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Diners' Choice: Good for special occasions restaurants in Florida Keys - Monroe County

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OpenTable
Updated July 05, 2024

Looking for the best special occasion restaurants in Florida Keys - Monroe County? You’re in the right place. Each month, OpenTable analyzes nearly 2 million global diner reviews from the past four months. We sort the results by location and category to help you discover new favorite restaurants. It's a great partnership: you reserve, eat, and review. We listen...and deliver the results for all to benefit. Enjoy!


A photo of Prime Steakhouse restaurant
4.8
4.8 (2918)
$50 and over
Steakhouse
Key West
About the restaurant
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!
Top review
OpenTable Diner
Dined 3 days ago
Wonderful dinner and they treated us like VIP’s. Food was excellent
A photo of Cafe Marquesa restaurant
4.8
4.8 (2874)
$50 and over
Contemporary American
Key West
About the restaurant
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.


Top review
OpenTable Dinervip
Dined 4 days ago
Excellent food and service. Highly recommend for any occasion
A photo of Bel Mare restaurant
4.8
4.8 (1157)
$50 and over
Italian
Key West
About the restaurant
"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!"
Top review
Jdr81
Dined 2 days ago
Service was wonderful and food very good. Veal bolognese was delicious as was the mushroom taleggio soup. Definitely an elevated atmosphere in Key West. Not cheap but a better value for the money than most places we ate in KW.
A photo of A&B Lobster House restaurant
4.7
4.7 (4623)
$50 and over
Seafood
Key West
About the restaurant
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.

Top review
OpenTable Diner
Dined 2 days ago
Nice view. Well advised by the waiter. Very nice experience
A photo of Plaza Grill restaurant
4.7
4.7 (70)
$50 and over
Steakhouse
Marathon
About the restaurant
Plaza Grill offers a sophisticated, friendly, relaxing atmosphere, a cozy bar, comfortable chairs, attentive service, an award-winning wine list, and an unparalleled menu.
Get a selective glass of wine 25% off from 5:00 p.m. to 6:00 p.m.

Top review
OpenTable Dinervip
Dined on Jul 2, 2024
Excellent food, service and ambiance! It was a quiet Tuesday evening and very relaxing
A photo of Tavern N’ Town – Beachside Resort & Residences restaurant
4.6
4.6 (2065)
$31 to $50
Contemporary American
Key West
About the restaurant
Located just off the Grand Lobby of the Beachside Resort & Residences is the Tavern N Town restaurant - where locals go and fast becoming one of Key West’s most popular attractions. Here grande surroundings and the simple pleasures of life come together in perfect harmony. And here you will find as many reasons to linger as there are tempting items on our inspired menu.
Top review
OpenTable Dinervip
Dined on Jul 3, 2024
Fresh Calimari. One of the best Burgers I have every had!!! Great ambience and service. Worth a visit.
A photo of Calusa at Baker's Cay Resort Key Largo restaurant
4.5
4.5 (986)
$31 to $50
Contemporary American
Key Largo
About the restaurant
Begin and end the day at Calusa, an indoor/outdoor Creole-Caribbean restaurant hinting at a sliver of New Orleans flavors. Enjoy your morning specialty Illy coffees with panoramic views of the crystalline blue waters of the Florida Bay and end the day with the most eloquent paint brushed sunset evenings. The intricacies of the cuisine will shine through with native elements that are true to the spirit of the Florida Keys.
Top review
Eatingontheroad
Dined on Jul 4, 2024
Excellent food, service, ambience, and view. Menu is a bit smaller than other restaurants, but this seems to allow the kitchen to focus on quality. Sunset view cannot be missed.
A photo of Bob's on Margaret restaurant
4.5
4.5 (126)
$30 and under
Seafood
Key West
About the restaurant
Discover a culinary gem nestled in the heart of Key West

Welcome to our newest addition to the neighborhood
Our menu boasts an array of delectable dishes crafted with the finest ingredients, ensuring a symphony of
flavors. Whether you're craving seafood delights, savory classics, or innovative creations, our kitchen delivers
with finesse. Pair your meal with our curated selection of wines and cocktails

With both indoor and outdoor seating and private room (we also have a private entrance/exit), our restaurant invites you to savor your meal amidst the lively ambiance of dining room or under the starlit sky on our charming patio.

Whether you're celebrating a special occasion or simply enjoying a night out with friends, our restaurant offers
the perfect backdrop for memorable moments.

Top review
GTownResidentvip
Dined on Jun 19, 2024
Everything was great! I have been there several times, and Bob's never fails to impress. Our table had the pork chop, the shrimp and scallops, and the short ribs. Everyone was very pleased! They also have a great happy hour..
A photo of Pierre's Restaurant & Lounge restaurant
4.4
4.4 (1438)
$50 and over
Contemporary French / American
Islamorada
About the restaurant
Located in the heart of Islamorada at mile marker 81.6, Pierre's Restaurant is set amidst a glorious, palm-lined beach overlooking blue waters, with walking paths through tropical flowers and a thatched forest. The two-story exterior resembles the old colonial style residences found in West Africa, but its interior reflects different cultures from around the world. Pierre's offers fine dining on the second floor. Guests may enjoy meals indoors, or on the balcony-accompanied by Islamorada's spectacular sunsets and tropical views. The Green Flash Lounge serves guests on the main floor and the downstairs veranda. Outdoor seating is first come, first served and not available to be reserved.


Top review
NicolasCvip
Dined 1 day ago
It was amazing I would recommend the six course menu
A photo of Bangkok Happy Bowl Asian Bistro & Sushi Bar - Key West restaurant
4.3
4.3 (19)
$30 and under
Asian
Key West
About the restaurant
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!
Top review
OpenTable Dinervip
Dined 2 days ago
The food was fantastic! We started off with gyoza and chicken satay and my son had pad Thai - pork. I had the orange bowl. Service was excellent! A true gem in Key West!
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