We're booking for the 2020 season! View our commitment to provide a safe vacation option
When you book a captained charter, you are booking both a sailboat and hiring a licensed captain to take the wheel and navigate so you can relax during your vacation.
Bareboat charters are a fun and exciting sailing experience for those who have prior sailing experience and can confidently sail and manage a sailboat on their own during their charter.
No Charters found.
Book the Clear Air, our 37’ 2012 Jeanneau sailboat, for an unforgettable Apostle Islands boat rental. This model won Boat of the Year in 2012. Take her for a spin!
Book and learn more about the Chat Eau, our 38’ 2010 Lagoon catamaran that sleeps up to ten guests! Enjoy the comfort package with cockpit cushions, speakers, and more.
Sanctuary – our 49’ 2008 Jeanneau sailboat – is waiting and ready to take you on a fun Lake Superior cruise! Revel in the harmony between performance, elegance, and comfort.
Enjoy the perfect Lake Superior boat rental with Harmony, our 31′ Pearson sailboat. Sail in comfort with a new bimini and state-of-the-art mainsail.
Learn more about Boca, our 32′ 1981 C&C sailboat, equipped with everything you need to have an enjoyable Apostle Islands cruise. Boca is a well kept and updated classic!
Book and learn more about Pearl, our 32′ 2001 Beneteau sailboat. Great for Port Superior charters, Pearl is easy to handle and very versatile for all types of charters.
Learn more about South Twin and book a fun Lake Superior cruise. Check out our 33′ 2014 Jeanneau sailboat, complete with standing headroom throughout and lots of storage.
Learn more about the specs, details, and accommodations on Breeze, our 33′ 2010 Jeanneau sailboat! Take her for a spin when you book an Apostle Islands boat rental.
Take a ride on our 33′ 2014 Jeanneau sailboat, North Twin, for some fun sailing in the Apostle Islands. Easy handling and safety make for an excellent charter experience.
Come aboard our 33′ 2013 Jeanneau sailboat, Pavati, which sleeps six comfortably in two cabins. Enjoy use of a large galley, roomy forward cabin, and other amenities.
Bella, our 34′ 2015 Jeanneau sailboat, is at the ready for your next family vacation on Lake Superior! Bella’s pure lines and inviting cockpit are sure to thrill sailors of all backgrounds.
Experience true happiness aboard Bliss, our 34′ 2014 Jeanneau sailboat! She sleeps six and comes with an easily accessible swim platform, functional galley, quality woodwork, and more.
Take some time off and book a Port Superior charter aboard [email protected], our 35′ 2004 Catalina sailboat! Experience the perfect combination of luxury and performance.
Learn more about Seren Wen, our 36’ 2008 Jeanneau sailboat. Come aboard and enjoy all that this beautiful area has to offer on a real blue-water boat with unequaled technical fittings.
Mackinau is new to the Superior Charters fleet for 2019. Grab your friends and family and come aboard this classically styled Hunter. Enjoy the great outdoors with a large cockpit that is fully covered with…
Learn more about Twilight, a 36’ 2008 Jeanneau sailboat that sleeps nine. Lounge in the spacious cockpit and soak up the sun. Book a trip aboard this beautiful boat and explore the area.
Rivulet, our 38’ 2016 Jeanneau sailboat, is the perfect size for an enjoyable Bayfield sailboat charter. Have fun sailing the Apostle Islands aboard Rivulet!
This 2004 39′ Beneteau sailboat has three cabins and sleeps up to eight guests. Enjoy recent upgrades to electronics and personal touches by the owners. Go for a sail on Oasis when you book a…
It’s all about summer sailing aboard Summerland, our 39’ 2004 Beneteau sailboat. This modern vessel has everything you need to have a great sailing vacation!
Feel Sweet Freedom aboard our 39’ 2010 Jeanneau sailboat. Perfect for large groups, this sailboat is sleek, fast, and graceful; a modern classic. Reserve this beauty online!
The Lagoon is a brand new 40′ boat, added to our fleet in 2019. It is a modern and comfortable take on a catamaran. Learn more about it and start planning your next sailing trip!
Book and learn more about True North, our 40’ 2014 Jeanneau sailboat. Clean lines and safe deck layout make for a carefree sailing experience that everyone can enjoy.
Set sail on our 2014 43′ sailboat that is big enough to accommodate a large group of friends and family with its spacious interior and exterior! Book online now.
Book the sailing vessel Guidance for your next family vacation! This brand new 44’ 2019 Jeanneau sailboat is an excellent choice for a Lake Superior cruise.
Our 44’ 2009 Jeanneau, La Bateau, is ready to take you and your family on an unforgettable Apostle Islands cruise. Enjoy easy access to the sugar-scooped stern and other amenities.
Set sail on the spacious Windigo 50′ Jeanneau Sailboat. Sailing vacations range from 2 days to 1 week. Book online today for this great sailboat adventure!
