Schooner Woodwind

Skip to content

Now Sailing for the 2026 Season — Book Your Cruise Today!

Home
Public Cruises
Private Cruises
Special Events
Schooner Racing
Ship’s Store
- Ship’s Store Merchandise
- Schooner Woodwind Gift Certificates
410-263-7837
Buy Tickets

Captain Sarah

August 13, 2026 by Green Mountain 1

Guiding the Schooner Woodwind through the Chesapeake Bay.

Photo by Sarah Wolf of Atlanta, GA

Categories 2026 Photo Contest

Sailing…sailing away is where I want to be…with my friends!

Promotions & Deals
Photo Contest
Sign up for Email!

About Us

About Us
About the Boats
Fun Facts
Photo Gallery
Videos
Educational

FAQs

FAQs
Parking and Directions
Printable Brochures
Photo Gallery

Ship’s Store

Buy Tickets
Merchandise
Gift Cards
Promotions & Deals

Around Town

About Annapolis
Local Weather

Contact Us

Get in Touch
Send us an Email
Employment Opportunities

Facebook
Instagram
YouTube
X

Schooner Woodwind • at the Annapolis Waterfront Hotel • 80 Compromise Street • Annapolis, MD 21401 • 410-263-7837

© Copyright 2026. Running Free, LLC DBA Annapolis Sailing Cruises: Schooner Woodwind. Annapolis, MD. All rights reserved. Privacy Policy. Site Designed by: Green Mountain Marketing & Advertising, Inc.

Public Cruises
Private Cruises
Special Events
Team Building
Ship’s Store
Rates and Schedule
Buy Tickets

410-263-7837