Directions to the Schooner Woodwind from October 12-21.

Street view of where Woodwind departs from for ALL Private Charters and Special Events, October 3-16.

Street view of where Woodwind departs from for ALL Private Charters and Special Events, October 12-21. Click to enlarge.

Due to the Sailboat Show and Powerboat Show, we have temporary docking space at different locations depending on the cruise you are sailing on.

Specialty Cruises and Private Charters Directions:

These cruises depart from Annapolis City Marina, 410 Severn Avenue, Annapolis, MD 21403.  Directions to Annapolis City Marina.

Learn more about our Specialty Cruises, here

Sailboat Show Directions:

Annapolis Sailboat Show Map

Oct. 9-13 Boat Show Map

October 9-13, Sailboat Show Public Cruises depart from DOCK F2 inside the Sailboat Show. Click on Map to the right for an enlarged and printable version.
Learn more about our Sailboat Show Cruises, here.


In October, your parking options change a bit.  Allow at least 15-20 minutes more for your commute into town (traffic), and another 15-30 minutes to find a place to park to walk to your destination.  Getting here early is a treat, it’s a beautiful town.

Parking in downtown Annapolis during the Sailboat and Powerboat Shows can be difficult. If you get to town early enough, you may be able to get parking at the Annapolis City Marina, 410 Severn Ave., where our charters and special events depart from. $3 an hour on the top deck. $15-20 on the lower deck, access by 5th street. The later in the day, the more likely the lots will be full.

There is a large amount of parking space at the Navy-Marine Corps Memorial Stadium,(1040 Cedar Park Rd., Annapolis MD 21401) conveniently located less than a mile from the Boat Shows.  Parking is $10 at the stadium. Free School Buses will shuttle attendees from the Stadium to the show site at City Dock. Buses run continuously from 9:00 a.m. until one hour after the show closes each day. Except on Saturday, October 11 when there is a NAVY HOME game. Parking and free shuttles will be made available at another location. Check here for October 11, 2014 parking updates.

Here are some other tips on where to park. Parking is also available at several city garages downtown–where free transportation to the shows can be had via the blue City Calculator trolleys–and at the Eastport Elementary School located just a short walk from the Boat Shows.

Please also check out the City Circulator Bus as well as the garages where it stops. or go to

Free Rides on the Circulator!
The map below shows the City Parking Lots with the NEW Circulator Trolley route that efficiently moves the public from the City’s four garages around town. And it is FREE! (Whether you park there or not!)

Ride the Annapolis Circulator, Parking MapClick here for more detailed info about the Circulator and Parking Garage Rates.

Interactive Circulator Map


Woodwind and “the Waterfront” does not validate or reimburse for parking or parking tickets.

410-263-1981 Woodwind Office

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