10 Best Waterfront Dining Spots In Annapolis, Maryland

waterfront dining in annapolis

Annapolis is a historic city packed with brick houses belonging to the 18th century and the 1700s domed structure. The Chesapeake Bay is crowned by its magnificent glory which attracts many tourists every year. The waterfront locations, with its quaint backdrops, can mesmerize anyone visiting the ancient city. While you are in Annapolis, you can take a trolley ride to explore the city, stroll the City Dock, marvel at the colonial era William Paca House, admire the architecture of Maryland State House, accommodate in a waterfront hotel, cruise through the Chesapeake Bay, and sample wine at Great Frogs Winery. If you are looking to dine with a water view, Annapolis is the perfect place. Here is a list of 10 of the best waterfront dining spots in Annapolis, Maryland.

1. Carrol’s Creek Cafe

Editor's Note: There's no photo available at the time of writing

Carrol’s Creek Café serves a culinary treat every day with its wide range of fresh local seafood. You can dine on grilled fish, chops, steaks, and a variety of soups, in this beautiful eatery. Since 1983, the café has been serving a delicious meal with authentic taste. The visitors can enjoy the scintillating views of Spa Creek while dining at this stunning café.

Carrol’s Creek Cafe

Address: 410 Severn Ave #100, Annapolis, MD 21403, USA

Website: Carrol’s Creek Cafe

Opening hours: Mon - Thu: 11.30am - 9pm; Fri & Sat: 11.30am - 10pm; Sun: 10am - 8.30pm

2. Dock Street Bar & Grill

Editor's Note: There's no photo available at the time of writing

Dock Street Bar & Grill is located in the center of downtown Annapolis. You can savor scrumptious crab cakes, a wide array of beers and cocktails. The vibe they create with their amazing decor and perfect location offers the best dining experience. You can also host a private event at this trendy diner.

Dock Street Bar & Grill

Address: 136 Dock St, Annapolis, MD 21401, USA

Website: Dock Street Bar & Grill

Opening hours: 11.30am - 2am (daily)

3. Iron Rooster

Editor's Note: There's no photo available at the time of writing

Iron Rooster serves traditional food with southern hospitality. The lively atmosphere of the eatery offers a homey feel to their customers. You can eat mouthwatering dishes with a perfect view of the water in this beautiful spot. Fried chicken, biscuits with gravy, and mac n cheese are the signature dishes of this eatery.

Iron Rooster

Address: 12 Market Space, Annapolis, MD 21401, USA

Website: Iron Rooster

Opening hours: Mon - Sat: 7am - 10pm; Sun: 7am - 8pm

4. Cantler’s Riverside Inn

Editor's Note: There's no photo available at the time of writing

Cantler’s Riverside Inn has been serving fresh seafood to the boaters, watermen, and casual visitors for over four decades. Its lovely placement on the Mill Creek in Maryland enables the visitors to enjoy the mesmerizing water views while dining on delectable seafood. You can literally feel the heritage of the Chesapeake Bay in every of their food items served.

Cantler’s Riverside Inn

Address: 458 Forest Beach Rd, Annapolis, MD 21409, USA

Website: Cantler’s Riverside Inn

Opening hours: Sun - Thu: 11am - 10pm; Fri & Sat: 11am - 11pm

5. O’Learys Seafood Restaurant

Editor's Note: There's no photo available at the time of writing

O’Learys Seafood Restaurant offers the best seafood menu in Annapolis. The intimate setting of the restaurant with wonderful water views has made the eatery popular among both locals and tourists. They use fresh and local fish to prepare lip-smacking seafood. The friendly staff in the restaurants will assist you in choosing the right wine to match the seafood ordered.

O’Learys Seafood Restaurant

Address: 310 Third St, Annapolis, MD 21403, USA

Website: O’Learys Seafood Restaurant

Opening hours: Tue - Thu & Sun: 5pm - 9pm; Fri & Sat: 5pm - 10pm (closed on Mon)

6. Wild Country Seafood

Editor's Note: There's no photo available at the time of writing

Wild Country Seafood is located just behind the Maritime Museum. Every morning, they wander in the Eastport to catch the fresh produce in their boat, The Baby Boy and Wild Country. Their daily catch includes crabs, rockfish, oysters, and perch. They are specialized in serving party platters which include more seafood portions to cater to a party.

Wild Country Seafood

Address: 124 Bay Shore Ave, Annapolis, MD 21403, USA

Website: Wild Country Seafood

Opening hours: Fri & Sat: 11am - 7pm; Sun: 11am - 5pm; Wed: 3pm - 7pm (closed on Mon & Tue)

7. Chart House

Editor's Note: There's no photo available at the time of writing

Chart House was a historic boathouse before becoming a popular waterfront restaurant. The eatery offers enthralling views of the Spa Creek and serves food from fresh ingredients. Sailboat races, New Year’s Eve, Sailboat Show and the US Powerboat Show are some of the fabulous festivals to check around the sea while dining at this waterfront marvel.

Chart House

Address: 300 Second St, Annapolis, MD 21403, USA

Website: Chart House

Opening hours: Mon - Thu: 4.30pm - 10pm; Fri & Sat: 4.30pm - 11pm; Sun: 10am - 9pm

8. Severn Inn

Editor's Note: There's no photo available at the time of writing

Severn Inn is set on the east of the Naval Academy Bridge. The guests can enjoy incredible views of Severn River, the Naval Academy, and awe-inspiring views of Annapolis. Innovative dishes and the finest wines are their specialties. They also host private dining for 80 people with a personalized menu and bar service.

Severn Inn

Address: 1993 Baltimore Annapolis Blvd, Annapolis, MD 21409, USA

Website: Severn Inn

Opening hours: Mon - Thu: 11.30am - 10pm; Fri & Sat: 11.30am - 11pm; Sun: 10am - 10pm

9. Pusser’s Caribbean Grille

Editor's Note: There's no photo available at the time of writing

Pusser’s Caribbean Grille is an award-winning waterfront restaurant and bar located in the spectacular Annapolis Harbor. The menu portrays Caribbean taste by serving fresh seafood, seasonal flair, and local ingredients. Creative cocktails, domestic and craft beers, high-quality wines and the renowned Painkiller are served in this world-class restaurant.

Pusser’s Caribbean Grille

Address: 80 Compromise St, Annapolis, MD 21401, USA

Website: Pusser’s Caribbean Grille

Opening hours: Mon - Fri: 6.30am - 11pm; Sat & Sun: 7am - 11pm

10. Sam’s on the Waterfront

Editor's Note: There's no photo available at the time of writing

Sam’s on the Waterfront is a stylish restaurant serving lunch and dinner. The visitors can enjoy live entertainment from Friday through Sunday. The eatery includes an appetizing menu and a premium wine list to offer unique dining to its guests. Each dish is prepared with a creative touch and superior culinary skills.

Sam’s on the Waterfront

Address: 2020 Chesapeake Harbour Dr. E, Annapolis, MD 21403, USA

Website: Sam’s on the Waterfront

Opening hours: Tue - Thu: 11.30am - 9pm; Fri & Sat: 11.30am - 10pm; Sun: 11.30am - 9pm (Closed on Mon)

Annapolis - The best place to dine with water views

Annapolis Harbor alongside Dock Street by D Ramey Logan
Source: Photo by user Don Ramey Logan used under CC BY 4.0

The historical greatness of Annapolis is well evident in their ancient structures and sites. Due to the presence of waterways, the city offers an amazing way to dine with a view. Check out our recommended list of waterfront dining spots in Annapolis and celebrate your holiday!!

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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