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Sailing Instructor

Job

Paddle Boston

Stoneham, MA (In Person)

$58,097 Salary, Full-Time

Posted 4 days ago (Updated 2 days ago) • Actively hiring

Expires 7/18/2026

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Job Description

Sailing Instructor Paddle Boston Stoneham, MA Job Details Seasonal $25 - $30 an hour 5 hours ago Benefits Flexible schedule Qualifications Outdoor work Boat handling Educational talks First Aid Certification Safe environment creation Training Communication skills Entry level First aid and
CPR Full Job Description Now Hiring:
Sailing Instructor - Paddle Boston (Spot Pond) Come join our team if you love being outdoors and want to share your passion for the water with others! Paddle Boston offers a relaxed outdoor work environment with competitive pay and benefits. We are currently looking for a dynamic and engaging Sailing Instructor to lead small classes and private lessons at our Spot Pond location. Beyond the summer season, this role offers the potential for year-round employment opportunities in concert with Weston Ski Track and Community Skating @ Kendall Square. What You'll Be Doing Teaching diverse groups of kids and adults the fundamentals of sailing. Leading instruction in our fleet of Cape Cod Mercury 14 sailboats, as well as one RS Cat. Creating a fun, safe, and engaging environment for all our visitors.
What We're Looking For Required:
Solid sailing experience and some weekend availability.
Required:
A friendly, outgoing, dynamic, and engaging personality.
Reliability:
Lessons are scheduled through the summer and fall so reliability and communication is a must!
Desirable:
Experience working with kids or a background in other paddle sports (kayaking, canoeing).
Desirable:
Instructor certifications, CPR/First Aid, and MA Boating Safety Course (or NASBLA Certificate).
Note:
Training is available for the right candidate!
CompensationPerks Pay Rate:
$25-$30/hour + tips (based on experience).
Flexible Schedules:
Opportunities for both full-time and part-time work are available.
More Hours Available:
Need a steadier schedule? We can offer additional hours working as a dock hand or site supervisor through the summer and into the fall.
Free use of our boats:
staff enjoy the perks of free paddling and use of the sailboats (subject to availability).
Start Date:
As soon as possible!