Photograph of Jack Culley, founder of Sailboats, Inc.

About Us

It takes three days to turn a student into a sailor.
And we’ve got thirty five years of proof.

Since 1980, Sailboats Inc. Sailing School has certified over 12,000 sailing skippers.

Learning the skills necessary to become your own captain can be easily achieved in a fun-filled weekend at our Sailboats Inc. Sailing School. With our Sailing Charter Certification Course, you will be trained to lead a sailing cruise for your family and friends.

New! Sailboats Inc. Sailing School offers Crew Certification. Perfect for family members or individuals wishing to become a more skilled and confident crew member. Even if you know the fundamentals of sailing, you will become confident with your newly acquired “bareboat” cruising skills when you complete your sailing instruction with us.


We are united by a genuine love of sailing, and we share this love with our families, our friends, and through relationships with the broader sailing community.

Sailing School Locations and Dates

Enjoy the Apostle Islands just outside of Bayfield, Wisconsin on beautiful Lake Superior. Or the relaxed river town of Lake City and is located 65 miles southeast of the Twin Cities (Minneapolis & St. Paul, Minnesota).

Go from student to sailor in three days

In just three days, our students can complete a certification course that fully prepares them to sail any vessel on any water. We turn novice into know-how, in other words, and we instill confidence and competence into every participant. The proof? Over 12,000 sailors since 1980.