Annapolis Sailing Cruises: Schooner Woodwind

80 Compromise St, Annapolis, MD 21401 Get Directions 
Phone: 410-263-7837

Anne Arundel

Central Maryland
Dual sailing
Field trip
sunset sailing
Schooner trip
Daytime tour
Two, 74ft schooners offer a real Chesapeake Bay sailing experience for public sails and private events. Buy a ticket or privately charter the entire boat. Raise the sails, steer the boat or just sit back and enjoy with a cold beverage.
Apr. 15-Oct. 31: Daily, 10am-6:30pm.
Admission/Tickets Required
Green Property
Student Group-Friendly



TripAdvisor Logo

TripAdvisor® Traveler Reviews

TripAdvisor Reviews
TripAdvisor Traveler Rating Based on 294 reviews
TripAdvisor Reviews
September 3, 2019
Our evening sunset cruise was wonderful. This was the first time I had been on a sailboat along with my friends. Captain Jen was very personable and her crew was top notch! We’ll be back!
TripAdvisor Reviews
August 29, 2019
Yesterday was our 4th annual trip on the Schooner Woodwind. We sailed with Captain Mickey and crew on the Woodwind II. It was a fantastic experience as always. Captain Mickey and crew are...
TripAdvisor Reviews
August 26, 2019
We did a sunset cruise on a Monday and the theme was the birds of Annapolis. We were shown various osprey nests on the water and then had a lovely sail around the harbour. Crew were very friendly.