Special Cruises
CRUISE TO THE WINEFEST AT ST. MICHAELS
SATURDAY and sunday
ANNAPOLIS
Travel in luxury to the St. Michaels Wine Festival. Take a cruise on a Watermark Yacht from Annapolis to St. Michaels. Once on land in St. Michaels, you'll attend the St. Michaels Wine Festival featuring wine samplings, chef demos, gourmet food, crafts and more. Skip the admission lines when you arrive by water!
Our special events are planned around the season, holidays, city celebrations, our area partnerships and just for fun! Check this page often as we regularly add more Annapolis events (like music cruises!) and events in Baltimore. Our special cruises often coincide with Baltimore events and events in Annapolis like 4th of July Fireworks.
If something fun is happening on the water – or the sky – we’ll get you the best seat in town to enjoy it. Our Rock 'N River cruises are a unique form of Annapolis entertainment and our Wednesday Night Races Cruises are one of the most fun things to do in Annapolis. Watermark has fun every day and these special cruises are all about fun.
View All Upcoming Special Cruises in 2019



Any cruise may be cancelled due to severe weather, mechanical breakdown or lack of participation. Special Events cruises take place even if events are cancelled (for example: Blue Angels demonstrations).