Our Season will be opening on Saturday, June 6 with very limited capacity. We have updated all the changes in the red banner above. We are so excited to sail with you again!
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- June 6 Start Sailing Date! Click here for important COVID-19 changes to all of our sailing programs.
- Public Cruises
- Private Cruises
- Team Building
- Groups
- Students
- Specialty Cruises
- Schooner Racing
- Ship’s Store
- 410-263-7837
- Buy Tickets
Public Sailing
Tickets go on sale 6 days prior to the date you want to sail. Advanced ticket sales are available if you have a group of 18 or more.
Specialty Cruises
Our specialty sailing cruises are on sale now for this season. Embark on an unforgettable tour with a carefully crafted menu of food & drink.
18 people or more?
Groups can purchase tickets more than six days in advance so you can start planning your event now and know you have that date reserved.
Private Cruise
The captains and crew of the Schooner Woodwind look forward to welcoming your guests aboard for your exclusive private event!
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Schooner Woodwind
Annapolis Sailing Cruises
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2-hour Public Cruises -
Spectacular Sunset Cruises -
Daily 2-Hour Sailing CruisesRace both Woodwinds on the Wednedsay
night sunset sail with over 100 + boats. -
Specialty Cruise Calendar -
Multi-Day Sailing Cruises
Sail Away
Plan your Annapolis adventure now! Explore our incredible cruise offerings.
Schooner Woodwind sails up to 4 times daily from the Annapolis Waterfront Hotel
