Chester River Packet Cruises Various Times October 28-30visit www.chesterriverpacketco.com for details and to register Cruise the Chester River in comfort onboard Chestertown’s own River Packet. The Chester River Packet is offering four cruises during Sultana Downrigging, including a Friday Fireworks cruise. Top notch food and drink are available for purchase onboard. Say “hi” to Captain […]

Tall Ships America Downrigging Meeting October 27, 2022 | 4:30pmHavemeyer Hall at the Holt Education Center | 200 South Cross Streetlimited to visiting “Tall Ship” crew and current Tall Ships America members Click here to register for this event Join Tall Ships America, a nonprofit educational organization focused on youth education, leadership development and the […]

Lecture: Drew Shuptar-Ravis – “Eight Shirts, Seven Coats, Fifteen Wampum” October 29, 2022 | 3:00pmHavemeyer Hall at Sultana’s Holt Education Center, 200 S. Cross St. The Sultana Education Foundation is excited to welcome living historian Drew Shuptar-Rayvis to Downrigging Weekend for a special presentation on Native American life in the northeast region from 1650 – 1690. […]

Imani Black – Minorities in Aquaculture October 29, 2022 | 1:00pmSumner Hall | 206 S. Queen Street Imani Black is an Eastern Shore native, having grown up directly across the river from Chestertown, and her family has a proud legacy of working in the Chesapeake Bay seafood industry. After graduating from college, Imani returned to […]

October 29, 2022 | 9:00am – 5:00pmOctober 30, 2022 | 10:00am – 3:00pmChestertown Marina On Saturday and Sunday the Chestertown waterfront will be brimming with boats from America’s golden age. Organized in partnership with the Chesapeake Bay Chapter of the Antique and Classic Boat Society, this exhibit will feature some of the finest antique and classic boats around. 2022 ACBS Exhibit Vessels Coming Soon! 2021 ACBS Exhibit Vessels

Tall Ships Parade Home October 28, 2022 / 4:30-5:00pmOctober 29, 2022 / 12:30-1:00pm & 4:30-5:00pmOctober 30, 2022 / 3:00-3:30pmChestertown Waterfront Come down to the waterfront and view the Tall Ships as they make their way back to Chestertown following their Friday afternoon sail. This isn’t a formal parade, but you will get a great look […]

Tall Ship Illumination October 28 & 29, 2022 / 6:00-9:00pmChestertown Waterfront There is nothing quite like seeing the Downrigging Fleet illuminated along the Chestertown waterfront – for many visitors it is the highlight of the festival! While at the waterfront, stop in the Music Village for some great food and bluegrass (ticket required). PLEASE NOTE: […]

Fireworks October 28, 2022 / Starting at 8:00pm Visible from the Chestertown WaterfrontRain Date, October 29 at 8:00pm Watching fireworks over a historic harbor filled with Tall Ships – what could be better? Stop by the Music Village area at the Chestertown Marina before the fireworks for some food, drink, and great bluegrass! PLEASE NOTE: […]