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Restaurants near Highland Square

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63 restaurants available nearby

A photo of Columbia Restaurant - SandKey restaurant
1. Columbia Restaurant - SandKey
4.7
Exceptional(9536)
Price: Moderate
• Spanish • Clearwater Beach
Booked 71 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 Black Pearl restaurant
2. The Black Pearl
4.9
Exceptional(586)
Price: Very Expensive
• French American • Dunedin
Booked 14 times today
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 a farm-to-table menu with food made from fresh locally sourced ingredients. The restaurant offers a cozy romantic ambience with chic, up class interiors.
A photo of The Living Room on Main restaurant
3. The Living Room on Main
4.6
Exceptional(349)
Price: Expensive
• American • Dunedin
Booked 10 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. Island Way Grill
4.4
Awesome(4292)
Price: Moderate
• Seafood • Clearwater Beach
Booked 25 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 Clear Sky on Cleveland restaurant
5. Clear Sky on Cleveland
4.7
Exceptional(2259)
Price: Moderate
• Seafood • Clearwater
Booked 34 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 Bon Appetit restaurant
6. Bon Appetit
4.7
Exceptional(3528)
Price: Expensive
• Contemporary American • Dunedin
Dunedin's landmark restaurant offers waterfront dining in a sophisticated but relaxed setting; stunning water views of St. Joseph Sound, Honeymoon, Caladesi Island, and Clearwater Beach. Chef Cruz Pantoja has created an exciting menu showcasing fresh local seafood, steaks, and produce; inspired by global flavors. Enjoy alfresco dining at the Marina Bar or Waterfront Terrace with the same menu and phenomenal views and sunsets. Craft cocktails, full bar, featured local breweries, and an extensive wine list will satisfy everyone. Come and enjoy Dunedin's premier waterfront restaurant, our team is excited for the opportunity to serve you.***Please note that your reservation is for our interior Bon Appetit Dining Room and we will assign you the best table available upon your arrival. All tables at Bon Appetit have water views. Dining on the outdoor Waterfront Terrace and Marina Bar remain “first come - first serve”. Unfortunately we are not able to take reservations for outdoor
A photo of HEW Parlor & Chophouse restaurant
7. HEW Parlor & Chophouse
4.7
Exceptional(686)
Price: Expensive
• Steakhouse • Dunedin
Booked 8 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 Lucky Lobster Co restaurant
8. Lucky Lobster Co
4.7
Exceptional(2313)
Price: Expensive
• Seafood • Dunedin
Booked 8 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 The Restorative restaurant
9. The Restorative
5.0
Exceptional(44)
Price: Very Expensive
• Contemporary American • Dunedin
Booked 2 times today
Husband and wife Chef Owners Jason & Erin "Cricket" Borajkiewicz create a small menu changing two-three times a week. After working seasonally in Nantucket, Martha's Vineyard, Puerto Rico, and Charleston, the two chefs decided to put down roots in Jason's hometown.With an ever changing menu, there's no telling what you'll have when you dine with us, but rest assured that you'll leave feeling restored
A photo of Valentino Ristorante Italiano restaurant
10. Valentino Ristorante Italiano
4.6
Exceptional(34)
Price: Very Expensive
• Italian • Safety Harbor
Booked 9 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.

Dining near Highland Square at a glance

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The Restorative

5

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American

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See what locals rave about

From verified diners like you
From verified diners like you
  • KG123
    Tampa / Central Florida West •1 review
    5.0
    Dined 1 day ago
    Our server Alex was great! We had a party on 10 outside and he was always there to check in and make sure we were good on drinks. We had one friend with a gluten allergy and he was very helpful with recommendations that were gluten free. Thank you!
    More info
    The Living Room on MainPrice: Expensive• American• Dunedin
    •
    4.6
  • Melanie
    Northwest Florida •1 review
    5.0
    Dined 2 days ago
    We ate at The Black Pearl for the first time last night and it was excellent! What a hidden little gem in Dunedin. We love the small quaint setting. It has an elegant atmosphere despite being in a small downtown location. All of the wait staff are very knowledgeable and attentive. The sommelier’s wine pairing recommendations were perfect. Everything we ate was delicious and the presentation was exactly what you would expect for a more high-end restaurant. It is perfect for any special occasion! We will definitely return.
    More info
    The Black PearlPrice: Very Expensive• French American• Dunedin
    •
    4.9
  • Deborah
    Orlando / Central Florida East •3 reviews
    5.0
    Dined 3 days ago
    Very good experience. Great value for an elegant dinner experience. Free valet service, good location
    More info
    Island Way GrillPrice: Moderate• Seafood• Clearwater Beach
    •
    4.4
  • Davidvip
    Tampa / Central Florida West •28 reviews
    5.0
    Dined 4 days ago
    Excellent food, very good service, wine was ehh,but the waitress was nice and allowed us to try two other kinds. We will be back frequently, but bring our own wine. 
    More info
    The RestorativePrice: Very Expensive• Contemporary American• Dunedin
    •
    5
  • vincevip
    New York City •51 reviews
    4.0
    Dined on Nov 9, 2024
    Haven’t been here in a while. Food and views are equally good. Relaxing piano music inside. Neighborhood gem.
    More info
    Bon AppetitPrice: Expensive• Contemporary American• Dunedin
    •
    4.7

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