Schooner Woodwind

Skip to content

Our 2026 Sailing Season Opens on April 11th! - Tickets on Sale Now!

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

Autumn Sail

November 5, 2025 by Green Mountain 1

Boat!

Photo by Emma Anderson of Pflugerville, TX

Categories 2025 Photo Contest

A day out at Sea!

New captain in training

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