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Explore Sarasota

Where the Locals Eat

Sixty years of eating around Sarasota, distilled into a shortlist. From white-tablecloth Italian to a proper Chicago beef — these are Tracy's picks.

Mediterraneo Ristorante Italiano

Italian

Longtime Sarasota favorite for authentic Northern Italian cuisine, fine wines, and elegant dining.

$50–$80 per person
1970 Main St, Sarasota, FL 34236
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Tony's Chicago Beef

Chicago-style Sandwiches

Authentic Chicago-style Italian beef & dogs with the whole windy-city flair — roasted beef in gravy, loaded combos, and nostalgia served hot.

$10–$20 per person
6569 Superior Ave, Sarasota, FL 34231
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Cuba 1958

Cuban

Stylish Cuban restaurant offering vibrant flavors, craft cocktails, and a lively atmosphere inspired by Havana.

$35–$60 per person
1766 Main St, Sarasota, FL 34236
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The Rosemary & Thyme

American Bistro

Farm-to-table bistro serving refined American dishes with healthy, seasonal ingredients.

$50–$70 per person
411 N Orange Ave, Sarasota, FL 34236
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Brine Seafood & Raw Bar

Seafood / Raw Bar

Upscale casual eatery highlighting seafood classics and a rotating raw bar with oysters and coastal favorites.

$35–$60 per person
2250 Gulf Gate Dr, Sarasota, FL 34231
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Dry Dock Waterfront Grill

Seafood / American

Laid-back waterfront spot on Longboat Key offering fresh grouper, seafood, steaks, and beautiful bay views.

$31–$50 per person
412 Gulf of Mexico Dr, Longboat Key, FL 34228
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Siesta Key Oyster Bar (SKOB)

Seafood / Bar & Grill

Energetic, beachy oyster bar with live music, fresh oysters, cold beer, and cocktails — casual and fun for groups.

$20–$40 per person
5238 Ocean Blvd, Sarasota, FL 34242
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Summer House Steak & Seafood

Steakhouse / Seafood

Elegant yet relaxed steakhouse with seafood flair, featuring prime cuts, fresh fish, and cocktails.

$50–$80 per person
149 Avenida Messina, Siesta Key, FL 34242
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MVP — My Village Pub

American / Pub fare

Siesta Key's go-to sports bar, known for its vibrant atmosphere, 40+ TVs, local draft beers, and comfort-food favorites like burgers and chicken tacos.

$20–$40 per person
5200 Ocean Blvd, Siesta Key, FL 34242
Find on Google Maps

Prices are approximate and change; hours and menus vary seasonally. Links open Google Maps for hours, menus, and directions.

Let’s talk

Want a neighborhood you can walk to dinner from?

Downtown, Gulf Gate, Siesta Village, St. Armands — Tracy knows which streets put the best tables within strolling distance.

Call or text 813-267-1312