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Group Sailing

“We had a wonderful time aboard the Woodwind. Our family truly enjoyed the sail. We loved the fact that you used the guests to raise the sails, let us steer the boat and had so much interesting information regarding sailing and the sea. The crew was so friendly and made the day feel like we were out sailing with just old friends.”

Cindy S.

“We had such a great time! We had beautiful weather, calm seas, and lots of fun with the Captain and the entertainment. They both were so funny! Thanks again.”

Cindy D.
MiddleBrook Pharmaceuticals

Schooner Woodwind offers Group Sailing for groups of up to 16 people on a scheduled 2-hour public sail.

If you are interested in the exclusive use of the Woodwind please visit our Private Cruises page.

Great Group Sail Ideas:

Social:

  • Birthdays
  • Reunions
  • Anniversary
  • Alumni Events

Corporate

  • Staff Incentive
  • Client Appreciation
  • Vendor Gratitude
  • Team Bonding
  • Schmooze Cruises

Why Book A Group Sail vs Public Tickets?

  • Group Sails can purchase tickets further in advance. Public Tickets can only be purchased six days prior to the date you want to sail.
  • Crew Gratuity is included on Group Sails.
  • Guarantee the sail will not be booked for a private event by someone else.

 

Group Sailing Rates

Group Sail Rate for up to 16 guests
Weekday Daytime 
$1250
Weekend, Sunset, and Holidays
$1325
2-Hour Sailing Cruise includes a Soft Drink, Tax, and Gratuity
Group Sail Diagram

Group Sailing Schedule

Italicized Times can only be booked by a Group Sail.

2021 Sailing Schedule

April 17 – April 30

10:00 am- 12:00 pm
12:30 pm – 2:30 pm
3:00 pm – 5:00 pm
5:30 pm – 7:30 pm

May 1 – May 16

10:00 am- 12:00 pm
12:30 pm – 2:30 pm
3:00 pm – 5:00 pm
5:30 pm – 7:30 pm (Sunset Sail*)
*Monday-Wednesday we have different activities on our Sunset Sails- Check out our Schedule here.

May 17 – August 29

11:00 am – 1:00 pm
1:30 pm – 3:30 pm
4:00 pm – 6:00 pm
6:30 pm – 8:30 pm (Sunset Sail*)
* Monday – Wednesday we have different activities on our Sunset Sails- Check out our Schedule here.

August 30 – September 26

10:00 am- 12:00 pm
12:30 pm – 2:30 pm
3:00 pm – 5:00 pm
5:30 pm – 7:30 pm (Sunset Sail*)
* Monday – Wednesday we have different activities on our Sunset Sails- Check out our Schedule here.

September 27 – October 3

11:00 am- 1:00 pm
1:30 pm – 3:30 pm
4:00 pm – 6:00 pm

October 4 – October 20

Only Sailing for Private Events Only

October 21 – 31

11:00 am- 1:00 pm
1:30 pm – 3:30 pm
4:00 pm – 6:00 pm

Italicized Times can only be booked by a Group Sail.

 

The best way to experience the Chesapeake Bay is under sail on a 74-foot schooner. Plan your next authentic sailing experience; from family parties to reunions or corporate outings or a staff appreciation cruise aboard our fast and fun sailing vessels.

Payment Schedule:

A 50% deposit is due at the time of booking to hold the date. Balance is due 2 weeks prior to the cruise date.

Cancellations:

Our cruises do not allow for any cancellations.  Our weather policy: if the weather is stormy and the Captain feels it is not safe to depart, then all monies are refunded.  All attempts will be made to reschedule the cruise if possible.

If it is raining we will still sail!!
We do offer complimentary rain ponchos.

Contact a Schooner Woodwind Sales Agent

Learn more about group sailing and sailing aboard the Schooner Woodwind & Woodwind II

Call 410-263-1981, or fill out an inquiry form by clicking on the button below.

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