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Sailing the Apostle Islands | True North Sailing Charters

Sailing adventures from Bayfield, Wisconsin in Apostle Islands National Lakeshore

Sail and Stay Overnight

Combine a sailing adventure on the Big Lake and your overnight lodging with this unique option!  

Book either a morning half day or full day sailing trip and check into the boat for an overnight stay the night before.  Check into the boat conveniently located in the Bayfield City Docks in the heart of Bayfield, Wisconsin any time after 5:30. 


Enjoy the sunset or go out for dinner in town before settling in for the night on the boat and be rocked to sleep while tied up to the dock. 

Please be aware of the "glamping" nature of this option.  There is power with a small galley as well as sleeping quarters for up to four but plan on bringing your own sleeping bags or bedding and "camping out" on the boat for the night.

     The boat can sleep up to four people and group size for the sail may be no more than six total.


Apostle Islands Excursion

A 5 Hour Adventure in Apostle Islands National Lakeshore.  Trip routes are dependent on wind and weather conditions that day but possibilities include visiting the sea caves, sand-spits and lighthouses in the surrounding area on Hermit, Oak, or Long Island.

$695 (includes up to 6 people)

Starling at anchore - oak island.jpeg

Full Day in the Islands

A Full Day Sailing Adventure in the Islands.  Launch from Bayfield, Wisconsin and depending on wind and weather conditions set sail for Stockton, Raspberry or Manitou Islands.  Visit the historic fishing camp, Stockton Island hiking trails, or the remote Raspberry Island Lighthouse.

$995 (includes up to 6 people) 

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


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