Best Italian Restaurants in Annapolis

Real videos of Italian Restaurants in Annapolis — 4 places, filmed by creators on the ground.

Ranked venues

O'Learys Seafood Restaurant
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$$$CasualWaterfrontFreshCrab cakesClam chowderWaterfront views
About the venue
O'Learys Seafood Restaurant in Annapolis specializes in fresh seafood dishes, including their well-regarded crab cakes and clam chowder. Set in a casual environment, the menu emphasizes locally sourced seafood reflecting the Chesapeake Bay area's bounty. Diners can expect outdoor seating with beautiful waterfront views, making it an ideal locale for warm weather dining. Regulars appreciate the friendly service and the consistency in quality.
What the videos show
The video showcases a variety of dishes served at a restaurant, including pasta with white sauce, fish with green vegetables, scallops with spinach, and lobster with rice. The camera pans across the table, highlighting each dish before briefly showing two women sitting at the table and then shifting to a view outside through a window, showing tall grasses and a backdrop of trees and houses.
310 Third St
@annapolitan_eats
Cooper’s Hawk Winery & Restaurant
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$$ElegantInvitingSocialHouse-made winesTasting roomSeasonal dishes
About the venue
Cooper's Hawk Winery & Restaurant in Parole offers an extensive wine list featuring house-made wines alongside a full-service dining menu. The space includes a tasting room where guests can enjoy wine flights and pair them with seasonal dishes. Neighboring a shopping center, it attracts both wine lovers and diners seeking a relaxed atmosphere for gatherings. Special events and wine tastings are frequent here, making it popular for date nights and celebrations.
What the videos show
The video showcases a close-up of a plate of pasta with cherry tomatoes, mushrooms, and a dollop of white sauce, garnished with herbs. The camera slowly zooms out to reveal more of the dish.
1906 Towne Centre Blvd
@Laila.white.and.the.7.bites
Leo Annapolis
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LivelyWaterfrontContemporaryClassic cocktailsExtensive menuBeautiful views
About the venue
Leo Annapolis is located on West Street in Annapolis, offering American-style cuisine in a classic yet contemporary setting. Opened in 2018, the restaurant features indoor and outdoor seating with views of the waterfront. The extensive menu includes seafood, steaks, and vegetarian options, catering to a broad audience. Known for its lively brunch scenes and classic cocktails, it’s a popular choice for both locals and tourists.
What the videos show
The video starts with a close-up of a plate of risotto garnished with herbs, followed by a piece of fish on another plate. It then pans to show people seated at tables within the restaurant setting. The focus shifts to the bar area where staff members are working behind the counter, and a customer is sitting facing away from the camera at one of the stools near the bar.
212 West St
@ForkwithAltitude
Carrol's Creek Cafe
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$$$Family-friendlyScenicRelaxedWaterfront viewsSeafood chowderOutdoor deck
About the venue
Carrol's Creek Cafe, situated at 410 Severn Ave in Annapolis, Maryland, has been serving classic American cuisine since 1988. Renowned for its waterfront views of Back Creek, this eatery offers outdoor seating on a spacious deck. Menu highlights include the crab cakes and the famous seafood chowder. With a blend of locals and tourists, it’s a popular destination for both lunch and dinner.
What the videos show
The video showcases a plate of shrimp scampi with a creamy sauce and garnishes. The camera remains static, focusing solely on the dish without any movement.
410 Severn Ave
@MariahAbroad