Exploring the Apostle Islands is one of the best parts of staying in Bayfield. But did you know this National Lakeshore also offers some of the best sailing conditions in the United States? Reliable winds, great anchoring spots and abundant wilderness make it world-class for anyone looking to get on the water, and Bayfield is the perfect place to launch your adventure. Sign up for a sailing charter departing from Bayfield, and learn the ropes from an experienced captain or simply sit back and relax as they take you around Lake Superior. Stay with Old Rittenhouse Inn and add a sailing charter to your getaway.
True North Sailing Charters
True North Sailing Charters is one of the most popular tour operators in Bayfield. Sail around the Apostle Islands on the group Bayfield Adventure Sail and enjoy a two-hour excursion aboard the Cheoy Lee Clipper featuring original teak decks and elegant lines. Prefer something more private? They also offer private sailing charters where you and your family can have the boat to yourself.
All Hands Sailing
All Hands Sailing is one of the oldest sailing companies in Bayfield, operating tours on Lake Superior for decades. Join this trusted company on a sailing charter and create unforgettable memories on the water this summer. Sign up for their Bayfield Getaway Sail and learn how to help handle the lines, or choose the Apostle Islands Discovery Tour for some excellent sightseeing and opportunities. They also have private options for each of these tours, if you want to have the boat to yourself. And for the ultimate adventure, they also offer private all day excursions and muti-day trips.
Superior Charters & Yacht Sales
If you are an experienced sailor looking to captain your own boat on the lake, Superior Charters & Yacht Sales is the perfect option. They offer the largest selection of sailboats for charter in the Great Lakes, with options for groups of all sizes and ability levels. Make sure you meet the criteria to charter your own boat and choose from their fleet of boats for the perfect day on the water. They also offer captained charters, with a minimum length of two days.
Lake Superior Tall Ships
Lake Superior Tall Ships is one of the most unique sailing charters departing from Bayfield. Instead of going out in a modern cruising yacht, you will board a traditional schooner and become a part of the crew for the day. Learn sailing skills, explore the Apostle Islands, and create unforgettable memories on several charter options. From private family adventures to deckhand for a day, there is a trip for everyone.
Book Your Getaway at Our Bayfield Hotel
Sign up for one of these sailing charters departing from Bayfield, WI, and enjoy the perfect outing for all ages and interests on Lake Superior. After your day on the water, return to Old Rittenhouse Inn to unwind in your private room and refuel at our on-site restaurant. Stay at our historic bed and breakfast in Wisconsin and enjoy the perfect blend of history, comfort, and charm.