Sailboat Rental

Portland Sailing School. Learn to sail in Portland, Oregon with sailing classes and lessons.Island Sailing offers a variety of sailboat rentals ranging from 20 to 25 feet. Sailboat rental options vary by location, are day sailing only, and as a sailing club we limit rentals during peak periods for club member only use. For a list of Island Sailing vessels, please [click here].

Rentals begin at 11am and boats must return by 4:45pm unless other arrangements are made in advance. Payment is due in full before casting off. 

Rates (by sailboat length):

  • 20' sailboat: $175 per day
    (Requirements include NauticEd Small Keelboat, ASA 101 or equivalent.)
  • 22' sailboat: $200 per day
    (Requirements include NauticEd Small Keelboat, ASA 101 or equivalent.)
  • 25' sailboat: $290 per day
    (For preferred and returning renters only.  Requirements include NauticEd Skipper, ASA 103 or equivalent.)

Additional Fees:

  • $25 Initial Set-up Fee (does not apply to ISC students or members)
  • $200 Cleaning and Damage Deposit, returned after the boat is successfully checked-in after the rental

Please note that Island Sailing reserves the right to require additional testing or deny service to anyone lacking recent and relevant sailing experience or certification.  Simply, we ask sailors to be qualified to operate our vessels competently, safely and with a understanding of the inherent risks of our local waters.


To Reserve a Boat

1. Please complete the Reservation Request Application (if an ISC Student, member or ex-member contact us at (503) 285-7765)

2. Attach a Sailing Resume. If you don't have one already, please complete through NauticEd (instructions below).

3. We'll review and respond within 24hrs


NauticEd Online Logbook Resume

The NauticEd software makes available to each Sailor a real time Logbook Resume for FREE.Read More

At anytime, a sailor can download from the NauticEd cloud the Logbook Resume as a PDF document and email to any charter company, practical school or others. Or the sailor can make the resume accessible to yacht charter companies with an email address and logbook code. As such, your logbook is always available 24/7 in the cloud.

The Logbook Resume is securely protected. Only persons given express permission via their secret logbook code by the student can view the Logbook Resume.  The NauticEd mobile App also allows the student to update their logbook anytime.


2 FREE sailing courses and free online sailing logbook with NauticEd1. Sign-up or Sign-in by clicking the NauticEd button, and the sign-up/in page will open in another tab.

2. Simply enter your sailing history and experience as you go online when you login to your NauticEd account.

3. Follow the directions to either email your resume directly to us, download, or give us a verification code.

Why a Sailing Resume?  Pilots record their flight time in a logbook because it is an absolute must for determining the potential competency of the pilot. The United States Coast Guard and maritime agencies require a person to document their practical time on the water for professional boating licenses. Yet, in reality few if any sailors document their time in a paper logbook. Practically, it's just not done. Read More

Charter and Rental companies, however, when determining if they will charter a boat to you, will ask you every time for a sailing resume and a list of practical experience to ascertain the worthiness of the sailor - and rightly so. Sailors typically scramble to determine their sailing experience and often misquote real experience due to lack of documentation.

Sailors deserve to be recognized for their experience. Other than NauticEd, there is no existing sailing certificate that recognizes this because of the previous lack of practicality in logging time on paper. Times have changed and NauticEd has met the challenge to recognize sailors for their achievements.

NauticEd has made it easy to document on the water experience using the power of the Internet. After a days sailing you can simply boot up your iPhone, Android device or hand-held web browser, run the application, hit one button and viola - you've logged your day out on the water. Alternatively, you can log any experience past or present via your Facebook page or just log into NauticEd.org and do the same. It's that simple and easy.


Reservation Request

Your Name (required)

Your Email (required)

A Phone Number where we can reach you (required)

Which Location? (required)

Approx. Size Boat Requested (required)

Preferred Dates and other notes? Please include any additional information or questions below:

If you have a Sailing Resume, please attach it below. If not, please complete a resume with NauticEd.