Learn more about South Twin and book a fun Lake Superior cruise. Check out our 33′ 2014 Jeanneau sailboat, complete with standing headroom throughout and lots of storage.
Superior Charters & Yacht Sales
Lake Superior Sailing Charters
Start dreaming about sailing in 2023 - Make your plans today!
Apostle Islands Captained & Bareboat Charters
At Superior Charters, we offer both captained and bareboat charters for your sailing vacation on Lake Superior. These options give both the novice and experienced sailor a tailored vacation to fit their abilities, skills and needs. Learn more about captained and bareboat charters, visit our FAQs page.
Check Out Our Guests' Favorite Sailboats
Book the Clear Air, our 37’ 2012 Jeanneau sailboat, for an unforgettable Apostle Islands boat rental. Take her for a spin!
Added to our fleet in 2019, Liberty is a modern and comfortable take on a catamaran. Learn more about it and start planning your next sailing trip aboard Liberty!
- New to the Fleet!
Book Windeavor, this brand new Jeanneau for your next family vacay! This newly styled Sun Odyssey 410 has walk-around decks and a spacious interior.
Don't see the boat you're looking for?
Not an Experienced Sailor? Book a Captained Charter with Us!
Carefree captained trip on your very own private 39′ sailboat! This trip is ideal for four people and has two private cabins and a shared bathroom for the guests.
Carefree captained trip on your very own private sailboat! This trip is ideal for six people and has three private cabins and a shared bathroom for the guests.
Looking for Something Else?
View our additional sailing & yacht services
Sailing School Courses • Yacht Management • Yacht Sales • Brokerage Boats
A Sailing Charter Fleet That Stands Alone
Join the thousands of skippers and crew that come back year after year. Discover chartering in the Apostle Islands with Superior Charters.
Superior Charters offers the largest selection of sailboats for charter available at one harbor in the United States. We are located in Bayfield, Wisconsin. Family owned and operated since 1979, Superior Charters has built a reputation of providing impeccably maintained yachts and superior service so you can have the best possible experience while booking your charter, taking a sailing course, or letting us manage your yachts and sales.
Situated among the 22 islands of the Apostle Islands National Lakeshore, Superior Charters & Yacht Sales offers a unique sailboat cruising experience on Lake Superior by offering almost 30 sailboats to choose from to make your charter exactly how you imagined. Whether you are new to sailing or an experienced cruiser, the crew and staff at Superior Charters will help you create an enjoyable and carefree sailing and boating experience!
So, what are you waiting for? Reserve your next charter and sail into a dream getaway on the water!
Why Choose Superior Charters?
Family Owned & Operated
In-Depth Knowledge & Experience
Passionate About Our Business
High Level of Customer Service