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Restaurants near Truman Annex

Price
Cuisine (20 of 37)

41 restaurants available nearby

A photo of Red Shoe Island Bistro restaurant
1. Red Shoe Island Bistro
5.0
Exceptional(1187)
Price: Expensive
• American • Key West
Booked 5 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 La Trattoria Old Town restaurant
2. La Trattoria Old Town
4.7
Exceptional(2892)
Price: Moderate
• Italian • Key West
Booked 22 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 Antonia's restaurant
3. Antonia's
4.9
Exceptional(2093)
Price: Expensive
• Italian • Key West
Booked 9 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 Mangoes Restaurant and Catering - Key West, FL restaurant
4. Mangoes Restaurant and Catering - Key West, FL
4.4
Awesome(538)
Price: Expensive
• Caribbean • Key West
Booked 5 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 Margaritaville - Key West restaurant
5. Margaritaville - Key West
4.1
Excellent(10)
Price: Moderate
• American • Key West
Booked 2 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 Rams Head Southernmost restaurant
6. Rams Head Southernmost
4.4
Awesome(139)
Price: Moderate
• American • Key West
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 Bangkok Happy Bowl Asian Bistro & Sushi Bar - Key West restaurant
7. Bangkok Happy Bowl Asian Bistro & Sushi Bar - Key West
3.4
Very Good(22)
Price: Moderate
• Asian • Key West
Asian Bistro and Sushi Bar featuring Thai cuisine and much more in a wonderful setting with a Garden Patio located at iconic 816 Duval Street. Dinner also features exceptional island musicians performing live in the Garden from 6-8:30 pm each evening. Join us for an Elevated Asian Dining Experience!
A photo of Latitudes Key West, FL on Sunset Key restaurant
8. Latitudes Key West, FL on Sunset Key
4.7
Exceptional(15157)
Price: Very Expensive
• Contemporary American • Key West
Booked 94 times today
Latitudes is located on the private island of Sunset Key. Our boat launch is located at Slip 29, behind the Opal Key Resort, 245 Front St. Your reservation time is your departure time, please arrive 8-10 minutes prior to check in. Due to limited indoor seating, reservations MAY NOT be guaranteed in case of inclement weather. You are not permitted to board the ferry prior to your reservation time.Advance reservations are required. Dress Code is upscale resort attire: collared shirt, shorts or slacks for men -no tank tops; casual dress, shorts or slacks for women. No beachwear please.
A photo of A&B Lobster House restaurant
9. A&B Lobster House
4.8
Exceptional(4722)
Price: Very Expensive
• Seafood • Key West
Booked 40 times today
Enjoy the freshest seafood on the island delivered daily. As our name implies, we specialize in lobster, both from Maine and Florida, prepared with a delicate fusion of the classic and contemporary styles of our talented chefs. We are also renowned for our steaks, Certified Prime Angus Beef and Wagyu Beef.Dine outside on the wrap-around balcony or inside our timeless dining room, while our knowledgeable and attentive staff anticipates your every need and helps to make your experience unforgettable.
A photo of Bagatelle restaurant
10. Bagatelle
4.7
Exceptional(4036)
Price: Moderate
• Seafood • Key West
Booked 32 times today
A visit to our house is a unique way to relax and enjoy life's simple pleasures as well as our treasures from the sea. The word Bagatelle comes from the French and means "a trifle or a little nothing", often referring to a light, fun, yet not too serious spring time romance. The French brought their history of fine cuisine and their love of wine to the Caribbean Islands. It is in this tradition that we have combined our French heritage, southern hospitality and the indigenous tastes of the Florida Keys into the meals we prepare today. Our chefs blend the best of our locally caught fresh seafood, fresh produce and delicious tropical fruits for our tropical seafood dishes.

Dining near Truman Annex 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
  • Steven
    Southwest Florida •1 review
    5.0
    Dined 5 days ago
    Had anniversary dinner at La Trattoria and it was amazing! Walter was our server. The entire staff was pleasant and welcoming. Be sure to book your reservation online. When you plan to go, go HUNGRY! You will not be disappointed!
    More info
    La Trattoria Old TownPrice: Moderate• Italian• Key West
    •
    4.7
  • Armando
    London •1 review
    5.0
    Dined 6 days ago
    Absolute great experience, from the moment I walked in I was treated like a celebrity. I can’t wait to go back.
    More info
    Antonia'sPrice: Expensive• Italian• Key West
    •
    4.9
  • Teresa
    Charlotte •7 reviews
    5.0
    Dined on Sep 26, 2024
    Overall our experience at Mangoes was very good. The service was excellent and the food was fantastic. If I had one piece of feedback it would be to have your live entertainment turned down one notch. We love live music, but when you absolutely cannot hear the person sitting next to you, it may indicate the music is just a bit loud. As mentioned, overall great experience!
    More info
    Mangoes Restaurant and Catering - Key West, FLPrice: Expensive• Caribbean• Key West
    •
    4.4
  • Harry
    Virginia •12 reviews
    5.0
    Dined on Sep 16, 2024
    We totally enjoyed our dinner and the Jimmy Buffet videos playing
    More info
    Margaritaville - Key WestPrice: Moderate• American• Key West
    •
    4.1
  • Warren
    San Francisco Bay Area •1 review
    5.0
    Dined on Sep 3, 2024
    Our son and his fiancé dined here recently and highly recommended we have dinner here for our Anniversary. As an appetizer, we enjoyed the Shrimp and Mango toast. Absolutely fabulous! I ordered Scallops, my wife, the Black Grouper. Our dinners were fantastic, the service was superb (thank you John). They are a wine and beer only restaurant, So you won’t be ordering any soft drinks, but with the fabulous food, soft drinks are below this place. I recommend the Red Shoe Island Bistro without hesitation and plan to dine there again when we return to Key west.
    More info
    Red Shoe Island BistroPrice: Expensive• American• Key West
    •
    5

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