Career Sailing School Instructor Opportunities

Are you thinking about a sailing career? Would you like the gratification of turning sailing novices into adept sailors – ready to take the helm with confidence? Offshore Sailing School is growing and has openings at its Florida and British Virgin Islands branches for qualified instructors who can teach courses from Basic Keelboat to Offshore Passage Making.

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 – the best way to determine if working for Offshore Sailing School is the right fit for you, is to take the Fast Track to Cruising Course as a student. Even if you have years of sailing, racing and cruising experience, you cannot imagine the intensity and nuances of teaching novices to be successful sailors until you, too, experience the same sailboat training.

Special Instructor-Candidate Discount for Fast Track to Cruising Course

Because it is so important that you know the scope of Offshore Sailing School’s most popular program, and because your participation in it allows our management team to communicate with you one and one during your participation, we are offering a 40% discount on the Fast Track to Cruising package to qualified instructor candidates.

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, led by Chief Operations Manager, Bryce Jackson, 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.

See if You Want to Join the Offshore Instructor Team

This offer is available for Fast Track to Cruising courses on monohulls only at our premier Florida base – South Seas Island Resort on Captiva Island, Florida. To start the interview process with Bryce Jackson, Chief Operations Manager, please call 239-985-7531 (direct line) or 239-823-1360 (cell), and send your sailing resume and work resume to Bryce@OffshoreSailing.com. If he determines this is a “go,” Bryce will then initiate the process to participate in the Fast Track to Cruising Course at the 40% discount level.

239-985-7531 (direct line)
239-823-1360 (cell)

Next Step — 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 on a fast track to enter the 3-day comprehensive US Sailing Basic Keelboat Instructor Certification Evaluation when scheduled. 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 and most of the top sailing schools in the country.

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 take the initial Fast Track to Cruising course or relocate will be reimbursed up to $1,000.

Learn What It Takes to Be a Top-Level Sailing Instructor

There are three ways people learn best, all factors that make a sailing course a great sailing course and a sailing instructor awesome in the words of our many graduates. These are:

Visual – As soon as you sign up you receive the US Sailing Basic Keelboat, Basic Cruising and Bareboat Cruising textbooks and our comprehensive Fast Track to Cruising textbook written by the Colgates.

Auditory – Every day, just like our students, you attend classroom sessions to reinforce what is covered in the books. During this time you learn how to graphically explain the “whys” not just the “hows” of what students will encounter on the water, using a variety of teaching aides.

Kinesthetic – Then on the first two days of the course you head to the Colgate 26 fleet at docks just outside the classroom, and go through the step by step process of learning and observing how Offshore Sailing School instructors teach by encouraging, supporting, inspiring and explaining, not just “showing” on the water. And then you step aboard a Jeanneau 439 monohull for the six day live aboard course and follow the same Visual, Auditory and Kinesthetic techniques as you learn and observe how instructors manage the transition from a 26′ keelboat to 43′ cruising yacht over an 8-day period, with a highly successful student graduation rate.

Contact Bryce Jackson – Chief Operations Manager