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, Steve@Offshoresailing.com, 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 Randon@OffshoreSailing.com, with a short paragraph outlining why you would like to work at Offshore Sailing School.

www.OffshoreSailing.com

https://www.offshoresailing.com/how-to-become-a-sailing-instructor/

Offshore Sailing School Application for Employment

Related Articles

  • SailGP: NorthStar Has Some Moments at Bermuda Sail Grand Prix

    SailGP: NorthStar Has Some Moments at Bermuda Sail Grand Prix

    May 14, 2026 The Canadian team demonstrated progression on Saturday finishing 2nd, 4th, 5th and 8th, yet struggled a bit on Super Sunday with 12th, 12th and 4th place finishes. Improved starts helped the the team remain in contention across the fleet during seven races over the weekend. “I’d summarize the day as frustrating. If… Read More…

  • Sail Canada Welcomes The Government of Canada’s Historic Investment in Sport

    Sail Canada Welcomes The Government of Canada’s Historic Investment in Sport

    May 14, 2026 Sail Canada welcomes the Government of Canada’s historic investment in sport announced in the 2026 Spring Economic Update. The federal government’s $755 million investment will expand access to sport and strengthen support for Canadian athletes from grassroots to high performance. Sail Canada thanks Prime Minister Mark Carney and Secretary of State for Sport Adam… Read More…