Jul 30, 2026

Summer and Annapolis seem made for each other. Boats fill the harbor, the waterfront buzzes with activity, and outdoor tables become some of the most sought-after seats in town. If you’re looking for a memorable meal with a view, the city offers everything from historic taverns to seafood institutions that have welcomed locals and visitors for decades. Here are a few waterfront favorites to add to your list.

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Why Waterfront Dining Is Part of the Annapolis Experience

Annapolis has always been tied to the Chesapeake Bay, and that connection shapes much of the city’s dining scene. Restaurants overlooking the water serve fresh local seafood alongside classic Maryland favorites, while marinas, sailboats, and passing yachts create a backdrop that’s difficult to match. Some restaurants celebrate the city’s colonial history, while others embrace a more laid-back coastal feel, giving diners plenty of choices for lunch, dinner, or a sunset meal.

Boatyard Bar & Grill

Located in Eastport, Boatyard Bar & Grill has earned a loyal following thanks to its welcoming atmosphere and fresh Chesapeake seafood. The restaurant is especially well known for its crab cakes, oysters, and daily seafood specials, all served in a space that celebrates Annapolis’ boating culture. It’s a lively stop after a day on the water and an easy recommendation for anyone hoping to experience a true local favorite.

Middleton Tavern

Few restaurants carry as much history as Middleton Tavern. Overlooking City Dock, it has been serving guests since 1750 and remains one of Annapolis’ most recognizable landmarks. The menu blends Maryland seafood with traditional American fare, while the historic building and harbor views make it just as enjoyable for first-time visitors as it is for longtime locals.

Carrol’s Creek Cafe

For diners looking to linger over dinner while watching boats move through Spa Creek, Carrol’s Creek Cafe is an excellent choice. The restaurant pairs expansive waterfront views with seafood, steaks, and seasonal dishes prepared with locally sourced ingredients whenever possible. It’s an inviting setting for celebrations, date nights, or simply enjoying a summer evening by the water.

Osteria 177

Just a short walk from the waterfront, Osteria 177 brings a taste of Italy to downtown Annapolis. Fresh pasta, thoughtfully prepared seafood, and an extensive wine list have made it a favorite for those looking to enjoy something beyond traditional Maryland fare. Its location also makes it an easy stop before or after exploring the historic district and City Dock.

Davis’ Pub

Across the bridge in Eastport, Davis’ Pub offers a neighborhood atmosphere that keeps people coming back. The menu features seafood favorites, sandwiches, and cold drinks served without unnecessary fuss. It captures the relaxed character of Annapolis, proving that some of the city’s best meals come from places that simply focus on good food and friendly service.

Turn Dinner Into a Day Around Annapolis

A great meal is only one part of a summer visit to Annapolis. Before dinner, you might stroll through the historic district, browse local shops, or spend time along the waterfront. It’s also a perfect opportunity to explore the latest Mazda SUV lineup, learn more about available electrified models, or stop by our Mazda service center if your vehicle is due for maintenance before your next road trip.

Start Your Next Annapolis Adventure at Fitzgerald Mazda Annapolis

The waterfront is one of the reasons so many people enjoy spending time in Annapolis, and these restaurants offer some of the best places to take it all in. When you’re ready for a vehicle that’s just as enjoyable for the drive as the destination, visit us in Annapolis, MD. Browse our new Mazda inventory, compare available models, or schedule a test drive online before your next trip around Chesapeake Bay.