We will happily work with you to allow you access to our fleet for your personal enjoyment should you currently not own a sailboat of your own. Thank you very much for taking the time to consider ...
Quick apply
We will happily work with you to allow you access to our fleet for your personal enjoyment should you currently not own a sailboat of your own. Thank you very much for taking the time to consider ...
Quick apply
We will happily work with you to allow you access to our fleet for your personal enjoyment should you currently not own a sailboat of your own. Thank you very much for taking the time to consider ...
Portland, OR · On-site
$20 - $40/hr
We will happily work with you to allow you access to our fleet for your personal enjoyment should you currently not own a sailboat of your own. Thank you very much for taking the time to consider ...
Portland, OR · On-site
$20 - $40/hr
We will happily work with you to allow you access to our fleet for your personal enjoyment should you currently not own a sailboat of your own. Thank you very much for taking the time to consider ...
We will happily work with you to allow you access to our fleet for your personal enjoyment should you currently not own a sailboat of your own. Thank you very much for taking the time to consider ...
We will happily work with you to allow you access to our fleet for your personal enjoyment should you currently not own a sailboat of your own. Thank you very much for taking the time to consider ...
$10.17 - $11.74
1% of jobs
$11.74 - $13.31
5% of jobs
$13.31 - $14.88
14% of jobs
$15.25 is the 25th percentile. Wages below this are outliers.
$14.88 - $16.45
19% of jobs
The median wage is $17.28 / hr.
$16.45 - $18.02
19% of jobs
$18.02 - $19.59
15% of jobs
$19.71 is the 75th percentile. Wages above this are outliers.
$19.59 - $21.16
11% of jobs
$21.16 - $22.74
5% of jobs
$22.74 - $24.31
4% of jobs
$24.31 - $25.88
3% of jobs
$25.88 - $27.45
2% of jobs
$10
$18
$27
| Aspect | Sailboat | Yacht Captain |
|---|---|---|
| Required Credentials | Coastal or sailing certifications, sailing experience | Yachting certifications, maritime licenses, extensive experience |
| Work Environment | Small to medium-sized boats, sailing-focused | Luxury yachts, large vessels, often international waters |
| Employer & Industry | Private owners, sailing clubs, charter companies | Luxury yacht owners, charter companies, private clients |
While both roles involve operating boats, a Sailboat primarily focuses on sailing vessels with an emphasis on sailing skills and smaller craft. A Yacht Captain oversees large, luxury vessels, managing crew and ensuring safety on high-end yachts. The roles differ mainly in vessel size, complexity, and certifications required, but both are essential in the maritime industry.
For Sailboat jobs in Oregon, the most frequently searched job titles are:
The top searched job categories for Sailboat jobs in Oregon are:

Portland, OR • On-site
Contractor
Re-posted 29 days ago
Thank you for your interest in teaching at Island Sailing!
If you are looking to learn more about joining our crew you’ve come to the right place! We are always looking for good USCG licensed and certified (ASA or US Sailing) sailing instructors to teach our many wonderful students here at Island Sailing - you'll be able to teach as much as you'd like!
About Us
Our mission is simple: we actively and consciously seek to continually be creating the best possible space for people to learn and get into sailing together with a great community of like minded members who together and individually can create and share their sailing experiences.
At Island Sailing our crew culture is of prime importance to us. Though we are one of the largest sailing operations in the Northwest, we are indeed a small, dynamic, and growing crew and developing, fostering, and maintaining a healthy, positive, and supportive environment for everyone involved is a core focus for us.
Island Sailing School is focused on the "academy model" in that we have lengthened our classes from the industry standard of two days to three sessions each and we hold those classes on weekends and during the week. We also have limited the number of students to three per boat which dramatically improves the experience for both our students and instructors.
As one of the oldest American Sailing Association accredited sailing schools we more than happy to work with you to become an ASA certified instructor if you haven't already been teaching ASA courses - we can guide and support you through the process of gaining those valuable certifications. Sailing experience and having your Coast Guard license is required.
How This Works
You’ll receive a confirmation email from us letting us know we’ve received your application. We will of course review your application right away and notify you quickly of the next steps in the process.
Just Some of What We Value at Island Sailing
What You’ll Love About Us
Thank you very much for taking the time to consider these opportunities and possibilities and we look very much forward to talking with you!
We Are An Equal Opportunity Employer.
Because we value our crew, our culture, and our clients, we require that all candidates that receive and accept employment offers complete a background check as part of the hiring process.