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Best Date Night Restaurants in Key West

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19 restaurants available nearby

A photo of Little Pearl restaurant
1. Little Pearl
4.9
Exceptional(2783)
Price: Very Expensive
• Seafood • Key West
Booked 21 times today
We are OPEN 6 nights a week with 3 seating times Monday-Saturday 5pm/7pm/9pmOffering Chef’s Tasting Menu only. Unfortunately, our regular menu is unavailable at this time. Follow our website, Facebook, or IG for most current menu offerings... or just give us a call!Please contact the restaurant with ALL dietary restrictions 24 hours before reservation for us to accommodate. Thank you for your support during these unprecedented times! Looking forward to seeing you again!Nestled in the heart of Old Town and away from the bustling downtown streets of Key West, Florida, sits an excellent spot for fresh local catch and innovative cuisine with a tropical twist. Reservations are recommended!! Please call us for parties larger than 4 people.
A photo of Martin's restaurant
2. Martin's
4.6
Exceptional(1797)
Price: Very Expensive
• European • Key West
Booked 24 times today
Martin's surprises the guest with a classic and tropical mix. As soon as you arrive, you will feel surrounded by European sophistication with a touch of the playfulness of the tropics - just like our menu.All dining areas - the formal dining room, the lounge and the garden, are flexible as our menu. From the highest quality steaks and seafood, to classic European cuisine to tropically inspired tapas, there is surely something to please every palate. In addition to a carefully curated selection of imported and domestic wines and champagnes, the bar provides a complete range of tropical and classic cocktails.
A photo of Red Shoe Island Bistro restaurant
3. Red Shoe Island Bistro
5.0
Exceptional(1290)
Price: Expensive
• American • Key West
Booked 19 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 Viva Argentinean Steakhouse restaurant
4. Viva Argentinean Steakhouse
4.1
Excellent(487)
Price: Expensive
• Argentinean • Key West
Booked 20 times today
Welcome to Viva Argentinian Steakhouse. One of the most unique and exciting venues in Key West. We count with the largest patio with live music, offering lunch, happy hour & dinner. The only outdoor tiki bar on Duval St. and a hidden Speakeasy bar 'Follow the Rabbit' inside. Premium Argentine grass-fed steaks, seafood and a beautiful variety of authentic Argentine flavors. Locally owned & operated.
A photo of Rams Head Southernmost restaurant
5. Rams Head Southernmost
4.8
Exceptional(146)
Price: Moderate
• American • Key West
Booked 22 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 Bagatelle restaurant
6. Bagatelle
4.6
Exceptional(4136)
Price: Moderate
• Seafood • Key West
Booked 59 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.
A photo of A&B Lobster House restaurant
7. A&B Lobster House
4.7
Exceptional(4819)
Price: Very Expensive
• Seafood • Key West
Booked 51 times today
A&B Lobster House is a perfect date night spot. Reviews rave about its 'beautiful surroundings', 'upscale service', and 'ambiance'. The 'delicious food' and 'excellent service' make it a standout for special occasions. With its 'quiet and intimate setting', it's the perfect place to treat yourself or your loved one.
A photo of Cafe Sole - Key West restaurant
8. Cafe Sole - Key West
4.8
Exceptional(3501)
Price: Very Expensive
• French • Key West
Booked 29 times today
Café Solé has captured the hearts and palates of locals and visitors lucky enough to discover this culinary gem off the beaten path. By combining his French mastery of sauces with fresh locally caught seafood, John has created a menu unlike any on the island, where every dish is bursting with indescribable flavors. Mutton snapper in pesto and champagne, yellowtail in a beurre blanc of lobster or a rare hog snapper with red pepper zabaglione top a list of nightly specials. As for the classics, the Duck a L'Orange, Rack of Lamb with herb de Province and Lobster Bouillaise are as authentic as you will find this side of Paris. Chef Correa combines the best of both of his worlds, European and Caribbean to win the People's Choice and Best Entree awards at a recent Master Chefs Classic
A photo of Prime Steakhouse restaurant
9. Prime Steakhouse
4.8
Exceptional(3046)
Price: Very Expensive
• Steakhouse • Key West
Booked 40 times today
Prime Steakhouse offers the finest steaks in the Florida Keys! Whether a 24oz Bone in Rib Eye or a succulent Filet, grilled to perfection, Prime is the best kept secret in Key West. Tucked away in the Conch Harbor Marina above Dante's, settle into our intimate dining room and let our servers take care of the rest. In addition to fabulous steaks, Prime serves Fresh Florida Lobster and nightly Seafood and Pasta specials. Nightly specials may also include a 16 oz Bone In Filet, Double Bone Pork Chop and an outrageous 16oz Veal Chop. Don't miss the Crab Cake and the Smoked Gouda & White Truffle Macaroni & Cheese. Noted for it's impeccable world-class service, the finest wines from the USA, Italy & France and a superb Martini and Cocktail menu, Prime has become the locals favorite Steakhouse!
A photo of La Trattoria Old Town restaurant
10. La Trattoria Old Town
4.7
Exceptional(2943)
Price: Moderate
• Italian • Key West
Booked 48 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.

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See what locals rave about

From verified diners like you
From verified diners like you
  • Dawn
    Minneapolis - St. Paul •16 reviews
    4.0
    Dined 1 day ago
    Delicious! The Grouper Meuniere and the Yellowtail Snapper special was so good. We also added the Grilled Veggie Sampler to our meal instead of individual sides which was perfect. For dessert we split the Belgium chocolate mousse. A perfect ending! We were seated in the dining room which was lovely but loud because of large parties.
    More info
    Martin'sPrice: Very Expensive• European• Key West
    •
    4.6
  • MarkVIP
    Minneapolis - St. Paul •9 reviews
    5.0
    Dined 2 days ago
    For those who truly love a foodie experience like no other, this is your place. Positioned on a quiet residential street corner in Old Town Key West, the setting is intimate and charmingly low-tech. While the price tag for the fixed menu is high, this is the place for that conversational experience you have been waiting to have with a favorite guest or partner with whom you are still madly in love. The food is peerless in terms of the innovation, flavors and delicious. While the menu is fixed, one has a choice among three for all of the dinner's 4 courses. Small, delicate portions but other worldly, too. This is a meal for people who really love food, and not just for the quantity of it.
    More info
    Little PearlPrice: Very Expensive• Seafood• Key West
    •
    4.9
  • Mary Ann
    Raleigh / Durham / Chapel Hill •12 reviews
    5.0
    Dined 2 days ago
    Enjoyed this restaurant. Felt like I was definitely dining with locals rather than rowdy tourist! Food and service was good and the atmosphere was fantastic! I will definitely visit again next time I’m in KW.
    More info
    Red Shoe Island BistroPrice: Expensive• American• Key West
    •
    5
  • FELICIAVIP
    Southwest Florida •22 reviews
    5.0
    Dined 3 days ago
    Fabulous in every way….sit outside in the back & enjoy the evening.
    More info
    Viva Argentinean SteakhousePrice: Expensive• Argentinean• Key West
    •
    4.1
  • Robin
    Hawaii •1 review
    5.0
    Dined 6 days ago
    Service was fabulous and atmosphere was very nice.
    More info
    Rams Head SouthernmostPrice: Moderate• American• Key West
    •
    4.8

Discover best date night restaurants in Key West

Planning the perfect date night in Key West, Florida Keys? Discover a collection of enchanting restaurants that promise to make your evening truly special. Key West offers a diverse dining scene, from intimate seafood spots to upscale dining establishments, ensuring there's something to satisfy every taste and occasion. Each restaurant features a unique ambiance, excellent service, and a menu crafted to enchant your senses and elevate your special night out. Whether you're looking for a quiet, romantic setting or an engaging culinary show, Key West's date night venues provide the perfect backdrop for a memorable evening. Enjoy well-prepared dishes and fine wines in settings that range from sophisticated to casually elegant. Make your next date night extraordinary by exploring the best that Key West has to offer, making every moment count in this picturesque locale.

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