Upcoming Events

Fall is for Festivals

Pumpkin patches, waterfront views, and small-town charm, fall in love with Annapolis & Anne Arundel County this season. Explore can't-miss events and festive happenings all autumn long.

Annapolis Boat Shows

Annapolis Powerboat Show: October 2-5, 2025. Annapolis Sailboat Show: October 9-12, 2025. Each year, Annapolis City Dock, lovingly known as “Ego Alley” transforms into a boater’s paradise as the Annapolis Powerboat Show and Annapolis Sailboat Show, presented by West Marine, cruise into town.

Great Annapolis Pumpkins

October 2025. You never know when these 1,000-pound pumpkins will pop up in downtown Annapolis, but they are hard to miss once they do! Sponsored by Visit Annapolis & Anne Arundel County and coordinated through the Downtown Annapolis Partnership, these gigantic gourds make for the perfect fall...

Adventures For Every Season

 

    Explore Our Neighborhoods

    Things To Do in Annapolis and Anne Arundel County