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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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  • Celestial Navigation Workshop (American Sailing 107): $1,247.00

    Ocean navigation, done well, is incredibly rewarding. Anybody can stare at a GPS—true seamanship is knowing where you are by the sun, moon, planets, and stars. This intimate, four‑day, hands‑on workshop gives you the knowledge and inspiration to navigate like generations of mariners before us.

    • Principles of celestial navigation and why it still matters
    • Celestial sphere, time (UTC, zone, GHA/LHA), and navigational almanacs
    • Sextants: anatomy, care, index error, dip, and precision technique
    • Sun sights (AM/PM) and the classic noon sight for latitude & LAN
    • Sight reduction using HO‑229 / Pub. 229 or Pub. 249
    • Plotting Lines of Position (LOPs) & running fixes on plotting sheets
    • Star & planet sights; body selection & planning
    • Moon sights & parallax considerations
    • Position Fixes: single‑body intercepts to multi‑sight fixes
    • Integrating cel‑nav with modern tools and passage planning
    • Exam for ASA 107

    Dates & Times:

    • Wednesday, April 15: 9:00 AM – 4:30 PM
    • Thursday, April 16: 9:00 AM – 4:30 PM
    • Friday, April 17: 9:00 AM – 4:30 PM
    • Saturday, April 18: 9:00 AM – 4:30 PM

     

  • Bahamas Flotilla: $2,200.00

    3 NIGHTS

    Adventure in the beautiful Bahamas.

    From $2,200/pp

  • ASA 101 Keelboat 1 | May 30th & 31st | 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.

  • 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
  • ASA 101 Keelboat 1 | June 6th & 7th | South Shore Yacht Club, Milwaukee, WI: $597.00

    South Shore Yacht Club
    Prerequisites:

    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
  • 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.

  • ASA 103 Basic Coastal Cruising | June 18th & June 19th | Port Washington, WI: $927.00

    PORT WASHINGTON, WI
    Prerequisites: ASA 101 Basic Keelboat Sailing

    This 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 101 Keelboat 1 | June 20th & 21st | 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
  • ASA 104/114 Cruising Catamaran | June 24th – June 28th | Apostle Islands Trip: $3,290.00

    Bayfield, Wisconsin
    Prerequisites: ASA 101 Keelboat 1 & ASA 103 Basic Coastal Cruising

    Experience the beauty of the Apostle Islands while building the skills to confidently operate a cruising catamaran. This ASA 104/114 course combines hands-on training with an unforgettable on-the-water adventure in one of the Midwest’s most stunning sailing destinations.

    Over the course of the trip, you’ll learn how to handle a twin-hulled vessel, including maneuvering with twin engines, anchoring, sail trim, and onboard systems. Catamarans offer increased stability, space, and comfort—making them a popular choice for chartering and extended cruising.

    As you train, you’ll explore the Apostle Islands’ scenic shorelines, sea caves, and quiet anchorages, gaining real-world experience in a relaxed, immersive environment.

    Whether your goal is to charter in tropical destinations or simply expand your sailing skills, this course delivers both the knowledge and the experience to get you there.

    Format: 5 Day Live-aboard.

    Cost = $3,290 per cabin (up to 2 people)
    Reserve your spot with a 50% down payment of $1645.
    Full balance of cost ($1645) due 30 days before departure. Students will receive final invoice on May 24th.
  • British Virgin Islands Flotilla: $2,600.00

    7 NIGHTS

    Sail the British Virgin Islands

    From $2,500/pp

  • ASA 101 Keelboat 1 | July 11th & 12th | 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
  • ASA 118 Docking Endorsement | July 16th | South Shore Yacht Club, Milwaukee, WI: $697.00

    South Shore Yacht Club
    Prerequisites: 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

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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