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Career Sailing School Instructor Opportunities

Are you thinking about a sailing career? Offshore Sailing School is always growing and often has openings at its Florida and British Virgin Islands branches for qualified women and men who can teach courses from Basic Keelboat to Offshore Passage Making. In addition, from time to time, branch management opportunities become available for sailors with expert sailing instruction, organizational and maintenance credentials.

Evaluation of Your Ability to Become a Sailing School Instructor for Offshore Sailing School

If you love to sail and have the talent and knowledge to become a sailing instructor, or a manager, please have a conversation with our Chairman, Steve Colgate.

239-985-7505 (direct line)


Learn the “Right” Way to Teach Sailing

America’s #1 Sailing School is owned and operated by National Sailing Hall of Fame Honoree, Steve Colgate, and National Women’s Sailing Association founder, Doris Colgate. Their team of US Sailing Certified Instructors are ready to help you become a sailing instructor. To be a qualified instructor, your sailing resume must fit the initial requirements – which include strong sailing, cruising and (preferably) racing experience as skipper and crew, coaching or teaching experience (in the non-sailing world qualifies too), personality qualities that include patience and humility, and a Coast Guard License or the sailing parameters required to obtain one.

The US Sailing Instructor Evaluation Certification Program

Once you are hired, if you do not already have US Sailing Instructor certifications, you will be placed in a 3-day comprehensive US Sailing Basic Keelboat Instructor Certification Evaluation as soon as possible. Passing this evaluation must be accomplished within a year of your initial employment date and is a pre-requisite to remain a sailing instructor for Offshore Sailing School.

Offshore Sailing School’s Commitment to You and Your Commitment to Offshore Sailing School

If you are hired and commit to an 18-month period as a full-time instructor for Offshore Sailing School, the fee for the US Sailing Basic Keelboat Instructor Certification Evaluation (starts at $410 per person per evaluation level) will be reimbursed by Offshore Sailing School when you fully pass an evaluation. In addition, travel costs to relocate will be reimbursed up to $1,000.