Woodwind and Woodwind II will be match racing every Wednesday night that there is an Annapolis Yacht Club (AYC) Race. Both boats will start on the AYC starting line at 6:45pm, and then race out to a slightly different race course, probably a little longer. During the race, passengers (“guest crew”) will be able to participate in helping [...]
Welcome to Boat Maryland Week! This 10-day celebration highlights the beginning of Maryland’s boating season and the state’s deeply-rooted ties to maritime history. From April 26 – May 5, 2019, visitors can enjoy everything from events and festivals, to the latest in boating equipment to maritime art, celebrate the opening of boating season, the maritime [...]
The Annapolis Spring Sailboat Show will include over 2,000 feet of floating docks accommodating over 80 new and brokerage sailboats, both mono and multi‑hull. In addition there will be equipment and accessory vendors on land surrounding Ego Alley.
35th Annual - "Johnnies" & "Mids" vie for the coveted Annapolis Cup. Croquet match brings together two institutions for what SI says has "no parallel in intercollegiate sports." Dress "Great Gatsby" style. $15.00 Advance Sale General Admission tickets. (12 and under Free) No tickets will be sold at the gate. Current St. John’s students and [...]
Antique, arts, and craft vendor space is available for this annual event. Maryland Avenue is located in the historic district of downtown Annapolis between the State House/State Circle and the United States Naval Academy. It's a green twist on a local tradition, featuring old-fashioned street festival atmosphere with green exhibitors, merchants and vendors offering art, [...]
The 63rd annual May Day basket competition, sponsored by the Garden Club of Old Annapolis Town, will be held May 1st in celebration of May Day. Residents and merchants in throughout the City will arrange baskets of fresh cut flowers to display outside their homes and businesses throughout the day. Displays will be out by [...]
Free Comic Book Day at Third Eye Comics Annapolis: Join us for our annual free Comic Book Day + 11 years of Third Eye Comics. Choose from more than 30 free comics plus other free swag, creator guests, super sales and more.
Celebrate the Kentucky Derby at Two Great Houses of Colonial Annapolis! Annapolis gained fame in colonial times as the first site of city-organized horse racing. On the fairground north of West Street, George Washington and other leaders came to watch the races Race Week was a social highlight renowned throughout the colonies. Reservations encouraged. $50 per [...]
George Washington came to Annapolis for the horse racing; be like George and come to Derby Fest. Watch the Kentucky Derby, enjoy good food and drink, games, a hat-making table, tours of two colonial homes and more. Cash Bar, 21+ only George Washington came to Annapolis for the horse racing; be like George and come [...]
Enjoy a beautiful walk through Quiet Waters Park with your favorite furry friend. Explore the large outdoor vendor and food festival. It's fun for families of all ages. Pledge to walk and help the animals of the AACSPCA.
