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Annapolis Bites: Hot Spots for A Hungry (And Thirsty) Sailor

So you’ve booked your Annapolis charter experience. You arrive in Annapolis with your bags full and your stomachs empty. You make your way down to the harbor and can’t seem to figure out what you want to eat and drink. Do you go for one of Annapolis famous crab dishes or something else? The downtown harbor area can be pretty overwhelming, so to help you out we have decided to create a list of great places to grab food and drink within the area.

Pusser’s Caribbean Grille
Located right in the harbor, Pusser’s is the perfect first stop on our list. Known for being mostly located in the Caribbean and on store shelves (Yes. They do have their own rum.), the Annapolis location is one of only two US locations. Sit out on the back dock area and enjoy a Pain Killer, a mixture of Pusser’s Rum, cream of coconut, orange juice, and pineapple juice. Grab a Maryland Crab Dip appetizer made with crab, peppers, onions, and tomatoes in a creamy cheese dip served with a toasted baguette on the side.

Dry 85
About a five minute walk away from Pusser’s is a small bar that will take you back to the Prohibition Era of speakeasys and bathtub gin. This whiskey bar has over 100 whiskeys to choose from which can make anyone’s head spin in indecision. We suggest grabbing a whiskey flight and an order of fried pickles. Feeling like you could use a full meal to soak up that whiskey flight? Perhaps grab one of Dry 85’s burgers, sandwiches, or one of their entrees. You can’t go wrong with an order of their southern shrimp and grits or their bacon-wrapped scallops served in a Crown Royal maple reduction sauce, to complement the whiskey flight.

Stan & Joe’s
So, let’s say the day is coming to a close and your looking to just relax with a cheap beverage and some live music. Stan & Joe’s is the perfect bar to end your night. Located about another five minute walk from Dry 85, this bar has the perfect dive bar atmosphere with cheap eats, drinks, an award winning happy hour, and live music. Grab a 16oz Natty Boh, the beer of Maryland, and take it all in. Stan & Joe’s has the perfect late night bar menu that includes shrimp baskets, tacos, wings, and even pierogies served with sour cream and gravy.

What’s your favorite eatery or hangout in Annapolis? Share!