South Shore Yacht Club
Milwaukee, 53207 United States Get Directions
Events at this venue
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 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
ASA 101 Keelboat 1 | August 1st & 2nd | 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 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 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
A Learn-To-Sail Vacation on Lake Michigan – August 17th -21st, 2026: $1,797.00
South Shore Yacht ClubPrerequisites: NoneStep aboard Calypso, our luxurious 41-foot Jeanneau Sun Odyssey, for a true liveaboard Learn-to-Sail Vacation. Over several days you’ll eat, sleep, and sail on the water while building real cruising confidence, all under the expert guidance of seasoned mariner and Wisconsin native, Captain Don Doggett. This immersive course blends hands-on instruction with the comfort of a modern cruising yacht, giving you the skills to skipper your own adventures.During 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 106 Advanced Coastal Cruising | August 24th – 28th | South Shore Yacht Club, Milwaukee, WI: $3,197.00
South Shore Yacht ClubPrerequisites: ASA 104 Bareboat Cruising and ASA 105 Coastal NavigationThis 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.
ASA 101 Keelboat 1 | September 5th & 6th | 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
A Learn-To-Sail Vacation on Lake Michigan – September 7th -11th, 2026: $1,797.00
South Shore Yacht ClubPrerequisites: NoneStep aboard Calypso, our luxurious 41-foot Jeanneau Sun Odyssey, for a true liveaboard Learn-to-Sail Vacation. Over several days you’ll eat, sleep, and sail on the water while building real cruising confidence, all under the expert guidance of seasoned mariner and Wisconsin native, Captain Don Doggett. This immersive course blends hands-on instruction with the comfort of a modern cruising yacht, giving you the skills to skipper your own adventures.During 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 108 Offshore Passage Making | September 21st – 25th | South Shore Yacht Club, Milwaukee, WI: $3,995.00
South Shore Yacht ClubPrerequisites: ASA 106 Advanced Coastal Cruising and ASA 107 Celestial Navigation or 117 Celestial EndorsementStep up to true offshore sailing with Sea Safaris’ ASA 108 Offshore Passagemaking course, departing from South Shore Yacht Club in Milwaukee. This advanced liveaboard training is designed for experienced sailors who want to confidently plan and execute multi-day, non-stop passages—day and night—well away from the comfort of the marina.
Over 5 days underway, you’ll stand watches, sail through the night, and experience real offshore decision-making on extended legs across the Great Lakes. You’ll rotate through roles as skipper and watch captain while working with the crew to handle:
Passage planning and weather routing
Night sailing, lights, and collision avoidance
Offshore watch schedules and log-keeping
Heavy-weather strategies and sail plans
Offshore safety, emergency procedures, and seamanship
Power management, provisioning, and boat systems underway
Our route will be shaped by weather and conditions to ensure at least 72 hours of continuous offshore sailing, meeting the requirements for ASA 108 while giving you genuine passagemaking experience—not just a string of day sails.
Prerequisites & Certification
This course is intended for sailors who have already built a solid coastal foundation (ASA 104/106 or equivalent experience). The training is conducted to meet all ASA 108 Offshore Passagemaking standards.
Sailors who have completed their celestial or electronic navigation study in advance (such as ASA 117 or equivalent) will be especially well prepared to integrate advanced navigation skills into real-world offshore passage planning and execution.
ASA 111: Anchoring Skills Clinic | September 26th | South Shore Yacht Club, Milwaukee, WI: $397.00
South Shore Yacht ClubPrerequisites: ASA 101 Keelboat Sailing 1Master one of the most important cruising skills with this hands-on ASA 111 Sailing Review course focused exclusively on anchoring.
Whether you’re preparing for a bareboat charter, planning extended cruising adventures, or simply looking to improve your confidence as skipper, this practical clinic will teach you how to anchor safely, confidently, and effectively in a variety of conditions.
During this course, students will review anchoring equipment and techniques, learn how to select suitable anchorages, evaluate depth, wind, and bottom conditions, calculate proper scope, set and test an anchor, and safely depart an anchorage. Students will also discuss common anchoring challenges, overnight considerations, and strategies for preventing dragging and other anchoring issues.
Topics include:
- Types of anchors and ground tackle
- Selecting a safe anchorage
- Wind, current, depth, and bottom considerations
- Calculating and deploying proper scope
- Setting and verifying anchor holding
- Anchor watch procedures
- Retrieving and stowing the anchor
- Communication and crew coordination
- Common anchoring mistakes and troubleshooting
This ASA 111 Sailing Review clinic combines classroom discussion with extensive on-the-water practice to help sailors develop the skills and confidence needed to anchor independently.
Format: This course is offered as a 1-day course, 9:00 AM – 4:00 PM each day.
Prerequisites: ASA 101 Keelboat Sailing 1
Certification: ASA 111 Sailing Review