Wednesday Night Racing

Woodwind and Woodwind II will be racing every Wednesday night when there is an Annapolis Yacht Club (AYC) Race. Both boats will start on the AYC starting line at 6:40 pm, and then sail on a set racecourse.
2026 Wednesday Race Nights: April 22 - August 26.
No racing on July 1.
Aboard each Woodwind:
We will be serving Devil’s Backbone Orange Smash cocktail ($7.00 each) along with all of our local craft beers, wine, and bubbly.
On each boat, one lucky raffle winner will receive a free promotional T-shirt. After the exciting race, you will receive a Devil’s Backbone free drink voucher to be used at the Boatyard Bar & Grill a few short blocks away when you buy food. You can use it on Devil’s Backbone Beer or Smashes.
Tickets are $79.55 per person (the same price as our weekly sunset sails), and include a complimentary soft drink or bottled water. Tickets are on sale now for all 2026 sailing dates.