Events
- Thursday 9:00am – 4:00pm
ASA 101 – Basic Keelboat Sailing
ASA 103 – Basic Coastal Cruising
ASA 104 – Bareboat Cruising
- 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!
- Saturday 8:30am – 2:30pm
- Sunday 8:30am – 2:30pm
- 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!
- Saturday 8:30am – 2:30pm
- Sunday 8:30am – 2:30pm
- Thursday 9:00am – 4:00pm
- 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!
- Saturday 8:30am – 2:30pm
- Sunday 8:30am – 2:30pm
ASA 101 – Basic Keelboat Sailing
ASA 103 – Basic Coastal Cruising
ASA 104 – Bareboat Cruising
ASA 103 Basic Coastal Cruising | June 1st & June 3rd | South Shore Yacht Club, Milwaukee, WI: $1,497.00
South Shore Yacht ClubThis 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.
Over several days you’ll eat, sleep, and sail on the water while building real cruising confidence.
Format: 3 Day Live-aboard.
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.
A Learn-To-Sail Vacation on Lake Michigan – June 8th -12th, 2026:
South Shore Yacht ClubDuring your liveaboard experience, you’ll have the opportunity to earn these internationally recognized ASA certifications:
Learn, relax, and explore—then head home as a certified sailor ready for your next voyage.
ASA 101 Keelboat 1 | June 20th & 21st | South Shore Yacht Club, Milwaukee, WI: $597.00
South Shore Yacht ClubReady 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:
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.
ASA 104, Bareboat Chartering | June 22nd – 25th | South Shore Yacht Club, Milwaukee, WI: $1,797.00
South Shore Yacht ClubThis 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 101 Keelboat 1 | July 11th & 12th | South Shore Yacht Club, Milwaukee, WI: $597.00
South Shore Yacht ClubReady 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:
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.
ASA 103 Basic Coastal Cruising | July 13th & July 15th | South Shore Yacht Club, Milwaukee, WI: $1,497.00
South Shore Yacht ClubThis 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.
Over several days you’ll eat, sleep, and sail on the water while building real cruising confidence.
Format: 3 Day Live-aboard.
ASA 118 Docking Endorsement | July 16th | South Shore Yacht Club, Milwaukee, WI: $697.00
South Shore Yacht ClubJoin 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.
ASA 104, Bareboat Chartering | August 3rd – 6th | South Shore Yacht Club, Milwaukee, WI: $1,797.00
South Shore Yacht ClubThis 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 101 Keelboat 1 | August 15th & 16th | South Shore Yacht Club, Milwaukee, WI: $597.00
South Shore Yacht ClubReady 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:
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.
A Learn-To-Sail Vacation on Lake Michigan – August 17th -21st, 2026:
South Shore Yacht ClubDuring your liveaboard experience, you’ll have the opportunity to earn these internationally recognized ASA certifications:
Learn, relax, and explore—then head home as a certified sailor ready for your next voyage.
ASA 106 Advanced Coastal Cruising | August 24th – 28th | South Shore Yacht Club, Milwaukee, WI: $3,197.00
South Shore Yacht ClubThis course equips participants with the essential knowledge and skills to safely operate as the skipper and crew of a sailing vessel ranging from 30 to 50 feet in length. It encompasses both day and nighttime sessions conducted in coastal and inland waters, regardless of weather conditions. Building upon the foundations laid in prior ASA courses, students embark on an extended coastal sail, including overnight passages, where they will learn new concepts and apply advanced sailing techniques and skills.
The course spans five days and imparts the prequisite expertise for coastal navigation. It instills the confidence to plan, chart, and execute extended coastal cruises under varying conditions on sailboats of up to 50 feet in length.
Sailing Vessel – 2014 Jeanneau 409 Sun Odyssey
This is an attractive 40 foot sailing yacht, is designed with 3 cabins and 2 heads. This is a top of the line cruising model with all of the comforts and features to make learning fun and safe. Features include: Roller furling sails, dodger and bimini, anchor windlass, autopilot, GPS, and color chartplotter.
Note: If you haven’t yet completed your ASA 105 (Coastal Navigation) certification, we recommend enrolling in our online ASA 105 course through Sea Safaris Online. You’ll have the option to complete the final exam during the sailing trip.
