What to Do in Annapolis – Tips From a Local

You may be flying to Baltimore for a conference, or sightseeing in D.C., but Annapolis should be your true destination. This charming sailing town has music, arts, history, theater, food, and drinks in a beautiful waterfront setting. If you only have a day to visit, here’s a summary of what to do in Annapolis!

Inner harbor, What to Do in Annapolis

Small Town Charm

Morning in Annapolis is quiet, there are not many big businesses in the area. The best-hidden coffee spot in Annapolis, is Brown Mustache Coffee. Located on the ever-charming Maryland Ave, it’s hidden inside Old Fox Books. They boast local food and pastries and seriously good lattes. You’ll feel like you’ve fallen into the world of Harry Potter. If you are too early for the bookstore to be open, you can walk down the alley beside the building and get amazing local baked goods and the best lattes in town.

Take your coffee and have a quiet morning stroll on the grounds of St. Johns College. The liberal arts college is the third oldest in the nation, founded in 1696. You can walk along the grounds to College Creek to see the early morning fog lifting or the rowing teams practicing. 

What to Do in Annapolis

Walking Through History

For lunch, head down to the bottom of Main Street to the Market House. The Market House has had a few evolutions over the years, it still brings excitement and energy with multiple food stalls inside. It’s also surrounded by Federal House and Middleton’s, two great options for seafood lovers! 

After lunch, walk off your meal by exploring the United States Naval Academy. Gate 1 is just a few steps away from the Market House. Visitors are welcome to explore the grounds and buildings of this historic academy. They offer several tours that cover the history, traditions, and daily life of midshipmen.

End your day with dinner and wine across the Eastport bridge at Annapolis’ most popular spot, Vin 909. The New American cuisine is fantastic, and they have an impressive wine list to fit every budget. They don’t take reservations, but if you have to wait, you can do so with a glass of wine in their beautiful garden!

As you can see, there is plenty to do in just one day in Annapolis! This charming town has something for everyone. So whether you’re flying into Baltimore or D.C., make sure to add Annapolis to your list of places to visit!