Classes
Recognized as ASA’s School of the Year
Sail With Confidence!
Signing up for sailing lessons has never been this easy! Now is the time to sign up, get out on the water and earn your ASA Sailing Certification with America's favorite sailing school! Our course line up covers everything from Basic Sailing to Cruising to Advanced Navigation, Flotillas, Group Events and more.
All of our courses are summarized below so take a cruise through our course calendar to check availability and dates, enroll in your next class!
Events
ASA 101 Keelboat 1 | May 30th & 31st | South Shore Yacht Club, Milwaukee, WI: $597.00
South Shore Yacht ClubPrerequisites: NoneReady to embark on your sailing journey? This course is the perfect starting point for anyone looking to learn the art of sailing. You’ll gain the essential skills and confidence needed to sail a 20-foot boat in light to moderate winds and calm waters without the need for supervision.
Throughout this comprehensive course, you’ll dive into the fundamentals of keelboat sailing, including:
- Sail theory and hands-on practice
- Navigating common sailing terminology
- Key safety equipment and procedures
- Crew overboard recovery techniques
- Mastering essential sailing knots
- And much more!
By the end of the course, you’ll be equipped with the knowledge to confidently handle a boat and enjoy time on the water.
![ASA 101, Basic Keelboat Sailing]( "ASA 101, Basic Keelboat Sailing")
ASA 118 Docking Endorsement | June 4th | South Shore Yacht Club, Milwaukee, WI: $697.00
Join us for our docking endorsement course where you’ll learn strategies and techniques to safely and efficiently dock a 30’–32′ auxiliary-powered sailboat in a variety of conditions. Extended hands-on practice will build your overall boat-handling confidence while you gain a deeper understanding of basic auxiliary power theory, engine and steering controls, proper use of dock lines and spring lines, crew communication, and safety.
Format: This course is offered as a 1-day course, 9:00 AM – 4:00 PM each day.
- Thursday 9:00am – 4:00pm
![ASA118 – Docking Endorsement (118)]( "ASA118 – Docking Endorsement (118)")
ASA 101 Keelboat 1 | June 6th & 7th | South Shore Yacht Club, Milwaukee, WI: $597.00
South Shore Yacht ClubPrerequisites:Ready to embark on your sailing journey? This course is the perfect starting point for anyone looking to learn the art of sailing. You’ll gain the essential skills and confidence needed to sail a 20-foot boat in light to moderate winds and calm waters without the need for supervision.
Throughout this comprehensive course, you’ll dive into the fundamentals of keelboat sailing, including:
- Sail theory and hands-on practice
- Navigating common sailing terminology
- Key safety equipment and procedures
- Crew overboard recovery techniques
- Mastering essential sailing knots
- And much more!
By the end of the course, you’ll be equipped with the knowledge to confidently handle a boat and enjoy time on the water.
Course Format:
This course is offered as a 2 day weekend course over Saturday and Sunday.- Saturday 8:30am – 2:30pm
- Sunday 8:30am – 2:30pm
![ASA 101, Basic Keelboat Sailing]( "ASA 101, Basic Keelboat Sailing")
A Learn-To-Sail Vacation on Lake Michigan – June 8th -12th, 2026:
South Shore Yacht ClubPrerequisites: NoneDuring your liveaboard experience, you’ll have the opportunity to earn these internationally recognized ASA certifications:
ASA 101 – Basic Keelboat Sailing
ASA 103 – Basic Coastal Cruising
ASA 104 – Bareboat Cruising
Learn, relax, and explore—then head home as a certified sailor ready for your next voyage.
![ASA 103/104 combo class]( "asa-103-104-combo")
ASA 103 Basic Coastal Cruising | June 18th & June 19th | Port Washington, WI: $927.00
PORT WASHINGTON, WIPrerequisites: ASA 101 Basic Keelboat SailingThis course is the next step into the world of coastal cruising. It provides the necessary knowledge to cruise safely in local and regional waters as both skipper and crew on an auxiliary powered sailboat of about 28 – 35 feet in length, in moderate winds and sea conditions. You will learn the basics of daytime coastal cruising in moderate wind and sea conditions including the recommended safety equipment, forecasting weather, reading navigational charts, marlinspike seamanship, boat handling under sail and power and more.
Format: This course is offered as a 2 day course over Thursday and Friday.
Thursday, June 18th, 2026 (8:30 am – 4:30 pm)
Friday, June 19th, 2026 (8:30 am – 4:30 pm)
![ASA 103, Basic Coastal Cruising]( "ASA 103, Basic Coastal Cruising")
ASA 101 Keelboat 1 | June 20th & 21st | South Shore Yacht Club, Milwaukee, WI: $597.00
South Shore Yacht ClubPrerequisites: NoneReady to embark on your sailing journey? This course is the perfect starting point for anyone looking to learn the art of sailing. You’ll gain the essential skills and confidence needed to sail a 20-foot boat in light to moderate winds and calm waters without the need for supervision.
Throughout this comprehensive course, you’ll dive into the fundamentals of keelboat sailing, including:
- Sail theory and hands-on practice
- Navigating common sailing terminology
- Key safety equipment and procedures
- Crew overboard recovery techniques
- Mastering essential sailing knots
- And much more!
By the end of the course, you’ll be equipped with the knowledge to confidently handle a boat and enjoy time on the water.
Course Format:
This course is offered as a 2 day weekend course over Saturday and Sunday.- Saturday 8:30am – 2:30pm
- Sunday 8:30am – 2:30pm
![ASA 101, Basic Keelboat Sailing]( "ASA 101, Basic Keelboat Sailing")
ASA 101 Keelboat 1 | July 11th & 12th | South Shore Yacht Club, Milwaukee, WI: $597.00
South Shore Yacht ClubPrerequisites: NoneReady to embark on your sailing journey? This course is the perfect starting point for anyone looking to learn the art of sailing. You’ll gain the essential skills and confidence needed to sail a 20-foot boat in light to moderate winds and calm waters without the need for supervision.
Throughout this comprehensive course, you’ll dive into the fundamentals of keelboat sailing, including:
- Sail theory and hands-on practice
- Navigating common sailing terminology
- Key safety equipment and procedures
- Crew overboard recovery techniques
- Mastering essential sailing knots
- And much more!
By the end of the course, you’ll be equipped with the knowledge to confidently handle a boat and enjoy time on the water.
Course Format:
This course is offered as a 2 day weekend course over Saturday and Sunday.- Saturday 8:30am – 2:30pm
- Sunday 8:30am – 2:30pm
![ASA 101, Basic Keelboat Sailing]( "ASA 101, Basic Keelboat Sailing")
ASA 118 Docking Endorsement | July 16th | South Shore Yacht Club, Milwaukee, WI: $697.00
South Shore Yacht ClubPrerequisites: ASA 103 is recommended, but not required.Join us for our docking endorsement course where you’ll learn strategies and techniques to safely and efficiently dock a 30’–32′ auxiliary-powered sailboat in a variety of conditions. Extended hands-on practice will build your overall boat-handling confidence while you gain a deeper understanding of basic auxiliary power theory, engine and steering controls, proper use of dock lines and spring lines, crew communication, and safety.
Format: This course is offered as a 1-day course, 9:00 AM – 4:00 PM each day.
- Thursday 9:00am – 4:00pm
![ASA118 – Docking Endorsement (118)]( "ASA118 – Docking Endorsement (118)")
ASA 101/103 Basic Sailing & Basic Cruising Combo | July 22nd – July 24th | Port Washington, WI: $1,357.00
PORT WASHINGTON, WIPrerequisites: NoneASA101 – This is a perfect course for students with fundamental sailing knowledge. Because of the shortened format, the course moves along quickly. The Basic Keelboat will be a refresher as much as learning new skills. It will provide the necessary knowledge to sail a boat of about 20 feet in light to moderate winds and sea conditions in familiar waters without supervision. The course is taught by USCG Captains and your certification is recognized by the United States Coast Guard as a Safe Boating Course.
ASA103 – General Description: This course is the next step and serves as an introductory course to the world of coastal cruising. It provides the necessary knowledge to cruise safely in local and regional waters as both skipper and crew on an auxiliary powered sailboat of about 30 – 35 feet in length, in moderate winds and sea conditions.
Format: This course is offered as a 3 day course over Wednesday, Thursday, and Friday, 8 hours each day.
Wednesday, July 22nd, 2026 (8:30 am – 4:30 pm)
Thursday, July 23rd, 2026 (8:30 am – 4:30 pm)
Friday, July 24th, 2026 (8:30 am – 4:30 pm)
![ASA 101/103 Combo]( "asa-101-103-combo")
ASA 104, Bareboat Chartering | August 3rd – 6th | South Shore Yacht Club, Milwaukee, WI: $1,797.00
South Shore Yacht ClubPrerequisites: Basic Keelboat (ASA101), Basic Coastal Cruising (ASA103) or prior experienceThis is a comprehensive cruising standard for sailors with cruising experience. Certified students act as skipper or crew of a 28 – 50 foot boat sailing by day in coastal waters. The course includes basic navigation, cruise planning, advanced anchoring techniques, boat systems and maintenance procedures. International sailing considerations along with learning how to respond to “what ifs” that might occur when you are off-shore and the “first responder”. Most charter companies require a sailing resume from the Skipper and look for this internationally accepted certification when chartering a boat.
Over several days you’ll eat, sleep, and sail on the water while building real cruising confidence.
Format: 4 Day Live-aboard.
![ASA 104, Bareboat Chartering]( "ASA 104, Bareboat Chartering")
ASA 103 Basic Coastal Cruising | August 13th & August 14th | Port Washington, WI: $927.00
PORT WASHINGTON, WIPrerequisites: ASA 101 Basic Keelboat SailingThis course is the next step into the world of coastal cruising. It provides the necessary knowledge to cruise safely in local and regional waters as both skipper and crew on an auxiliary powered sailboat of about 28 – 35 feet in length, in moderate winds and sea conditions. You will learn the basics of daytime coastal cruising in moderate wind and sea conditions including the recommended safety equipment, forecasting weather, reading navigational charts, marlinspike seamanship, boat handling under sail and power and more.
Format: This course is offered as a 2 day course over Thursday and Friday.
Thursday, August 13th, 2026 (8:30 am – 4:30 pm)
Friday, August 14th, 2026 (8:30 am – 4:30 pm)![ASA 103, Basic Coastal Cruising]( "ASA 103, Basic Coastal Cruising")
ASA 101 Keelboat 1 | August 15th & 16th | South Shore Yacht Club, Milwaukee, WI: $597.00
South Shore Yacht ClubPrerequisites: NoneReady to embark on your sailing journey? This course is the perfect starting point for anyone looking to learn the art of sailing. You’ll gain the essential skills and confidence needed to sail a 20-foot boat in light to moderate winds and calm waters without the need for supervision.
Throughout this comprehensive course, you’ll dive into the fundamentals of keelboat sailing, including:
- Sail theory and hands-on practice
- Navigating common sailing terminology
- Key safety equipment and procedures
- Crew overboard recovery techniques
- Mastering essential sailing knots
- And much more!
By the end of the course, you’ll be equipped with the knowledge to confidently handle a boat and enjoy time on the water.
Course Format:
This course is offered as a 2 day weekend course over Saturday and Sunday.- Saturday 8:30am – 2:30pm
- Sunday 8:30am – 2:30pm
![ASA 101, Basic Keelboat Sailing]( "ASA 101, Basic Keelboat Sailing")