Learn to sail on your own sailboat
Private/Personalized Sailing Lessons on Your Own Boat
ASA-Certified Instruction for Monterey Bay Boat Owners
Own a sailboat but don’t feel fully confident using it? You’re not alone. Many Monterey Bay boat owners under-utilize their boats because they lack hands-on experience or formal training. So if you want your boat to be more than just an expensive place to drink beers, we can fix that.
At Sail Monterey, our USCG-licensed, ASA-certified instructors come to your boat to help you master sailing, docking, and seamanship — right where it matters most.
Learn to Sail Your Own Boat — With Confidence
Get personalized sailing instruction aboard your own vessel. We’ll help you:
Build confidence handling your boat in wind, current, and tight spaces
Refine sail trim, reefing, and docking techniques
Practice real-world safety and navigation on Monterey Bay
Earn ASA certification (ASA 101–106) aboard your boat if desired
Perfect for
New or nervous sailboat owners
Couples who want to sail together confidently
Owners who’ve upgraded to a larger yacht
Locals preparing for coastal cruising or bareboat charters
How It Works
Contact us to schedule your private session.
We meet you at your boat — anywhere in Monterey Bay.
Train at your pace, on your boat, with your gear.
Rate: $125/hour (most lessons are about 2-3 hours)
Ready to Sail Like You Mean It?
Stop letting fear or uncertainty hold you back.
Call (831) 224-9490 or email book@sailmonterey.com to schedule private sailing lessons on your own boat.
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