Private Lessons
$55 Per Person Per Hour
Private Lessons are completely customizable to your skill level and goals. A minimum of two hours is required for booking. We can also train on your personal boat.
Try Sailing Private Lesson
$50 Per Person for 2 Hours (One time per student)
Learning to sail can be a big commitment and, while most people love it, it isn’t for everyone. This course is designed to give you the opportunity to try a lesson with Captain Matt at a reduced rate and see if sailing lessons are for you!
Learn to Sail: Beginner
$500 per person
This 16 hour course covers the basic theory and practice of sailing a keelboat. Based on the US Sailing standards, our course is approximately 16 hours long with a maximum student to instructor ratio of 4:1.
Topics covered include:
How to be safe on the boat
Parts of the boat
Points of Sail, proper sail trim, and how to “read” your sails
How to helm (steer) the boat and the essential crew positions
“Rules of the Road”
Essential Knots
Person in the Water Recovery
Docking
And much more!
Learn to Sail: Intermediate
$500 per person
This 16 hour course builds off the basic theory and practice of our Learn to Sail: Beginner course. This our course is approximately 16 hours long with a maximum student to instructor ratio of 4:1 and provides more time to master the basics and build skills and confidence on the water.
Prerequisite: Learn to Sail: Beginner or other recent basic sailing experience strongly encouraged.
Topics covered include:
Review and improvement on Beginner curriculum
Quick-Turn Person in the Water recovery
Reefing sails
Fine tuning sails with control lines
Anchoring
Intermediate Knots
And much more!
Spinnaker Workshop
$50 per person
This is a 2 hour workshop focused on the basics of setting, trimming, and dousing a symmetrical spinnaker with a spinnaker pole. This workshop is designed for new(ish) Wednesday night crew looking to learn how to fly a spinnaker in a non-race environment or for beginner/intermediate sailors who want some experience flying “the chute.”
Prerequisite: Basic sailing experience strongly encouraged.
Topics covered include:
Rigging the spinnaker
Setting the spinnaker pole
Hoisting the sail
Trimming a symmetrical spinnaker
Jibing a symmetrical spinnaker
Take downs (dousing the spinnaker)
*Multiple workshops will be offered and techniques used may vary on the night based on conditions. 2 hours is not enough to cover all of the techniques needed for spinnaker work, but will give participants a great foundation to work from.
Current Dates offered:
Thursday May 21, 2026 5:30-7:30pm.
Tuesday June 9, 2026 5:30-7:30pm.
Tuesday June 16, 2026 5:30-7:30pm.
Cancelation Policy: Cancelation requests for refund will be charged a $10 processing fee. No processing fees will be charged for a transfer to another course. No refunds or transfers will be granted within two weeks for the first class of a course or of a private lesson.
Cancelation Due to Weather or by Kilroy Sail Training: While we try to avoid canceling lessons, there are times that it is necessary due to weather or other unforeseen circumstances. If a class is canceled by Kilroy Sail Training a credit will be issued or a make-up day may be scheduled if available.