Learn the ropes, docking


Come learn to sail with the best!

All Sailboats Inc. Sailing School instructors must hold a captain’s license issued by the U.S. Coast Guard. Their training entails a minimum of 2,880 hours on the water, an equivalent of more than 5 years of full-time study. They must then retest every 5 years. Our licensed instructors are trained to teach a schedule of carefully planned drills and exercises, tailored to promote safety and build cruising skills. 


Lake Superior Sailing School Captain Beth CozziCaptain Beth
Captain Beth loves to sail!  She has been sailing for the majority of her life on the Atlantic and Pacific Ocean, the Mediterranean and the Great Lakes.  She was charter master in Sturgeon Bay and has taught at all of the Sailboats Inc. locations. Presently, she is sailing out of Bayfield.  Come and learn a life-long hobby, join the fun! Beth holds a 100 ton masters license and she has been teaching for Sailboats Inc. for the past 27 years.


Captain Terry
With over 30 years of experience, Terry has a lot of stories to tell.  If he’s not living aboard his Morgan Out Island 41 during the off season, he is teaching a sailing instruction course, captaining a charter or racing his 26’ S-2 7.9.  What a life!


Lake Superior Sailing School Captain TerryCaptain Leo
Leo has been sailing for over 45 years, since his teenage scow days on Lake Calhoun in Minneapolis.  Bigger boats and bigger water lured him to Lake Superior in 1976, where he has sailed all of its shores and some of its shallow (but don’t ask).  Thirty-five years as a commercial litigator in Minneapolis has taught him that “sailing should be the antithesis of the courtroom.” From his perspective as a daily yoga and meditation practitioner, Leo teaches what he calls the Zen of Sailboating: a combination of relaxation, fun, safety and intuitive boat handling – a comfortable feel for the wind on your face and the boat under your feet. Licensed USCG Captain for 20 years.


Lake Superior Sailing School Captain Sue HollowayCaptain Sue
Sue has spent many years living aboard and cruising the waters of the Bahamas and Caribbean to Venezuela after 25 years of active sailboat racing on inland lakes, the Great lakes and ocean.  As a result, although she enjoys teaching how to sail fast, she is also able to teach how to enjoy a safe and comfortable sailing lifestyle.  When she is not in Wisconsin, she co-ordinates a Junior Sailing Program in the Bahamas. Sue holds a 100 ton masters license and she has been teaching for Sailboats Inc. for the past 25 years.


Captain Dianne
Captain Dianne has been enjoying the wonderful sport of sailing for the past 25 years.  She has been sharing her love of sailing with many friends and students the last 15 years by teaching for Sailboats Inc. and other organizations.  Dianne has such a compassion for sailing that she lives on her 43 ft. Beneteau in the Caribbean during the winter months of the year.  This allows her to always have summer year round in her life.  In the MN summers when she is not teaching sailing, she sails on her 22 ft. Chrysler sailboat on Lake Pepin, MN.  To finance all the endeavors, Dianne does have a “real” job which is being the owner of her own financial planning business in Minneapolis, MN.  Dianne welcomes the opportunity to teach individuals the “ropes of sailing.”  She’ll also throw in a few sea stories on the side.


Lake Superior Sailing School Captain Neils JensenCaptain Niels
Originally from Copenhagen, Denmark, Captain Niels is a life-long sailor, who has sailed in diverse locations, such as the Danish waters and Bahamas, but has kept his boat on the Great Lakes for more than 20 years. He holds a USCG  50-ton Masters License, and is the Vice Commodore of the Great Lakes Cruising Club. Niels also has a master’s degree in Mass Communications, has taught college classes, and writes for the sailing press.




 Captain Harry

Harry has sailed on the Pacific and Atlantic oceans, the Gulf of Mexico and the British Virgin Islands and has sailed extensively on Lake Pepin for 20 years, located on the mighty Mississippi.  He holds a 100-ton US Coast Guard Master Mariner license and has taught many people how to sail on Lake Pepin over the last 11 years.  His approach to teaching sailing is very “hands-on”. He will hand you the helm and let you feel the boat as you go through different maneuvers. He starts with the basic skills and work up as your skills develop.  Let him show you the beauty and tranquility of sailing on Lake Pepin with views of the scenic Mississippi Bluffs.  Recreational or intermediate/advanced lessons are available.  Contact us for more information at 507-261-7473.


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.