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Sailing Lake Superior
Sailing the Apostle Islands | True North Sailing Charters

Sailing adventures from Bayfield, Wisconsin in Apostle Islands National Lakeshore

True North Sailing is closed for the 2021 season.  Thank you to everyone who came sailing this year!  The calendar for 2022 bookings will open in January.

"The wind in the wires made a tattle-tale sound, and a wave broke over the railing

And every man knew, as the captain did too, t'was the witch of November come stealin"  -Gordon Lighfoot

Captain Abe Clark True North Sailing Cha

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! Our boat is a clean green sailing machine, powered with a silent electric motor.

Dock in lake superior with sailboat in the distance

Sailing Adventures

Sailing trips depart from our slip location in Bayfield, Wisconsin.

Overnight trips available upon request. 


Bayfield Adventure Sail

A 2 hour, 15 minute sail out of Bayfield, Wisconsin.  Set sail on Lake Superior and enjoy the sights of the North or West Channel, LaPointe, Madeline, Basswood and the surrounding islands.  Meet at our dock located in Bayfield. 

$75 per person 

(Private options available) 


Apostle Islands Excursion

A 5 Hour sailing experience in Apostle Islands National Lakeshore.  Trip routes are dependent on wind and weather conditions that day as well as your preference but possibilities include visiting the sandstone shorelines, sand-spits and lighthouses in the surrounding area on Hermit, Oak, or Long Island.  We tow a dinghy along for the opportunity explore the shoreline or beaches during the trip.


(Full boat reserved, includes up to 6 people) 


Full Day in the Islands

A Full Day Sailing Adventure in the Islands.  Launch from Bayfield, Wisconsin and depending on wind and weather conditions as well as your preference set sail for Stockton, Raspberry or Manitou Islands.  Visit the historic fishing camp, Stockton Island hiking trails, or the remote Raspberry Island Lighthouse.  We tow a dinghy along for the opportunity to explore the shoreline or beaches during the trip.


(Full boat reserved, includes up to 6 people) 

If we are not able to go out due to weather or you just do not think it would be a good experience (due to rain, cold, etc.) you have the option to either reschedule or have a full refund.


Paddle and Sail the Apostle Islands Package

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Looking for more adventures in the Bayfield area?  Sign up for a Mainland Sea Caves Kayaking trip with Whitecap Kayak as well and receive a 10% discount off your booking totals. Contact us for details.

True North Sailing's boat



"Captain Clark took my friends and I out for my birthday this past summer aboard the Lille Danser. He was a wonderful skipper and extremely knowledgeable about the area. We enjoyed his laid back and friendly demeanor and would highly recommend his charters to anyone hoping for a true taste of the area and the surrounding waters."

                             Tyson B. - 2018

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"Abe was absolutely the best host and captain - friendly, professional, and a wealth of knowledge about the area and islands with great suggestions to match our schedule!"

                            David D. - 2018

Apostle Islands Excursion


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"Surprise adventures are a great decision! My girlfriend is satisfied, and I am too.  Captain Clark was easy to get ahold of, and clarified my questions.  The meeting location is simple to find and the Captain was prompt.  Relaxing from the get go.  I really enjoyed helping in any way I could and I’ve learned a fair bit about boats which are completely foreign to me.  The sailing was smooth and I never felt seasick, which I was concerned I might.  Much thanks to Captain Clark and everybody on his team to make this a possibility, definitely worth the time spent and the rate is more than fair for the experience gained.  All around win, if you’re considering this trip, just do it!"


                                                              Egan - 2018


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9:00 a.m. - 5:00 p.m. Daily