Steve & Doris Colgate’s Offshore Sailing School Open Positions for Sailing Instructors in British Virgin Islands and Florida

SinC Offshore Sailing School BVI

Jun 15, 2022

Full and part-time opportunities are available for qualified instructors in the British Virgin Islands and on Florida’s Gulf Coast. If you have excellent “people” skills, experience teaching on keelboats and 40’-50’ cruising sail and power yachts, we want to speak with you.

Housing: Minimum 3-month housing may be available at rent below current market levels in Southwest Florida for a US Sailing Certified Instructor. Just one apartment is available. Contact Steve Colgate,, Chairman, to learn more.

For 2-day to 8-day certification courses, instructors need US Sailing instructor certification at the Basic Keelboat level or higher (or at time of hiring, have the skills to pass these levels (courses are available in US), and hold a USCG license or have the experience to obtain one at the appropriate level. Candidates who wish to work in the United States must be U.S. citizens or have legal authorization to work in the U.S. Those who wish to work in the British Virgin Islands must have a valid BVI-issued work permit. If you do not currently have a work permit, we will help you with this process. Cruising and/or racing experience is a plus.

Left: A Colgate 26 / Right: An Offshore Sailing School Leopard 40

SinC Offshore Sailing School 400SinC Offshore Sailing School 2 400

Full-time Offshore Sailing School instructors are salaried. Your employment package also includes bonuses, paid time off, and medical benefits after a brief probationary period. We offer possibilities for advancement for qualified individuals seeking a career in this rewarding world of sailing and boating education.

Instructors assigned to take customers out for rides or sailing lessons must have great people skills and proven sailing experience on boats similar to the Colgate 26 used for these activities.

If you would like to join our dedicated team, please download and fill out the Offshore Sailing School Application for Employment, scan and send it with your sailing resume to, with a short paragraph outlining why you would like to work at Offshore Sailing School.

Offshore Sailing School Application for Employment

Related Articles

  • The Big Picture: Foiling Hard

    The Big Picture: Foiling Hard

    Nov 29, 2023 Canada SailGP Team helmed by Phil Robertson lead Emirates Great Britain SailGP Team helmed by Ben Ainslie on Race Day 1 of the Spain Sail Grand Prix in Cadiz, Spain. October 14th, 2023. Photo: Felix Diemer for SailGP. Image supplied by SailGP. Canada has been mixing it up on the course lately… Read More…

  • Sail Nova Scotia Evening of Excellence and Fundraising

    Sail Nova Scotia Evening of Excellence and Fundraising

    Nov 29, 2023 Bill Haliburton was the high bidder of the first four Premium tickets for the ROCKWOOL Canada Sail Grand Prix Halifax. He is flanked by Canada SailGP Team sailors Jareese Finch (L) and Billy Gooderham (R) – both now call Halifax home. The Nova Scotia sailing and boating community from across the province gathered Friday evening (November… Read More…