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.

Broadreach is an IYT (International Yacht Training) partner school and offers courses from “Introduction to Yachting” to “Bareboat Skipper”. Programs range from 12 to 37 days and can be mentally and physically challenging for students and instructors which makes maintaining a positive attitude essential. Programs are limited to 12 students and led by a team of two to three instructors.

Skippers work with a dive instructor, marine biologist, or a first mate to manage everything from delivering course content to leading onshore activities and more. In addition to sailing instruction and sailing the yacht, skippers work with their co-leader to supervise students 24/7, facilitate group dynamics, assist students with cooking and cleaning duties, support scuba training and other program activities. Flexibility, teamwork, the ability to multi-task, and provide a fun, positive and cohesive community are all important requirements. Contract length varies from two to three months starting in late May through early or late August.


  • Licensed US Coast Guard Captain, Yachtmaster or equivalent experience.
  • Comfort operating a yacht over 45 feet from standard operations to sail training.
  • Small boat handling skills. You will be expected to regularly operate RIBs and small boats with 6hp to 50hp outboards.
  • Able to confidently anchor in tight anchorages and maneuver in tight harbors under power.
  • Understanding of basic yacht and diesel engine maintenance.
  • Experience in multi-day sailing trips/deliveries/chartering.
  • Experience teaching sailing to youth preferred.
  • Previous experience working with teens and young adults preferred.
  • Passion for mentoring and motivating students.
  • Physically fit to actively participate in outdoor activities such as hiking, snorkeling, community service activities, etc.
  • Demonstrated success working on diverse teams with a collaborative mindset.
  • Able to attend staff training in St. Martin in early June.
  • Open availability from late May to late August strongly preferred.


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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.