Schooner Woodwind

Thank you for a great sailing season. See you in April 2025!

Little girl in pink sailing the boat

Schooner Woodwind, Annapolis Maryland Customer Testimonials Customer Reviews

“Thank you for another great cruise for my senior campers. I thought that it would be unlikely that we would have another great sail like last year. This year’s was even better. The campers loved hoisting the sail, the talk on Chesapeake wildlife, learning the parts of the ship and of course, steering the helm. We try very hard to provide great, unusual experiences for our campers. You and your crew really make it possible for us to do that.”

Elinor S.
Hollin Hall Summer Day Camp

Student Groups

Annapolis is “America’s Sailing Capital” in the heart of the Chesapeake Bay.

Book a private event for your student group on a fun 2-hour sailing tour of the Annapolis Harbor and the Chesapeake aboard a 74-foot classic, wooden schooner.

Availability: All student programs will be private events for up to 40 passengers.  

2-Hour Cruise Includes private vessel and service fees, interactive program, tax, soft drinks, and bottled water plus a Schooner Woodwind Participation Patch for each student.

How We Teach: During your two-hour cruise aboard the Schooner Woodwind, we take a very interactive approach to educating the students about sailing.

The crew educates by asking questions. This enables our crew to find out the level of interest and knowledge in a fun and interactive way while sharing fun facts.

  • Students will be split into smaller groups (around 8 each)
  • Each smaller group will work directly with a crew member
  • Students will cycle through the different learning topics
  • When they get to the Captain, the captain will quiz them on their newfound knowledge.

When a student raises her hand and a correct answer is given, he/she will take a turn helming (steering) the boat.  It is our intent to offer every student a turn at the “helm”.

Programs Available:

We have many different programs that we can do with your students depending on:

  • Number of students
  • Boating experience
  • Age group
  • School Curriculum

Topics include:

  • Teamwork
  • Terminology
  • Proper Lookout
  • Boating safety
  • Ecology of the Bay
  • Weather Awareness

Contact a Schooner Woodwind Sales Agent

Learn more about group sailing and sailing aboard the Schooner Woodwind & Woodwind II

Call 410-263-1981, or fill out an inquiry form by clicking on the button below.

410-263-7837