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Intermediate Classes

“The only journey is the journey within.”
-Rainer Maria Rilke

Ready to take the next step?

At Sea Safaris Sailing School, we teach sailing classes at every level, from basic sailing to offshore passagemaking. Whether you dream of day sailing on the lake with family and friends, becoming a charter captain, or crossing the ocean in your own sailboat, we can provide you with the training and experience you need to realize your dreams!

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  • 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
  • A Learn-To-Sail Vacation on Lake Michigan – June 8th -12th, 2026:

    South Shore Yacht Club
    Prerequisites: None

    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.

  • A Learn-To-Sail Vacation on Lake Michigan – August 17th -21st, 2026: $1,797.00

    South Shore Yacht Club
    Prerequisites: None

    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 Club
    Prerequisites: ASA 104 Bareboat Cruising and ASA 105 Coastal Navigation

    This 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 111: Anchoring Skills Clinic | September 27th | South Shore Yacht Club, Milwaukee, WI: $397.00

    South Shore Yacht Club
    Prerequisites: ASA 101 Keelboat Sailing 1

    Master 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

  • ASA 118 Docking Endorsement | June 25th | South Shore Yacht Club, Milwaukee, WI: $697.00

    Take the stress and uncertainty out of docking with ASA 118 Docking Endorsement.

     

    This hands-on course combines docking theory with repeated practice to help you confidently maneuver, dock, and cast off an auxiliary-powered sailboat. You’ll learn how wind, current, prop walk, pivot point, and boat configuration affect your approach, then practice using dock lines, spring lines, fenders, and crew communication in a variety of situations.

     

    Training also includes harbor maneuvering, controlled stops, backing, turning within narrow fairways, and handling the boat in confined or busy areas. The techniques apply to everything from 30-foot weekend cruisers to 50-foot, single-screw sailing yachts.

     

    Both newly certified and experienced sailors can benefit from focused docking practice. Skippers, spouses, partners, and crew members will leave better prepared to contribute during docking and more confident aboard the boat.

     

    Prerequisites: ASA 103 Coastal Cruising or equivalent experience handling an auxiliary-powered sailboat.

     

    Format: This is a hands-on, on-the-water, one-day course from 9:00am – 4:00pm

     

    Click the REGISTER button to explore the complete course details, and to reserve your place aboard.

  • ASA 103/104 – Lake Michigan Intensive Learn-to-Sail Adventure – Coastal to Bareboat Cruising Combo | July 5th through July 9th, 2027 | Port Washington, WI: $2,457.00

    PORT WASHINGTON, WI
    Prerequisites: ASA 101 Keelboat Sailing 1

    Turn five days on Lake Michigan into the sailing experience that takes you from basic sailing skills to confidently cruising a larger sailboat.

     

    The ASA 103/104 Lake Michigan Intensive Learn-to-Sail Adventure combines two American Sailing certifications with a five-day liveaboard cruising experience along Wisconsin’s Lake Michigan shoreline.

     

    Rather than returning to the same marina after each lesson, we’re going cruising. You’ll depart Port Washington, sail north to Sheboygan and Manitowoc, practice anchoring and living aboard away from marina facilities, and work your way back to Port Washington.

     

    Throughout the voyage, you’ll become an active member of the crew while rotating through sailing, navigation, docking, anchoring, passage planning, boat systems, weather decisions, and skipper responsibilities. The goal is not simply to pass two ASA courses. It is to experience what it is actually like to plan, sail, and manage a multi-day cruise aboard a larger cruising sailboat.

     

    By the end of the adventure, students who successfully complete the required examinations and practical skills assessments will earn both ASA 103 Coastal Cruising and ASA 104 Bareboat Cruising certifications.

     

    Prerequisite: ASA 101: Keelboat Sailing 1

     

    Format: Monday, July 5th through Friday, July 9th, 2027, departing from and returning to Port Washington. The planned route is Port Washington to Sheboygan, Manitowoc, an anchorage, and back to Port Washington. The exact itinerary may change based on weather, wind, lake conditions, and the captain’s judgment.

     

    Click the REGISTER button to explore the complete course details, itinerary, tuition, and to reserve your place aboard.

     

    Five Days. Two ASA Certifications. One Lake Michigan Cruising Adventure.

  • ASA 104, Bareboat Chartering | July 17th & July 18th, 2027 | Milwaukee, WI: $1,097.00

    South Shore Yacht Club
    Prerequisites: ASA101-Keelboat Sailing 1, ASA103-Coastal Cruising

    ASA 104 Bareboat Cruising is a comprehensive cruising course for experienced sailors ready to take on greater responsibility aboard a larger cruising sailboat.


    You’ll develop practical skills in basic navigation, cruise planning, provisioning, advanced anchoring techniques, boat systems, maintenance procedures, weather interpretation, and emergency response. You’ll also explore international sailing considerations and learn how to respond to the “what ifs” that might occur when you are away from immediate assistance and become the first responder for your boat and crew.


    By the end of the course, you’ll be better prepared to act as skipper or crew aboard a 30- to 45-foot sailboat during a multi-day cruise in inland or coastal waters. Most charter companies require a sailing resume from the skipper and look for an internationally recognized certification such as ASA 104 when evaluating qualifications to charter a boat.

     

    ASA 104 also provides a strong foundation for continuing to ASA 105 Coastal Navigation and ASA 106 Advanced Coastal Cruising.

     

    Format: This course is 2 consecutive days with and optional overnight. Students who successfully complete the required written examination and practical skills assessment will earn the ASA 104 certification.

     

    Click the REGISTER button to explore the complete course details, tuition, and to reserve your place in this class.

  • ASA 111: Anchoring Skills Clinic | August 6th, 2027 | South Shore Yacht Club, Milwaukee, WI: $425.00

    South Shore Yacht Club
    Prerequisites: ASA 101 Keelboat Sailing 1, ASA 103 Coastal Cruising recommended

    Master one of the most important cruising skills during this hands-on ASA 111 Speciality Clinic focused entirely on anchoring.

     

    You’ll learn how to select a suitable anchorage, evaluate wind, current, depth and bottom conditions, calculate proper scope, set and test the anchor, monitor your position and safely retrieve the anchor when it is time to depart. Whether you are preparing for a bareboat charter, planning longer cruising adventures or simply want greater confidence as skipper, this clinic provides practical experience you can use on the water.

     

    Prerequisite: ASA 101 Keelboat Sailing 1, ASA 103 Coastal Cruising recommended

     

    Format: This one-day course is offered from 9:00 AM to 4:00 PM.

     

    Click the REGISTER button to view complete course information and reserve your place.

  • Ales & Sails 5-Day Learn to Sail & Craft Beer Adventure along Lake Michigan’s Brewery Coast | August 9th through August 13th, 2027: $2,357.00

    South Shore Yacht Club
    Prerequisites: None

    Step aboard Calypso, our 41-foot Jeanneau Sun Odyssey, for five days and four nights of sailing, cruising, learning, and exploring. Ales & Sails combines an immersive liveaboard sailing course with a port-to-pint journey along Wisconsin’s Lake Michigan shoreline.

     

    By day, you’ll learn to sail while cruising from harbor to harbor and progressing through ASA 101 Keelboat Sailing 1, ASA 103 Coastal Cruising, and ASA 104 Bareboat Cruising. Under the guidance of Captain Don Doggett, USCG 100-Ton Master and American Sailing Senior Master Instructor, you’ll develop the practical skills and confidence needed to become an active, capable member of a cruising crew and begin taking command yourself.

     

    This is hands-on sailing. Students operate the boat, rotate through every crew position, and gradually assume responsibility for steering, sail handling, navigation, docking, anchoring, passage planning, crew coordination, decision-making, and serving as skipper.

     

    When the sailing day ends and Calypso is safely secured for the evening, it’s time to experience another Wisconsin tradition: craft beer.

     

    Our planned route takes us from South Shore Yacht Club in Milwaukee to Port Washington, Sheboygan, a night at anchor, and back to Milwaukee. Along the way, evenings may include brewery visits, local food, beer flights and tastings, plus a special Brews at Anchor evening featuring a selection of Wisconsin craft beers aboard Calypso.

     

    It’s a chance to experience what cruising is really about—not simply learning individual sailing skills, but living aboard, traveling under sail, arriving in a new port, exploring ashore, and waking up the next morning ready to do it all over again.

     

    By the end of the adventure, students who successfully complete the required examinations and practical skills assessments will have the opportunity to earn three internationally recognized American Sailing certifications: ASA 101, ASA 103, and ASA 104.

     

    Prerequisites: None. Previous sailing experience is not required.

     

    Format: Five-day liveaboard course from Monday, August 9th through Friday, August 13th, 2027. The exact sailing and brewery itinerary will be determined by weather, lake conditions, marina availability, and the captain’s judgment.

     

    Click the REGISTER button to explore the complete course details, cabin options, tuition, what to expect aboard, and book your spot.

    Five Days. Four Nights. Three ASA Certifications. Sail by day. Explore by night. Go home a certified sailor.

  • ASA 104, Bareboat Chartering | August 21st & August 22nd, 2027 | Milwaukee, WI: $1,097.00

    South Shore Yacht Club
    Prerequisites: ASA101-Keelboat Sailing 1, ASA103-Coastal Cruising

    ASA 104 Bareboat Cruising is a comprehensive cruising course for experienced sailors ready to take on greater responsibility aboard a larger cruising sailboat.


    You’ll develop practical skills in basic navigation, cruise planning, provisioning, advanced anchoring techniques, boat systems, maintenance procedures, weather interpretation, and emergency response. You’ll also explore international sailing considerations and learn how to respond to the “what ifs” that might occur when you are away from immediate assistance and become the first responder for your boat and crew.


    By the end of the course, you’ll be better prepared to act as skipper or crew aboard a 30- to 45-foot sailboat during a multi-day cruise in inland or coastal waters. Most charter companies require a sailing resume from the skipper and look for an internationally recognized certification such as ASA 104 when evaluating qualifications to charter a boat.

     

    ASA 104 also provides a strong foundation for continuing to ASA 105 Coastal Navigation and ASA 106 Advanced Coastal Cruising.

     

    Format: This course is 2 consecutive days with and optional overnight. Students who successfully complete the required written examination and practical skills assessment will earn the ASA 104 certification.

     

    Click the REGISTER button to explore the complete course details, tuition, and to reserve your place in this class.

  • Burgees & Breezes 5-Day Learn to Sail & Lake Michigan Sailing & Yacht Club Adventure | September 6th through September 10th, 2027: $2,357.00

    South Shore Yacht Club
    Prerequisites: None

    Step aboard Calypso, our 41-foot Jeanneau Sun Odyssey, for a five-day liveaboard Learn-to-Sail Vacation built around one of the great traditions of Great Lakes sailing: cruising from yacht club to yacht club along Wisconsin’s Lake Michigan shoreline.

     

    For five days, Calypso becomes your classroom—and your home. You’ll eat, sleep, and sail aboard a modern cruising yacht while progressing through ASA 101: Keelboat Sailing, ASA 103: Coastal Cruising, and ASA 104: Bareboat Cruising.

     

    Under the guidance of Captain Don Doggett, USCG 100-Ton Master and American Sailing Senior Master Instructor, you’ll move well beyond simply riding along. You become the skipper in charge.

     

    Students rotate through every position aboard the boat and progressively take responsibility for steering, sail handling, navigation, docking, anchoring, boat systems, crew communication, decision-making, and ultimately serving as skipper. As your skills develop, Captain Don increasingly steps back, allowing you and your crewmates to operate the boat while he coaches, teaches, and steps in when necessary.

     

    Along the Way we’ll explore a Different Port and a new Yacht Club

     

    The adventure begins at South Shore Yacht Club in Milwaukee, where you’ll get acquainted with Calypso, your crew, and the fundamentals of sailing before heading out onto Lake Michigan.

     

    During the week, the crew will experience both a night at anchor and overnight stops at several Wisconsin yacht clubs, with a planned route that may include Sheboygan Yacht Club, Milwaukee Yacht Club, Racine Yacht Club, and our home port at South Shore Yacht Club.

     

    Each destination adds another dimension to the adventure. You’ll plan passages, navigate into unfamiliar harbors, communicate with marinas, secure Calypso in a guest slip, and experience the traditions and camaraderie of the Lake Michigan yacht club community.

     

    And when the boat is secured and the day’s sailing is finished, you’re already at the club. Head ashore with your crewmates, grab dinner or a drink, meet local sailors, explore the waterfront, and enjoy a side of cruising that you simply can’t experience in a traditional weekend sailing class.

     

    By Friday, you’ll have done much more than take sailing lessons. You’ll have lived aboard, cruised Lake Michigan, visited multiple ports, experienced the yacht club circuit, and taken your turn running a genuine cruising sailboat.

     

    Students who successfully complete the required examinations and practical skills assessments will have the opportunity to earn three American Sailing certifications: ASA 101, ASA 103, and ASA 104.

     

    Prerequisites: None. Previous sailing experience is not required.

     

    Format: Five-day liveaboard sailing adventure, Monday, September 6th through Friday, September 10th, 2027. Because this is real cruising, the exact route and yacht club stops may change based on weather, lake conditions, marina availability, club schedules, and the captain’s judgment.

     

    Click the REGISTER button to explore the complete itinerary, cabin options, tuition, what life aboard Calypso is really like, and to book your spot.

     

    Five Days. Three ASA Certifications. Four Lake Michigan Yacht Clubs. One Unforgettable Sailing Adventure.

Quote Icon

Over the last 2 years, I have completed ASA101, ASA103 and ASA104 through Sea Safaris Sailing School with Captain Don.

The courses have been a good balance of Practical and classroom work to give both experience and the necessary knowledge to complete the tests. The practical portion of the training was completed on a variety of boats with differing lengths and rigging/steering configurations, which added to the experience and allowed me to look at different setups – this helped with my boat purchase. The classroom work included the necessary knots, navigation rules and navigating with different technologies, including paper charts! Captain Don is a knowledgeable and patient instructor, who clearly has a passion for helping others get into the sport. During my ASA101, Captain Don suggested I might like Racing and how I may get involved, I have been competing ever since!
- Jason Greenwood

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