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Restaurants near Highland Square

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64 restaurants available nearby

A photo of Columbia Restaurant - SandKey restaurant
4.8
Exceptional(9725)
Price: Moderate
• Spanish • Clearwater Beach
Booked 129 times today
Waterfront dining at its finest! Family-owned and operated for 115 years, Columbia has earned acclaim for its old-world charm and award-winning Spanish/Cuban cuisine. Casual attire is fine, but we don’t allow sleeveless shirts on men in the dining room. Choose a table looking out onto the radiant blue waters of the Intracoastal Waterway from the Mediterranean dining room, or experience the casual atmosphere from our outdoor deck on the water. Join us for century-old family recipes like Paella a la Valenciana, Roast Pork a la Cubana and fresh seafood specialties. Sample a fine Spanish wine like Montecillo or Campillo. We are a sister to the Columbia in Tampa's Ybor City, founded in 1905. Children's menu available. Open 365 days a year, including all holidays.
A photo of The Living Room on Main restaurant
4.5
Awesome(390)
Price: Expensive
• American • Dunedin
Booked 32 times today
The Living Room on Main serves up delicious New American cuisine specializing in upscale fare. Our award-winning scratch kitchen ensures our guests taste the difference in our food at Brunch, Lunch, Dinner, or Late Night. Our full-service bar offers a best-in-class cocktail experience, coupled with live music 3 nights a week- all in an elegant & relaxed atmosphere ideal for losing track of time - and you have the recipe for an incredible local hang out for any occasion.
A photo of Island Way Grill restaurant
4.5
Awesome(4420)
Price: Moderate
• Seafood • Clearwater Beach
Booked 106 times today
At the Island Way Grill, we're all about fresh fish. Our own boats make daily trips to the middle grounds to bring back fresh tuna, mahi, snapper and other local varieties. No long-line fish here-just hook, rod, and reel. If it's any fresher, it is still in the gulf. Most of our cooking revolves around our oak and citrus fired open pit, which sears at an extremely high temperature and adds a delicious smokiness to everything grilled. You'll find an abundance of fresh herbs and only the best quality seasonings. Fresh vegetables are used throughout our menu, and all soups and sauces are hand-prepared. We are also proud to provide an excellent selection of the worlds best oysters flown in fresh for your enjoyment. In addition to our menu, our chefs prepare a varied assortment of daily specials that always add an element of interest to our every-day offerings.
A photo of The Black Pearl restaurant
4.9
Exceptional(669)
Price: Very Expensive
• French American • Dunedin
Booked 26 times today
We will be offering our 8+ course dinner for the upcoming holidays for $125 per person on the following dates. Wine pairings to the courses will be offered at an additional charge with prices subject to change from...December 20th - January 9th ThenFebruary 7th - February 20th........................................................................................................................................................................................................................The Black Pearl restaurant serves a modern American and French cuisine. All meals at the restaurant are prepared by the chef duo Christopher Artrip (Exceutive Chef) and Ian Got (Sous Chef). The restaurant serves food made from fresh locally sourced ingredients. The restaurant offers a cozy romantic ambience with chic, up class interiors.
A photo of Clear Sky on Cleveland restaurant
4.7
Exceptional(2386)
Price: Moderate
• Seafood • Clearwater
Booked 27 times today
Clear Sky's newest dining experience is a Global Bistro located in Clearwater's historical Cleveland Street District and features cuisine from around the globe! Clear Sky's newest dining experience is a Global Bistro located in Clearwater's historical Cleveland Street District and features cuisine from around the globe!
A photo of Crown & Bull restaurant
4.6
Exceptional(266)
Price: Moderate
• American • Dunedin
Booked 32 times today
Nestled in the heart of beautiful downtown Dunedin. Crown & Bull offers an upscale modern American fare. We pride ourselves on locally sourced food. We work with local farms and ranches to deliver the best ingredients possible. We have indoor and outdoor seating, live music on select days and a full bar with craft cocktails and local beers from local breweries.
A photo of Valentino Ristorante Italiano restaurant
4.5
Awesome(131)
Price: Very Expensive
• Italian • Safety Harbor
Booked 26 times today
Reserve now for private parties, celebrations, events, and holiday gatherings.Nestled in Clearwater, our Italian restaurant blends culinary artistry with impeccable service and refined elegance. Enjoy a gastronomic journey of tradition and innovation, with each dish a masterpiece of the finest ingredients.Our chef honors his Italian heritage to tantalize your palate. Expect 5-star service from our attentive staff, ensuring an extraordinary dining experience. Our enchanting ambiance and sophisticated décor provide the perfect backdrop for any occasion. Live entertainment on Thursday - Saturday enhances your visit.Discover Valentino Ristorante Italiano, where passion for food and commitment to excellence create unforgettable moments.
A photo of Lucky Lobster Co restaurant
4.7
Exceptional(2357)
Price: Expensive
• Seafood • Dunedin
Booked 16 times today
Lobster Shack & Clam Bar, Grilled Fish , and much more, Lucky Lobster offers our guests the convenience of 53 onsite parking spaces located on the property and directly across the street
A photo of HEW Parlor & Chophouse restaurant
4.3
Awesome(732)
Price: Expensive
• Steakhouse • Dunedin
Booked 12 times today
A creative nod to Fenway Hotel’s original architect, Herman Everett Wendell. To ‘hew’ also means to cut or chop.Comprised of three show-stopping elements, each identified with a slightly different rhythm. Discover our intimate parlor bar, showcasing an extensive whisky and Scotch collection inspired by Dunedin’s Scottish heritage. A lively lounge atmosphere is accentuated by water views.Chophouse cuts and chef-driven seasonal preparations. Authentic and far from stuffy. This is the new neighborhood gathering spot.Taking center stage is our chef’s counter seating with front seat views of the hustle and bustle of a production kitchen. The interaction with our culinary team makes this the most sought-after ticket.An alfresco veranda dining option just adds to the allure.
A photo of Bon Appetit restaurant
4.6
Exceptional(3516)
Price: Moderate
• Contemporary American • Dunedin
## Bon Appétit: Where Coastal Charm Meets Culinary Delights Nestled on the waterfront of Dunedin, Florida, Bon Appétit Restaurant offers an unforgettable dining experience. With breathtaking panoramic views of St. Joseph Sound, the restaurant captures the essence of coastal living, inviting you to unwind and savor the moment. Step inside and be greeted by a warm and inviting ambiance. The elegant décor and attentive service create a sophisticated yet relaxed atmosphere, perfect for a romantic dinner, a special occasion, or a casual gathering with friends and family. Bon Appétit's menu is a culinary journey, showcasing a blend of European and American cuisines. Fresh, seasonal ingredients are transformed into delectable dishes that tantalize the taste buds. From succulent seafood to tender steaks and flavorful vegetarian options, there's something to satisfy every palate. Indulge in the signature Grouper Bon Appétit, pan-seared to perfection and accompanied by heirloom tomatoes, caper berries, and a lemon butter sauce. Or, savor the Kona Crusted Ribeye, a juicy cut of meat coated in a coffee crust and served with a cognac green peppercorn sauce. For a lighter option, the Lobster & Avocado Stack offers a refreshing combination of fresh mango, toasted pistachio, and a creamy cognac sauce.

Dining near Highland Square at a glance

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Joseph's Tea Bar

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See what locals rave about

From verified diners like you
From verified diners like you
  • Robert
    New York City •2 reviews
    5.0
    Dined 1 day ago
    Everything was perfect for our lunch at The Columbia but the weather—we asked for outdoor seating and a cold wind started just as our food arrived. But the sangria made at the table with fresh fruit and wine was excellent, as was all of the food. Great staff, from the hostess to the wait staff to the parking valet. We’ve now been to all the Columbia restaurants and they do it right! Love their food!
    More info
    Columbia Restaurant - SandKeyPrice: Moderate• Spanish• Clearwater Beach
    4.8
  • John
    Tampa / Central Florida West •16 reviews
    5.0
    Dined 2 days ago
    Great experience at the Black Pearl. We went on Saturday, February 15, 2025 and they still had the 4 course tasting menu from Valentine’s Day. Our waiter Sean was fantastic and thoroughly explained the menu. The sommelier, Tommy, was very knowledgeable. Will go back to the Black Pearl very soon. Food was fantastic, and the ambience was very romantic. 
    More info
    The Black PearlPrice: Very Expensive• French American• Dunedin
    4.9
  • ConnieVIP
    Cincinnati / Dayton •13 reviews
    5.0
    Dined 3 days ago
    We had a remarkable Valentine’s dining experience here. The chefs here are creative & talented & we were so happy to find a restaurant serving food like this in this area, as we have found these kind of choices to be lacking. Between the two of us we had the house made naan with liver pâté that was outstanding, the scallops starter, the sirloin and cod entrees & the most delicious goat cheesecake for dessert. Everything was cooked & seasoned to perfection and the presentation was on point. Table service was friendly and at a comfortable pace. Don’t let the location in the strip mall fool you- the food being created in this restaurant is as good as many fine dining places in big foodie cities. We will definitely be back Next time we will reserve for seating at the bar so we can watch these chefs in action. Bravo!👏🏻
    More info
    The RestorativePrice: Very Expensive• Contemporary American• Dunedin
    4.9
  • John
    Washington, D.C. Area •1 review
    5.0
    Dined 3 days ago
    First time dining @ TLR. We really enjoyed the restaurants decor and seating options. The food & service were outstanding! Highly recommend The Living Room!
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    The Living Room on MainPrice: Expensive• American• Dunedin
    4.5
  • MaryM
    Chicago / Illinois •6 reviews
    5.0
    Dined 3 days ago
    We had a wonderful experience at your restaurant. Our server Jacob was fantastic, kind and very knowledgeable. Everyone worked very hard and appeared to enjoy their jobs. Excellent Food and service. We had the calamari appetizer the best we have found for sure. Thanks so much for a wonderful Valentine's experience.
    More info
    Island Way GrillPrice: Moderate• Seafood• Clearwater Beach
    4.5
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