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Events in Annapolis, MD

Each season brings forth new events in Annapolis, MD. Attend prestigious regattas, famed matches between the Naval Academy and St. John’s College, or maritime festivals by the Chesapeake Bay. These events are all held annually are a great opportunity to visit Annapolis. There is never a shortage of exciting things to do in our beautiful and historic city. 

Read more about annual events here.

See the latest Navy Sport’s calendar!

Closeup of fresh Oysters with twig of rosemary

Maryland Seafood Festival

Enjoy delicious crab, oysters, shrimp, mussels, fish, and more at the Maryland Seafood Festival. This two-day festival has been held annually since 1966 and now takes place in August at Susan Campbell Park. There are many activities for the whole family, including live music and a Crab Soup Cook-off. This festival is a great way to see downtown Annapolis and taste some local fare!

United States Boat Shows

Annapolis is proud to host boat shows throughout the year.

Come join us for the United States Powerboat Show held in October. See everything from opulent motor yachts to high-performance boats and offshore fishing vessels.The show is accompanied by a waterfront marketplace, boating lessons, rentals, and more.

Don’t miss the United States Sailboat Show, also held in October. Annapolis is the Sailing Capital of America, so this is an event that is not to be missed. In addition, check out the Annapolis Spring Sailboat Show in April. Make sure to take a look at the sailboats and many vendors selling equipment.

Sail Boats in Annapolis, MD
Two Crabs being prepared for a meal

Annapolis Crab Feast

The Annapolis Crab Feast is another great way to try our local cuisine. The “world’s largest crab feast” has been held every summer since 1946. The Rotary Club of Annapolis directs the proceeds of this event to the local community. Come eat all the crab you can at this fun event!

We look forward to welcoming you to our historic Bed & Breakfast where you can experience the events of the city that we are so proud to call home. Make sure to check the Annapolis Events Calendar for all the fun and exciting events in Annapolis, MD.