Summer Jobs

Skipper + Sailing Instructor

Sailing Instructors/Skippers lead summer live-aboard diving, sailing and marine science programs in the Caribbean aboard 40-55 ft. catamarans and monohulls.

Skippers sail a yacht and teach basic sailing skills as they guide middle or high school students on an adventure through the Caribbean. Skippers are paired with another instructor and supervise students 24/7, facilitate group dynamics, assist students with cooking and cleaning duties, support scuba training and other program activities. Depending on the program, skippers will be paired with a marine biologist, dive instructor or first mate. Students and instructors live aboard the yacht for the duration of their program, so experience living in close quarters is a plus.

Instructors are expected to be flexible team players that foster a fun, safe environment for students to thrive and experience new places, cultures and activities.

Broadreach is an IYT (International Yacht Training) partner school and offers courses from “Introduction to Yachting” to “Bareboat Skipper”.


  • Licensed US Coast Guard Captain, Yachtmaster or equivalent experience.
  • Comfort operating a yacht over 45 feet, including standard operations, and anchoring/mooring in tight anchorages.
  • Understanding of basic yacht and diesel engine maintenance.
  • Experience in multi-day sailing trips/deliveries/chartering.
  • Passion for mentoring and motivating students.
  • Able to participate in outdoor adventure activities such as hiking, snorkeling and community service activities.
  • Great communication skills and a professional demeanor to serve as a Broadreach ambassador.

Preferred Qualifications

  • Experience teaching sailing to youth is preferred.
  • Previous experience working with teens and young adults preferred, especially in a summer camp/ 24/7 setting.

Our sailing programs are based in St. Martin, staff are expected to attend staff training based out of St. Martin.

Our season runs from May through August and contract length varies from two to three months, preference will be given to instructors who can fulfill longer contracts. Food and housing are included with your contract.

Broadreach is committed to fostering a culture of diversity and inclusion. We celebrate differences in age, ethnicity, gender identity and expression, national origin, race, religion, sexual orientation, socio-economic status and other characteristics that help broaden our perspectives. It is our aim, that all our staff, students and partners reflect and embrace these values. View our full statement here.

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About Broadreach

Broadreach is a leader in experiential programs abroad for middle school through college aged students. Over the past twenty years, more than 17,000 students have traveled with Broadreach to over 40 countries. Our mission is to challenge students to broaden their perspectives through new experiences and environments, to inspire them to develop lifelong skills, to discover and explore their passions, and to empower them to reach beyond self-imposed limitations and take charge of their future.