Venues & Weddings

Sail away on the Chesapeake Bay! We have two, 74-foot schooners that sail out of downtown Annapolis up to four times daily on public sailing cruises. Come aboard and sit back and relax with a cold beverage. We have a bar with fantastic independent, craft brews from the local area. All public cruises come with a complimentary soft drink or water. Want the boat all to yourself? We also specialize in private events with catering. From corporate cruises to team building events, birthdays to reunions, schmooze cruises to incentive "sails", we can do them all. Students, scouts and group sails are another educational and interactive cruise that we offer.

Watermark® immerses people in the history, culture and fun of the Chesapeake Bay region. Choose from our wide array of offerings on land and sea: walking tours, sightseeing cruises, group tours, private yacht charters, event venue space, field trips, and more. Our tours and cruises are a unique and fun option when looking for things to do in Annapolis and Baltimore.