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Summer Sailing Jobs (NOW HIRING)

Fall Opti Race Coach

Larchmont, NY ยท On-site

$25 - $30/hr

... sailing programs. Our Fall Opti Program attracts motivated young racers who are eager to improve, compete, and continue their development beyond the summer season. As a Fall Opti Race Coach, you will ...

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Summer Sailing information

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$5

$16

$31

How much do summer sailing jobs pay per hour?

As of Sep 8, 2026, the average hourly pay for summer sailing in the United States is $16.12, according to ZipRecruiter salary data. Most workers in this role earn between $10.58 and $18.51 per hour, depending on experience, location, and employer.

What is summer sailing?

A Summer Sailing job typically involves working as a sailing instructor, deckhand, or camp counselor at a sailing program, yacht club, or summer camp. Responsibilities can include teaching sailing techniques, maintaining boats, ensuring safety on the water, and coordinating activities for participants. These jobs are ideal for individuals with sailing experience, strong communication skills, and a passion for working outdoors. Many positions require certifications like First Aid, CPR, or a sailing instructor qualification. It's a great opportunity to develop leadership skills while enjoying time on the water.

What does a typical day look like for someone working in summer sailing?

A typical day in a Summer Sailing role often starts with inspecting equipment, reviewing weather conditions, and preparing boats for use. Throughout the day, you may be leading sailing lessons, supervising groups on the water, or managing recreational sailing activities. Collaboration with other staff members, such as fellow instructors or waterfront coordinators, is common to ensure safety and smooth operations. The role also involves providing guidance to participants, responding to emergencies if necessary, and maintaining a positive, supportive environment. This dynamic position allows you to enjoy being outdoors while building valuable teamwork and leadership skills.

What are the key skills and qualifications needed to thrive in summer sailing?

To thrive in a Summer Sailing position, candidates typically need strong sailing skills, knowledge of water safety, and prior experience or certifications such as a U.S. Sailing or American Sailing Association (ASA) certification. Familiarity with basic sailing equipment, navigation tools, and safety protocols is expected. Excellent communication, patience, and leadership abilities are crucial, especially when instructing or overseeing groups. These competencies are essential to ensure both an enjoyable and safe experience on the water for all participants.

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What cities are hiring for Summer Sailing jobs?

Cities with the most Summer Sailing job openings:

What are the most commonly searched types of Sailing jobs?

The most popular types of Sailing jobs are:

What states have the most Summer Sailing jobs?

States with the most job openings for Summer Sailing jobs include:

Infographic showing various Summer Sailing job openings in the United States as of September 2026, with employment types broken down into 3% Internship, 37% Full Time, 53% Part Time, 1% Temporary, 5% Contract, and 1% Summer. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution, with an average salary of $33,540 per year, or $16.1 per hour.

Sailing Instructor

Charles River Recreation Inc - Paddle Boston

Stoneham, MA โ€ข On-site

$25 - $30/hr

Full-time, Part-time

Re-posted 23 days ago


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 DoingTeaching 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 ForRequired: 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! Compensation & PerksPay 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!