Schooner Woodwind

2025 Sailing Season starts April 12th!

Rates and Schedule

2025 SAILING RATES
FOR 2-HOUR SAILS
Weekday
Daytime
Sunday &
Sunset
Saturday &
Holidays
All Guests  $71.95 per person

$62.00 (Ticket)
+
$3.75 (Booking Fee)
+
$6.20
(A&A Tax)

 $75.25 per person

$65.00 (Ticket)
+
$3.75 (Booking Fee)
+
$6.50
(A&A Tax)

 $79.65 per person

$69.00 (Ticket)
+
$3.75 (Booking Fee)
+
$6.90
(A&A Tax)

Includes a complimentary soda or water.

Everyone has loved having more room, so we are staying at just 30 people per cruise (instead of 48).

Tickets go on sale 6 days prior to the date you want to sail.

2025 Public Sailing Schedule

April 12 – April 22

Seven Days a Week

12:30 pm – 2:30 pm
3:00 pm – 5:00 pm
5:30 pm – 7:30 pm (Sunset Sail) *
* Friday, Saturday & Sunday only

April 23 – May 9

Seven Days a Week

12:30 pm – 2:30 pm
3:00 pm – 5:00 pm
5:30 pm – 7:30 pm (Sunset Sail)

May 10 – August 24

Seven Days a Week

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)

August 25 – September 21

Seven Days a Week

10:00 am – 12:00 pm
(Saturday & Sunday Only)
12:30 pm – 2:30 pm
3:00 pm – 5:00 pm
5:30 pm – 7:30 pm (Sunset Sail)

September 22 – 28

Seven Days a Week

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

September 29 – October 15

No 2 hour public sails due to US Boat Shows
Private Charters are available

October 9 – October 12 we will be sailing from the US Sailboat Show

October 16 – October 31

Seven Days a Week

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

Schooner Woodwind sails rain or shine

Once tickets are purchased, there are no refunds or exchanges.

We sail rain or shine, unless the captain cancels the cruise due to unsafe conditions. We offer complimentary rain ponchos in case of rain.

Please Remember:

  • Only soft-soled shoes are allowed aboard.
  • All departures are from the docks at the Annapolis Waterfront Hotel across from the City Dock (unless otherwise noted). Rates and schedules are subject to change without notice. Our schedule may vary due to weather, special events, and group charters.
  • Tickets go on sale six days prior to the date you want to sail.   Please call our business office at 410-263-1981.
  • Up-to-date schedule information is available by clicking here or calling (410) 263-7837.
410-263-7837