You can’t visit the Bayfield, WI area without going on a sailing adventure around the Apostle Islands. It’s a good thing, then, that there are many reputable yacht charter operators in the area. Below are some of the most well-known ones:

True North Sailing Charters (pictured above)

True North Sailing Charters in Bayfield, Wisconsin is committed to providing guests with a unique and safe Apostle Islands sailing experience. Help hoist the sails or sit back and relax as we navigate the gorgeous waterways of Lake Superior and the Apostle Islands on a classic sailboat. We look forward to helping create magical moments with you and sailing into the sunset!

Superior Charters

This year, Superior Charters celebrates 40 years of sailing excellence. About 80% of the company’s clientele are repeat customers – a testament to the quality of service they offer. If you want wilderness cruising in the Apostle Islands, you can’t go wrong with this boat charter.

Dreamcatcher Sailing

Different folks want different cruising experiences, which is why Dreamcatcher Sailing offers diverse options for visitors. Would you prefer a day of adventure? Take the five-and-a-half-hour Apostle Island Discovery tour. Want a quick tour of the bay before heading out for dinner? Book the one-hour-fifteen-minute Happy Hour tour.

Animaashi Sailing Company

This boating company gets its name from the Ojibway word which means “to sail away” – and that’s exactly what you’ll do on Animaashi’s 34-foot boat, Sarah’s Joy. At the helm of the ship is Captain Paul Bratti, a former Coast Guard officer. Trips can either be half-day or full-day, or you can opt for an evening cruise.

We hope our recommendations will help you enjoy a truly unforgettable vacation in the Apostle Islands.

Would you like to learn more about the area? Are you thinking about investing in property here? Call Windseeker Realty LLC today at (715)779-5000 or e-mail [mail_to email=””][/mail_to] to know more.

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