Welcomes You

Come Sail With Us!

At Pepin Sailing School and Charters, we are all about making sailing a safe,  memorable and stress-free experience.   We particularly enjoy making sailing so much fun, our guests decide to themselves become sailors, and learn to sail on beautiful Lake Pepin or even more exotic destinations around the world!
Below you’ll find the information you need about our us and our sailing services.

Luxury Yachts Sailing
Luxury Yachts Sailing

Sail Boat Rides

SCHEDULED OPEN TOURS provide an exciting two-hour sailing experience on scenic Lake Pepin for two to six guests on our beautiful 32' Catalina sailboat. 

These tours are regularly scheduled at 12:00, 3:00  and 6:00 PM, Friday through Sunday, Reservations recommended but not required.

The cost is $68 per adult and $48 per child 10 and under,

ADVANCED REGISTRATION TOURS can be scheduled at other times, and should be arranged at least two days prior to the planned  sailing date.

All sailing tours depart from dock slip E-2 at the Pepin Marina.

(E dock is at the very Eastern end of the Marina)



Instruction Program

All of our sail training is highly personalized and directed to meeting individual goals.  We try to minimize the cookie-cutter aspect of most sail training programs and focus on empowering students to get to where they want to go without getting lost along the way.


It helps that we have a highly experienced staff who are not only professional sailors, but are also great sailing instructors.  it's one thing to know how to sail, it's quite another to know how to teach it!


Our training program runs the gamut from beginner to Charter Boat Captain, and it all starts with one of our Open Tours that gives our prospective students a chance to get to know us and Wind Song, the delightful boat we use for our training.


Private Charters

Our charter cruises provide the perfect solution for celebrating that special event or simply getting together with friends in a way none of you will ever forget!  Birthdays, anniversaries, reunions, weddings and memorials (Officiants available), are all made special when you share them with friends and family on Wind Song.

Charter prices include the Captain's fee and are $360 for a two-hour sail with a maximum of six passengers.* Each additional hour is $85. and all taxes are included.

All private charters require advance registration.

* Larger groups can be accommodated on a second boat in most cases


"Wow! Our sail with Captain Jerry far exceeded our expectations! With his  vast sailing experience, easy teaching style, humor and personal warmth this made for a most enjoyable afternoon!! Immaculate and well tended vessel. Beautiful lake. Did we mention that he’s easy on the eyes - unusual quality for an old salt! 😏.  Rope or line??"


- Sharon and Cliff Hill


About Us

Adventure. Education. Safety

Pepin Sailing School and Charters was born out of a simple idea: providing high quality, accessible and affordable sailing experiences with the best equipment and  scrupulous attention to the satisfaction of our guests and students.


Owner Jerry Rouillard has sailed more than 30 years.  He holds a U.S.C.G. Captain's License and is a certified American Sailing Association Instructor. In the past thirty years, he has sailed the Mediterranean, the South Pacific, the West Coast from Canada to central Mexico, and the Great Lakes Superior, Michigan and Lake Huron. 


Our boat is Wind Song, a 32' Catalina 320, safely and comfortably equipped for groups of up to six people in all weather conditions.  Accommodations include a restroom, hot and cold running water, a refrigerator, a propane stove, and dining areas in both the cockpit and the cabin.


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