Team Bonding

The Best Team Bonding Experience for High Performance Teams

Schooner Woodwind specializes in providing your group with the best and most unique team bonding sailing experience in Annapolis or anywhere! Our professional captains and crew lead a  program on the Chesapeake aboard our 74-foot schooners Woodwind and Woodwind II.

Experience an ‘America’s Cup’ style match race pitting Woodwind vs Woodwind II. The super-competitive crew will race the boats for your entertainment, offering a rare chance to see a true big-boat match race firsthand.  Help raise the sails, and take part in helping your team win!

Our signature, team bonding program is highlighted below. If you require a less intense or more intense team program tailored to your group’s specific needs, please visit our team building programs page or call our helpful, experienced team building staff at 410-263-1981 to plan your team event.


Crew Match Race

Intensity Level

Introduction to the core elements of sailing, teamwork, race strategy and tactics while sailing.

Boats: 2
Ideal Group: 14-94
Minimum Time: 2 Hours
Catering: Snacks, and bagged lunch options

This trip is ideal for groups who want to experience the excitement of a match race and observe outstanding teamwork in action, with a less hands-on and intensive sail training program.

Watch a true match race – our crew at their best!

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