Working with us is a very rewarding experience. We take on team members with careful consideration to benefit all.
Is your true calling knocking at your door? Do you need to get out of that grind and be on the sea? Need to change up the waters and winds of daily life? You are not alone. You could join a community of sailors and share your passion as a leader.
We offer full-time and part-time opportunities for the right candidates with the right experience. Find a list of our opportunities below and see if it fits. Or if you fit with your own flare, share it.
Our crew knows that fitting in is not always the goal, when some of us were made to stand out.
Captain/ ASA Instructor
We are looking to hire a full time committed American Sailing Instructor with expert level experience. This is a serious season commitment for November 2024 – July 2025.
If you have strong teaching, sailing and boating experience on 40-50 FT cruising catamarans and sailing yachts, we want to talk to you.
You would teach courses Sunday – Saturday at least 2 consecutive weeks a month, possibly 3. We never ask you to work more than 3 in a row for your sake as well as the students. We want you to have fun and enjoy yourself without getting burned out.
We have taught at sailing schools, and we know firsthand how rewarding and hard the job is. We know how a boat that is in disrepair can be the difference between a good week and a bad week for you. We can understand why you might be slightly traumatized if you worked for a school that overworked you and underpaid you.
We operate this business on a much higher level of quality than the standard. We use 2023 – or newer charter boats from several local charter companies, which means you never have to maintain the vessel. You call for maintenance and they come to fix it. We always spend extra to make sure the vessel is new, has a generator, water maker, and air conditioning.
I would encourage you to look at our reviews on Google. We have nothing but 5 stars because we do not compromise on the yacht, the food, and/or support you need. Which results in happy customers because they received a better-than-expected level of service and happy instructors because all they had to do was teach the course and take care of the guests and students. Everybody wins.
We take very good care of you. We pay what you think is fair, you always have a full-size cabin to yourself. The schedule always allows for a Saturday night off and you will not meet the guests until 5 PM on Sunday. Every course every week starts at 5 PM on Sunday and ends Saturday at 10 AM. You order the provisions from a company, and they deliver it to the boat. You have discretionary funds to spoil the guests, like buying them dinner or cocktails.
If this is something you’re interested in, we would like to see your resume. You can email us after you have reviewed our website. Then if approved, we would schedule a 1-week training trip for you with a senior instructor. You will learn our best practices, standard procedures, and booking system functionality. Learning how to be the best sailing instructor you can be will only improve the smooth sailing of our guests.
Technical Qualifications:
- USCG 50 Ton Master with Near Coastal Merchant Mariner license with Sailing endorsement.
- American Sailing Instructor ASA 201/203/204/214 certifications.
- STCW II/3 endorsement.
- If you do not meet some of these technical qualifications but are working on it. Let us know.
Mandatory Professional skills:
- Excellent people skills.
- Unparalleled dedication to taking care of the crew you are leading.
- Kindness, respect and patience for all people.
- Experience teaching in the Virgin Islands.
- Knowledge of the Virgin Islands and Caribbean sailing.
- Fundamental boat system knowledge.
- Detail orientated wth focus on doing it right.
- Find pure joy in mentoring and inspiring others through sailing connections.