Dinner with a View at Pusser’s Grille – Annapolis Waterfront Hotel

Dockside Dining in Annapolis that Dishes Up Delicious Food and Delicious Views

Annapolis entices with quaint shops, elegant sailboats and charming colonial buildings. Of course, a day of shopping and wandering the cobblestone streets is enough to work up an appetite. If jumbo lump crab, rum-kissed cocktails and waterfront views are what you crave, wander down to Annapolis Waterfront Hotel and pull up a chair at Pusser’s Caribbean Grille, the “Best Dockbar Restaurant” in Annapolis.


The Delicious History of Pusser’s

Before Pusser’s Caribbean Grille opened in Annapolis, Pusser’s Rum had a very humble beginning. The Victorian-style bar first opened in Tortola, British Virgin Islands in 1982 with a seating capacity of only four. Today this bar has grown to 5,000 square feet and is now known as “Pusser’s Landing”. Since 1994, Pusser’s Caribbean Grille in Annapolis has been the preferred watering hole for thirsty locals and visitors, offering a fun relaxing atmosphere with island drinks including the world-famous Painkiller. Pusser’s Caribbean Grille has the cure for what ails you (and it might just happen to be rum-soaked).

What’s On the Menu?

Pusser’s is open daily, serving up breakfast, lunch, dinner and a Sunday brunch. Start the morning with a hearty cup o’ Joe and a jumbo lump crab omelet. Avoid that afternoon slump with lunch options like the Ahi poke crisp, blackened mahi-mahi sandwich or crab cake sandwich. Watch the sunset over the harbor while enjoying local pan-seared rockfish or their popular Maryland lump crab crake (a 1890’s Annapolitan recipe).

If you’ve saved room for dessert enjoy a classic key lime pie or honey rum bananas served with a generous helping of coconut ice cream.

Pusser’s Hours of Operation


Monday-Friday: 6:30 am – 11:00 am
Saturday and Sunday: 7:00 am – 11:00 am

Sunday Breakfast Brunch

9:00 am – 12:00 pm


11:00 am – 5:00 pm, daily


5:00pm – 11:00 pm, daily

Guests can also grab a tipple at the dockside bar until 2:00am.

It’s Always Five o’ Clock Here

From 3:00 pm-6:00pm Monday through Friday, clock out and then clock in at Pusser’s Happy Hour, where you can enjoy half-price specials on appetizers, well drinks, domestic and craft beer and wine.

Try the World Famous Pusser’s Painkiller, a delicious blend of their signature rum, orange and pineapple juices, and cream of coconut. They also offer regional craft beers, seasonal beers, a selection of bottled and on-tap beers, a beer of the month and wines by the glass or bottle. Drink in beautiful views of the Annapolis harbor while drinking a refreshing island-inspired cocktail. You’re on island time, now.

Entertainment, Live Music & Special Events at Pusser’s

You’ll find live music at the dockbar every day, with late-night dance parties happening in the Harbor View Room on Friday and Saturday nights. All summer long join Pusser’s on their patio for Bay Night, where you can enjoy fantastic food, drinks and live party bands. Check out the current music schedule and dance off those Pusser’s Painkillers.

Once a month, Pusser’s patio transforms into a cinema. Enjoy a family-friendly movie under the stars beginning at 8:00 pm. Admission is $5 and includes free popcorn. You can also purchase food, drinks or snacks at the Tater Tot bar. To make reservations for outdoor movie night call (410) 626-0004. Don’t forget to bring a blanket or lawn chair.

With panoramic views of the Chesapeake Bay Pusser’s is also the ideal location to host your romantic wedding or special event. The patio and rooftop terrace offer the best views of the Annapolis harbor. The Harbor View Room and Chesapeake Ballroom can be configured to accommodate everything from rehearsal dinners and weddings to holiday parties, luncheons and business receptions. Outdoor spaces can also be equipped with firepits and heat lamps to enjoy the beautiful waterfront all year round.

Bring the Islands Home with You

Pusser’s is also the perfect place to grab souvenirs and thoughtful memorabilia. The Company Store is open 7 days a week and specializes in fun “island wear”, luggage, handbags, hats, and island spices and foods. Don’t forget to take home a bottle of Pusser’s Rum and recreate your Annapolis vacation at home.

Experience a Taste of the Islands in Annapolis

Step out of our historical state capital and into the Virgin Islands at Pusser’s Caribbean Grille, where relaxed vibes, incredible seafood and tropical drinks await. It’s the perfect way to ring in your vacation. When you stay at Annapolis Waterfront Hotel and you can dance the night away and imbibe on Painkillers without having to leave the hotel.

Our waterfront hotel is also just a short walk to all of the area’s best shopping, dining and historical sites. Go antique shopping, cruise the bay by sailboat or take in the area’s rich maritime history with a tour of the “Yard”. After another fun-filled day in Annapolis, cozy up in one of our sophisticated rooms and enjoy beautiful views of the harbor and other iconic landmarks. Annapolis is the perfect destination for family vacations, romantic getaways and business trips.