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