Join Our Team
The Apprenticeshop is a community that cultivates thinkers, makers, and doers through traditional boatbuilding and seamanship to navigate an ever-changing world. We believe that all people are capable of building and sailing boats, and that in the process, they develop resilience, self-confidence and resourcefulness. The educational experience at the Apprenticeshop is truly hands-on, with the majority of learning happening through direct experience rather than through traditional class-based teaching. We embrace the idea that there isn’t one right way to build or sail a boat. We teach by providing opportunity for discussion and group problem-solving, as well as room for innovation and creative thinking
Open Positions
Boatbuilder / Youth Instructor
This full-time, year-round position offers a chance to introduce middle and high school students to traditional boatbuilding and seamanship through hands-on learning—both in the shop and on the water. The ideal candidate has experience in wooden boatbuilding and sailing, enjoys working with young people, and values experiential education. Compensation includes a $45,000 salary, health benefits, paid time off, and more. Applications are accepted on a rolling basis.
Read the full job description and application instructions here.
ADULT SAILING INSTRUCTOR
seeking seasonal sailing instructors to teach beginner through advanced sailing aboard our fleet of (mostly) traditional wooden boats. This flexible, hourly position (June–September, starting at $22/hour) is perfect for passionate sailors who love sharing their skills with individuals, families, and small groups. Instructors work closely with the Program Director to create engaging, hands-on experiences on Rockland Harbor’s waterfront. Ideal candidates have strong small-boat sailing and powerboat handling skills, teaching/coaching experience, and a USCG OUPV license or equivalent. Apply by February 28.
Read the full job description and application instructions here.
Youth sailing Program coordinator
We’re hiring a Youth Sailing Program Coordinator to lead our 2025 summer sailing programs! This seasonal, full-time role (June 2 - August 22) offers $23/hour and the opportunity to guide a team of instructors while fostering a love of sailing in youth ages 6-14. Based at our Rockland Harbor waterfront, the coordinator ensures a fun, safe, and educational experience for all participants, oversees program operations, and supports fleet maintenance. Ideal candidates have strong sailing and leadership skills, a passion for teaching, and experience working with youth. Apply by February 28.
Read the full job description and application instructions here.
Youth sailing Instructor
We’re seeking Youth Sailing Instructors to join our team for the 2025 summer season! This seasonal, hourly position runs from June 16th to August 16th, Monday through Friday, with occasional weekend regattas. In this role, you’ll guide youth sailors (ages 6-14) through fun and safe sailing lessons on Rockland Harbor, teaching skills in Club 420s, Optimist Prams, and our Apprenticeshop-built Carney 8' Prams. Compensation starts at $15/hr based on experience, with additional flexible teaching opportunities. Apply by February 28.
If you have a passion for sailing, working with youth, and fostering a love of the ocean, we’d love to hear from you!
Read the full job description and application instructions here.
Boatbuilder / Instructor
The Boatbuilding Instructor is essential in providing high-quality boatbuilding education to adult apprentices at The Apprenticeshop. This position is part of an instructional team who share responsibilities for the projects and facilities that serve as a platform for our hands-on learning approach. The Boatbuilding Instructor models a strong work ethic, is flexible and willing to assist on any project as needed. All staff collaborate to create a positive learning environment and healthy nonprofit organization. Being welcoming to visitors and participation in community activities is expected and is fundamental to The Apprenticeshop. Applications will be accepted on a rolling basis until the position is filled.
Read the full job description and application instructions here.