Meet our Captains & Crew

Captain Mike has been sailing the Apostles for over 10 years and really loves to share his interest in local history, geology and Lake Superior.  He’s a patient teacher who is called on for all types of instruction, but he specializes in catamaran training.

Captain Olson lives here year round.  He also loves sailing on the Big Lake, that’s why on his days off, you can find him on his own 42’ sailboat or the tall ship schooner Abbey Road.  You’ll meet him during your dockside briefings and checkout trainings.

Kristine grew up learning all about sailing from her dad while cruising Lake Superior. She’s definitely an enthusiast for sailing and the Apostle Islands. She teaches for her full-time job, so getting new sailors on the water and turning them into skippers is her new passion.

Captain Jim has been a long-time sailor in the Apostle Islands and we’re happy to have him join our crew. He is a great youth leader who excels at teaching about sailing and the local area.

Captain John has finally given up the 9-5 and is learning to relax more while on his boat in Bayfield. A proud Jeanneau boat owner for years, you’ve likely seen John with us at boat shows in the past.

Captain Gary is a recently retired salesman who has tons of experience sailing the Apostle Islands and the Caribbean. He’s spent 25 years as a ski instructor, so teaching is not new to him. You’ll love his sense of humor and his many sailing stories.

Captain Merritt was first a charter customer at Superior Charters, but after learning to sail he worked on getting his captain’s license.  He is great at honing the skills of a novice sailor and giving them some great experience on the water.

Captain Vicki has been sailing for over 20 years in places such as Croatia, Greece and Tahiti, but she still loves sailing the Big Lake, Lake Superior.  Consider her your tour guide for an adventure in the Apostles.

We call her Red Fox Leader, because this powerful lady-boss leads her strong team year after year.  A great inspiration for those that work with her, she’s followed her bliss to Lake Superior where she’s made a business out of a hobby.

Alec grew up at Superior Charters, working first as a dinghy wrangler to his position now as Fleet Manager. As Dick and Cindy’s son, he’s been helping run the family business for years. In his spare time, you’ll see him working on the Superior Charters sponsored race boats, because going fast is fun.

Kailee is a born and raised local gal who grew up on the shores of Lake Superior. After moving away for a decade for school and work, she returned to the area to raise a family of her own on the Big Lake. She serves as our Director of Operations which basically means she’s the CEO of GSD (getting stuff done!)

Brian’s story is really interesting…it all started with getting to know him and his amazing work ethic while at boat shows in Annapolis and Miami. We recruited him and he decided to leave the hot Florida summer behind to join us in Bayfield for an exciting sailing season on fresh water. He’s now a USCG licensed captain and has been promoted to Fleet Engineer and is our go-to for anything that needs fixing. Self-coined “Team OCD” Brian keeps up with all the boat details and makes sure our fleet stays in tip-top shape throughout the season.