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Best Date Night Restaurants in Big Pine Key

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10 restaurants available nearby

A photo of Little Pearl restaurant
1. Little Pearl
4.9
Exceptional(2874)
Price: Very Expensive
• Seafood • Key West
Booked 19 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 Red Shoe Island Bistro restaurant
2. Red Shoe Island Bistro
4.9
Exceptional(1430)
Price: Expensive
• American • Key West
Booked 29 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. We offer a 6 pm and an 8 pm seating. 24 Hour Cancellation window. For the consideration of our guests, we do not accept parties over the size of six (6), without the permission for the owners. 20% gratuity added to parties of six (6) or more.BEER AND WINE AVAILABLE ONLY. No Children's menu available.
A photo of A&B Lobster House restaurant
3. A&B Lobster House
4.7
Exceptional(4948)
Price: Very Expensive
• Seafood • Key West
Booked 73 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 Bel Mare restaurant
4. Bel Mare
4.6
Exceptional(1280)
Price: Very Expensive
• Italian • Key West
Booked 20 times today
"Bel Mare means 'beautiful ocean' in Italian. We specialize in coastal Italian food served with an emphasis on traditional fine dining. Not only does our food come from that beautiful ocean, but our dining room overlooks it. The gorgeous yachts docked in the foreground of the A&B Marina make for stunning views and sunsets over that beautiful ocean!"
A photo of Viva Argentinean Steakhouse restaurant
5. Viva Argentinean Steakhouse
4.4
Awesome(524)
Price: Expensive
• Argentinean • Key West
Booked 14 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 ​Four Flamingos, A Richard Blais Key West Kitchen restaurant
6. ​Four Flamingos, A Richard Blais Key West Kitchen
4.0
Excellent(195)
Price: Very Expensive
• Seafood • Key West
Booked 2 times today
For Reservations please visit us at www.fourlamingoskeywest.com Opened May 6th! Acclaimed celebrity chef and beloved television personality Richard Blais announces a Key West unique experience, Four Flamingos, A Richard Blais Key West Kitchen, located inside the Hyatt Centric Key West Resort & Spa. The waterfront sea-to-table concept pays homage to the original Four Flamingos in Orlando, Florida, offering a modern dining experience combining the memory of vintage era with the bounty of the southernmost island in the United States.
A photo of Alonzo's Oyster Bar restaurant
7. Alonzo's Oyster Bar
4.4
Awesome(698)
Price: Moderate
• Seafood • Key West
Booked 23 times today
Long before there was a boardwalk, friends Alonzo Cothron & Berlin Felton’s original establishment was a fish house. Boats would pull up right outside and throw the fish straight in!We’ve changed a little since then, but the most important thing remains the same - guests can still kick back and experience the freshest, locally caught seafood in one hand, a cold beverage in the other, soak in the view, and watch the world go by.
A photo of Matt's Stock Island Kitchen & Bar at The Perry Hotel restaurant
8. Matt's Stock Island Kitchen & Bar at The Perry Hotel
4.5
Awesome(492)
Price: Very Expensive
• Southern • Key West
Booked 8 times today
At Matt’s Stock Island Kitchen & Bar, the ingredients speak for themselves. It’s American Coastal Comfort Food—simple, comforting, and delicious in a way you’d never expect. Whether you bring in your own fresh catch for us to prepare or come in to order just a few dishes, you’ll want to try everything on the menu. Don't miss our signature seafood towers filled with oysters, shrimp, clam, tuna tartare, and ceviche.
A photo of Azur restaurant
9. Azur
4.5
Awesome(2899)
Price: Moderate
• Mediterranean • Key West
Booked 20 times today
Conveniently located in the heart of old Key West, AZUR Restaurant is the locals' and visitors' favorite for creative, Mediterranean cuisine. Whether you choose our shaded terrace or the cool blue dining room, please join us for a hearty breakfast featuring a few new twists, an al fresco lunch by the waterfall, or an intimate dinner with offerings including old favorites and new creations. AZUR is within walking distance of most guest houses and hotels, and also has free parking. For a completely unique dining experience in Old Town, AZUR is a must on your list of innovative-chef restaurants in Key West.
A photo of Stinkin Crawfish Key West restaurant
10. Stinkin Crawfish Key West
4.3
Awesome(103)
Price: Moderate
• Seafood • Key West
Booked 8 times today
Stinkin Crawfish is about quality seafood, friendly service and a fun dining experience!
‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.

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