Sailing Instructors/Skippers lead summer live-aboard diving, sailing and marine science programs for teens 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. Students and instructors live aboard the yacht for the duration of their program, so experience living in close quarters is a plus.

Duties include, though are not limited to:
– Living aboard with students supporting them in day to day life and daily activities of program.
– Working as part of a team to prepare and provision yachts for program.
– Actively managing and recording yacht maintenance and repairs.
– Working with the scuba instructors to support the daily diving operations.

Qualifications:
– Licensed US Coast Guard Captain, Yachtmaster or equivalent experience.
– Comfort operating a yacht over 40 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.
– Previous experience working with teens and young adults preferred, especially in a summer camp/ 24/7 setting.

Availability from May 31st to August 16th, 2026.

Food and housing are included in your contract. Our summer season is based out of Saint Martin and runs from early June through Mid August. Training and programs are based out of Saint Martin.