
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 or Vendor Appreciation
- Vendor Gratitude
- Networking
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.
- All Service Fees are included on Group Sails.
- Guarantee the sail will not be booked for a private event.
2025 Group Sail Rate for up to 16 guests | |
Weekday Daytime
(Monday – Friday)
$1295.03
|
Sunday and Sunset
$1368.84
Saturday and Holidays
$1456.07
|
2-Hour Sailing Cruise includes a Soft Drink, Tax, and Service Fees |
Group Sailing Schedule
2025 Group Sailing Schedule
April 12 – May 9
10:00 am- 12:00 pm
12:30 pm – 2:30 pm
3:00 pm – 5:00 pm
5:30 pm – 7:30 pm (Sun-Fri Sunset Sail*)
*Monday-Wednesday we have different activities on our Sunset Sails- Check out our Schedule here.
May 10 – August 24
11:00 am – 1:00 pm
1:30 pm – 3:30 pm
4:00 pm – 6:00 pm
6:30 pm – 8:30 pm (Sun-Fri Sunset Sail*)
* Monday – Wednesday we have different activities on our Sunset Sails- Check out our Schedule here.
August 25 – September 21
10:00 am- 12:00 pm
12:30 pm – 2:30 pm
3:00 pm – 5:00 pm
5:30 pm – 7:30 pm (Sun-Fri Sunset Sail*)
* Monday – Wednesday we have different activities on our Sunset Sails- Check out our Schedule here.
September 22 – September 28
11:00 am- 1:00 pm
1:30 pm – 3:30 pm
4:00 pm – 6:00 pm
September 29 – October 15
Only Sailing for Private Cruises Only
October 16 – 31
11:00 am- 1:00 pm
1:30 pm – 3:30 pm
4:00 pm – 6:00 pm
Payment Schedule:
A $500 deposit is due at the time of booking to hold the date. The 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.