3 Easy Steps
to become a sailor 😎⛵️
Step 1. Enroll today in any Two Hour Intro Class offered 7 days a week 11am – 1pm
Step 2. Sign up for ASA 101 and pick up your FREE book from Sail Monterey. Read your book before class!
Step 3. Complete ASA 101 to be inducted into Sail Monterey’s Port Club for FREE to enjoy discounts on boat rentals, alerts to upcoming classes, along with invitations to sailing events and clinics.
Join our School Mailing List
Receive FREE education materials and get notified about upcoming classes, sign up now!
"*" indicates required fields
2 Hour Course
- Introduction to parts of a boat, sail theory, and more
- 4 Students Maximum
- Classes Every Day
-
$159/Student
$499/Private class
More info about the introduction class
The 2 hour Introduction to sailing class is designed to be a fun class to introduce newcomers to sailing. This class is also the prerequisite for the ASA 101 Basic Keelboat Sailing Class.
3 Day Course (10am – 3pm each day)
- Proficiency in Basic Skills
- 4 Students Maximum
- Classes Every Month
-
$899/Starboard Members
$999/Non-Member
$3,975/Private Class - Attain Certification
- Start Renting at Sail Monterey
More info about the 101 class
Three day course designed to train students to proficiently sail on a 30 foot keelboat in light to moderate sea and wind conditions. This class will teach/test students on the following:
- Sail theory
- Acting as competent skipper and crew
- Important knots
- Parts of a sailboat
- Points of sail
- Maneuvers: tacking, jibing, heaving to, reefing, man overboard
Day 1 and 2 – Lectures and on the water instruction and practice.
Day 3 – Additional instruction, written test, skills test, and certification awards
2 Day Course (10am – 3pm each day)
- Improve basic skills
- 4 Students Maximum
- Classes Every Month
-
$499/Starboard Members
$599/Non-Member
$2,200/Private Class - Attain Certification
- Start Renting at Sail Monterey
More info about the 102 class
Two-day course designed to advance students’ sailing skills aboard a 30-foot performance keelboat in light to moderate sea and wind conditions. This class refines the sailor’s ability to control sail shape, balance, and performance while introducing advanced techniques for precision handling and seamanship. Students will be taught and tested on the following:
Advanced sail theory and trim
Close-quarters sailing and maneuvering
Reefing under way and heaving-to
Sailing to mooring
Crew coordination and communication
Reversing/backing under sail
Boat balance and helm control
Rules of the road and seamanship review
Day 1 – Lectures and on-the-water instruction covering advanced sail trim, balance, and control techniques.
Day 2 – Continued instruction, practical skill demonstrations, written knowledge check, and ASA 102 certification sign-off.
3 Day Course (10am – 3pm each day)
- Advance Your Skills
- 4 Students Maximum
- Classes Every Month
-
$899/STBD MBR
$1,000/Student
$3,975/Private - Attain Certification
- Rent in Other Locations
More info about the 103 class
Three day course designed to introduce students to the basics of coastal cruising. This class is usually conducted on a 30 – 34ft keelboat and will teach/test students on the following:
- Basic navigation and chart reading
- Anchoring
- Parts of a sailboat
- Sail trim
- Proper use of an inboard diesel engine
- AC and DC systems
- Maneuvers: tacking, jibing, heaving to, reefing, man overboard
Day 1 and 2 – Lectures and on the water instruction and practice.
Day 3 – Additional instruction, written test, skills test, and certification awards
3 Day 2 Night Course (Live Aboard)
- Learn to Live Aboard
- 4 Students Maximum
- 6 Classes Per Year
-
$1,299/STBD MBR
$1,500/Student
$4,500/Private - Attain Certification
- Sail to offsite destinations
More info about the 104 class
Three day course designed to train students to prepare for and execute destination sailing and living life aboard.
- Provisioning
- Planning and Navigation
- Vessel Inspections
- Sailing in moderate to rough conditions
- Cooking and living aboard
- Advanced Sailing Maneuvers
Day 1 – Lecture, provisioning, and departure for first offsite destination (Usually Moss Landing or Still Water Cove)
Day 2 – Lecture and departure for second offsite destination (Usually Santa Cruz anchorage or harbor)
Day 3 – Lecture/written test and departure for Monterey Harbor.
1 Day Course Review and Exam (Self Study)
- Advance Your Skills
- 8 Students Maximum
- 6 Classes Per Year
-
$419/STBD MBR
$519/Student - Attain Certification
- Understand Navigation
More info about the 105 class
1 Day Course designed to educate and test students on practical navigation skills on the water. Study and prep must be completed at home prior to your arrival at class.
- electronic and analog chart plotting
- Navigation using old and modern techniques
Morning – Course review
Lunch Break – 1 Hour lunch break
Afternoon – Proctored exam
3 Day 2 Night Sailing Course (Live Aboard)
- Advance Your Skills
- 6 Students Maximum
- 2 Classes Per Year
-
$2,200/STBD MBR
$2,400/Student - Attain Certification
- Challenge Yourself
More info about the 106 class
Advanced class for serious sailors looking to test the cut of their sails and show what they’re made of! Designed for students to skipper and crew a sailing vessel about 50 feet in length in coastal and inland waters, in any conditions.
- Advanced sailing techniques and maneuvers
- Daytime and Nightime sailing
Day 1 – Preparation, lecture, and provisioning
Day 2 – Departure from Monterey
Day 3 – Arrival to first offsite destination.
Day 4 – Departure and return sail to Monterey
Schedule Updated on May 1, 2026 at 5:03pm
Call to schedule a class not yet posted. Private Classes can be scheduled anytime.
2026 Class Schedule
January 2026 Class Dates
February 2026 Class Dates
- ASA 101 (Fri-Sun) Feb 6-8 | full/waitlist
- ASA 102 (Sat/Sun) Feb 28-3/1 | full/waitlist
- ASA 105 Self Study & Proctored Lesson/Exam
- Club Sail (Sun) Feb 8 |full/waitlist
- Night Sailing Clinic (Sat) Feb 28 | full/waitlist
March 2026 Class Dates
- ASA 101 (Fri-Sun) Mar 6-8 | full/waitlist
- Sailing Race (Mon) Mar 9 Euca Vs Willow | 2 spot left
- ASA 103 (Fri-Sun) Mar 20-22 | full/waitlist
- ASA 105 Self Study & Proctored Lesson/Exam
- Club Sail (Sat) Mar 7 & 28
- Beers and Piers (Sat) Mar 14 | 6pm-7:30pm | @ Sail Mry Office | Free for all members | Bring a friend!
April 2026 Class Dates
- ASA 101 (Fri-Sun) Apr 3-5 | full/waitlist
- ASA 102 (Sat/Sun) Apr 11-12 | full/waitlist
- ASA 103 (Fri-Sun) Apr 17-19 | 3 spots left
- ASA 105 Self Study & Proctored Lesson/Exam
- Club Sail (Sat) Apr 4 (full/waitlist), Apr 5 & 18
- Sailing Race (Sun) Apr 26 Euca vs Willow | 2 spots left
- Moss Landing Lunch Voyage (Sat) Apr 12 | 3 spots left
- Beers and Piers (Sat) Apr 18 | 6:30pm-8pm | @ Sail Mry Office | Free for all members | Bring a friend!
May 2026 Class Dates
- ASA 101 (Fri-Sun) May 1-3 | full/waitlist
- ASA 104 (Fri-Sun) May 29-31 | full/waitlist
- ASA 105 Self Study & Proctored Lesson/Exam
- Club Sail (Sat) May 2 & (Sun) May 24
- Sailing Race (Thu) May 21 Euca vs Willow | 8 spots left
- USVI Flotilla May 10-18 | full/waitlist
- Beers and Piers TBD
June 2026 Class Dates
- ASA 101 (Fri-Sun) Jun 5-7 | 3 spots left
- ASA 101 (Fri-Sun) Jun 19-21 | 1 spot left
- ASA 102 (Sat/Sun) Jun 13-14 | 4 spots left
- ASA 103 (Fri-Sun) Jun 26-28 | 3 spots left
- ASA 104 (Fri-Sun) Jun 19-21| full/waitlist
- ASA 105 Self Study & Proctored Lesson/Exam
- Club Sail (Thur) Jun 4
- Whale Watching Voyage (Sun) June 7 | 6 spots left
- Sailing Race *Free for Starboard Club Members (Mon) TBD
- Beers and Piers TBD
2026 Class Schedule
July 2026 Class Dates
- ASA 101 (Fri-Sun) July 10-12| 4 spots left
- ASA 103 (Fri-Sun) July 17-19 | 4 spots left
- ASA 104 (Fri-Sun) July 24-26 | 3 spots left
- Club Sail TBD
- Beers and Piers TBD
August 2026 Class Dates
- ASA 101 (Fri-Sun) Aug 7-9 | 4 spots left
- ASA 102 (Sat/Sun) Aug 15-16 | 4 spots left
- ASA 103 (Fri-Sun) Aug 21-23 | 4 spots left
- ASA 104 (Fri-Sun) Aug 28-30 | 3 spots left
- ASA 105 Self Study & Proctored Lesson/Exam
- Club Sail TBD
- Beers and Piers TBD
September 2026 Class Dates
- ASA 101 (Fri-Sun) Sept 11-13 | 4 spots left
- ASA 102 (Sat/Sun) TBD
- ASA 103 (Fri-Sun) Sept 18-20 | 4 spots left
- ASA 104 (Fri-Sun) Sept 25-27 | 3 spots left
- ASA 105 Self Study & Proctored Lesson/Exam
- Club Sail TBD
- Beers and Piers TBD
October 2026 Class Dates
- ASA 101 (Fri-Sun) Oct 2-4 | 4 spots left
- ASA 102 (Sat/Sun) Oct TBD | 4 spots left
- ASA 103 (Fri-Sun) Oct 9-11 | 4 spots left
- ASA 104 (Fri-Sun) Oct 16-18 | 3 spots left
- ASA 105 Self Study & Proctored Lesson/Exam
- Club Sail TBD
- Channel Islands Adventure (Fri-Tue) TBD
- Beers and Piers TBD
November 2026 Class Dates
- ASA 101 (Fri-Sun) Nov 6-8 | 4 spots left
- ASA 103 (Fri-Sun) Nov 13-15 | 4 spots left
- ASA 105 Self Study & Proctored Lesson/Exam
- Club Sail TBD
- Clinic TBD
- Beers and Piers TBD
December 2026 Class Dates