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Leadership Development Through Sailing

University Leadership Academies

Offshore Sailing School’s focus on creating strong leaders and teams through sailing, has been adapted and expanded on by universities, including Wharton, Emory, and Suffolk University Business Schools. For many years, Emory Goizueta’s Advanced Leadership Academy (GALA) brought teams of graduate students to sail with Offshore coaches in the British Virgin Islands aboard 46’ to 54′ cruising yachts. This week-long Emory leadership development program engaged graduate Story_in_Emory_magazine_cover_webiconstudents in a unique event with Offshore Sailing School in conjunction with their standard business curriculum. Click on this article cover to read how the program works.

”From behind the wheel I thought about how our crew had evolved during the trip and felt immensely proud that we overcame our anxieties and learned to run the boat independently.”

Christopher Wang – Emory University

Corporate Leadership Adventures

Offshore Sailing School can tailor exciting week-long corporate sailing adventures for groups from the same corporation, or from corporations or leaders gathering their clients to brainstorm, share ideas and be challenged. Contact us today to learn more about our leadership development events.
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Develop Your Company Leadership Events and Strategic Planning Sessions While Living Aboard & Cruising

The Minneapolis, MN based Prouty Project brought 24 of their clients to the British Virgin Islands to participate in their annual STRETCH program, this time sailing on four identical 50′ sailboats with Offshore Sailing School coaches. A consulting company that provides strategic planning, organization development and board and team development, The Prouty Project uses this Oliver Wendell Holmes quote as its mantra:A mind stretched by a new experience can never go back to its old dimensions.” Each year clients are invited to participate in a STRETCH adventure that will stretch one’s mind.

“We have just completed a one-week corporate regatta with Offshore Sailing School. On behalf of our 24 participants I want to thank you for an outstanding experience! Your unique combination of nautical professionalism, sailing leadership education and challenging team-building initiatives made our ‘STRETCH Expedition’ a huge success and a once-in-a-lifetime experience for our participants.”

Peter Bailey – Senior Vice President

The Prouty Project


“It was a fantastic experience, and I’m thinking about bringing ‘Team Prouty’ for a strategic planning session on catamarans.”

Jeff Prouty – Chairman and Founder

The Prouty Project



Take the Lead Now

Call 888-415-7015 or 239-454-1700

Packages for Leadership Programs in Offshore Sailing School locations (Florida and the British Virgin Islands) are tailored to meet the goals of the group program organizer. Many groups bring their own facilitators to work closely with our faculty instructor coaches. In this case the coaching team meets with facilitators before participants arrive to fine-tune objectives. A typical British Virgin Islands Leadership Adventure package includes:

  • Pre-departure orientation and training at home location from Offshore Sailing School lead faculty member (7-day program only)
  • Transfer from ferry or local airport direct to boats
  • A professional, expert Offshore Sailing School instructor/coach on each boat
  • Proven program of daily sail-related challenges underway, tailored to test stated core values
  • Shared cabins aboard state-of-the-art 46’ to 54’ cruising yachts
  • All breakfasts, lunches, snacks and three dinners while living aboard
  • Steve and Doris Colgate’s Fast Track to Sailing textbook
  • Local cruising park and mooring fees
  • Event UV protective shirt (or polo shirt) and cap
  • Sailing from island to island in the incomparable British Virgin Islands – the sailing capital of the world – or on the Gulf Coast of Florida where manatees and dolphins play!

Not included:

  •  Travel costs other than those outlined above
  • Accommodations ashore before or after program (can be arranged by Offshore Sailing School)
  • Two or three dinners ashore during the program
  • Purchases for additional food, beverages and other items before, during or after the program

Each group is different, each group’s goals are different. Most leadership programs are one-week long, allowing time for individuals to maximize their leadership skills.

Most Leadership Programs are conducted aboard 43’ to 54’ cruising yachts with four cabins, spacious main salons, big cockpits and big sails for challenging and exciting drills underway. Participants generally live aboard the yachts, sailing from one port to another throughout the week. In the British Virgin Islands, the yachts come from The Moorings and Sunsail – the two largest and most prestigious charter companies in the world. In Florida, participants sail and live aboard 43’to 48’ cruising yachts.

”From behind the wheel I thought about how our crew had evolved during the trip and felt immensely proud that we overcame our anxieties and learned to run the boat independently.”

Christopher Wang – Emory University