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Apostle Islands Bareboat Sailing Charters

Skipper Your Own Sailboat on Lake Superior


The term ‘bareboat’ refers to an arrangement for the chartering of a boat, whereby no crew or provisions are included. Instead, the guests who rent the vessel from the charter company are responsible for sailing and managing the yacht during the charter, including providing their own provisions.

Bareboat charters are perfect for experienced sailors who can easily manage the responsibility of sailing and maintaining their vessel while on the water. Sailing is a physical activity that people of all ages can participate in and appreciate, but being physically fit will increase sailing performance and safety. These trips are hands-on activities that require complete, unaided mobility getting on and off docks, boats, and dinghies.

To ensure that you have a safe and enjoyable bareboat charter experience, we want to be sure that you and your crew are knowledgeable in handling the yacht you have chosen. We ask that you complete our Boating Resume upon checkout to help us determine your sailing skill level.

To be a qualified skipper, we are looking for you to meet the following criteria:

  • Recent charter experience aboard a vessel of similar size/type – If it’s been longer than three years since you’ve last sailed, we may have to schedule you for a training refresher.
  • Or ownership of a vessel of similar size and type – This means you know how to confidently handle similar sized vessels.
  • And/or completion of a qualified charter certification program – We’ll want to know about your sailing school experience, so give us the low-down.

If you meet these qualifications and feel confident operating a sailboat without a licensed captain, please browse our sailboat options below by using our filters to match you with the perfect boat for your sailing adventure!


Please review important reservation information below.

Reserve One of Our Most Popular Sailboats

Our boats are privately owned, and each is uniquely equipped to offer you a wide variety of amenities for your charter. From sleek racing sloops to modern catamarans, our selection is unmatched in the area.

Sailboat Selection Filter

Filter Boats by Passenger Amount and/or Boat Size to Find Your Perfect Vessel!