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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!

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  • ASA 101 Keelboat 1 | August 15th & 16th | South Shore Yacht Club, Milwaukee, WI: $597.00

    South Shore Yacht Club
    Prerequisites: None

    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

    Register

    The numbers below include tickets for this event already in your cart. Clicking "Get Tickets" will allow you to edit any existing attendee information as well as change ticket quantities.
    ASA 101 Keelboat 1 | August 15th & 16th | South Shore Yacht Club, Milwaukee, WI
    $ 597.00
    6 available

    A Learn-To-Sail Vacation on Lake Michigan – August 17th -21st, 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.

    Register

    The numbers below include tickets for this event already in your cart. Clicking "Get Tickets" will allow you to edit any existing attendee information as well as change ticket quantities.
    Private Cabin - Single Passenger (Solo)
    $ 2,975.00
    2 available
    Shared Cabin (Per Person)
    $ 2,257.00
    4 available

    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.

    Register

    The numbers below include tickets for this event already in your cart. Clicking "Get Tickets" will allow you to edit any existing attendee information as well as change ticket quantities.
    ASA 106 Advanced Coastal Cruising | August 24th - 28th | South Shore Yacht Club, Milwaukee, WI
    $ 3,197.00
    4 available
  • A Learn-To-Sail Vacation on Lake Michigan – September 7th -11th, 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.

    Register

    The numbers below include tickets for this event already in your cart. Clicking "Get Tickets" will allow you to edit any existing attendee information as well as change ticket quantities.
    Private Cabin - Single Passenger (Solo)
    $ 2,975.00
    2 available
    Shared Cabin (Per Person)
    $ 2,257.00
    4 available

    ASA 108 Offshore Passage Making | September 21st – 25th | South Shore Yacht Club, Milwaukee, WI: $3,995.00

    South Shore Yacht Club
    Prerequisites: ASA 106 Advanced Coastal Cruising and ASA 107 Celestial Navigation or 117 Celestial Endorsement

    Step 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.

    Register

    The numbers below include tickets for this event already in your cart. Clicking "Get Tickets" will allow you to edit any existing attendee information as well as change ticket quantities.
    ASA 108 Offshore Passage Making | September 21st - 25th | South Shore Yacht Club, Milwaukee, WI
    $ 3,995.00
    4 available

Beginner sailing classes

If you've never stepped on a boat before, or just getting started learning to sail you're in the right place.

Intermediate sailing classes

Ready to take the next step? At Sea Safaris Sailing School, we teach sailing classes at every level, from basic sailing to offshore passagemaking.

advanced sailing classes

Go further and improve your sailing skills! Sea Safaris Sailing School will provide you with the training and experience you need to master every aspect of sailing.

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