“It's always Sailing Season at Superior Charters! Call us today to plan your sailing adventure!”

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Upcoming Events & Special Offers




It’s official! Jeanneau will be sponsoring the Take the Wheel program at the Sailboat Show – October 5-9, 2017!


What is it? It’s an on-and-off water learning experience, and a great opportunity for individuals or couples to try the boats of your choice, compare one against the other, fast track your boating knowledge, and narrow the search for your new boat.


Over the course of three days (Saturday, Sunday and Monday), a limited number of individuals will have the opportunity to attend a full day, interactive workshop with seminars in the morning and a boat demo in the afternoon!


Cost is just $200 per person, or $325 per couple, but that cost will be reimbursed if you buy your boat from us.


Registration is open now, and the event will sell out fast! For more information, and to register, please visit the boat show website.





The Bayfield Chamber Events Calendar has a full list of events going on each day throughout the year. 


Here are some of our favorites:

Concerts by the Lake

   * Held in Memorial Park every Tuesday at 7:00 p.m., now thru September 5

Washburn Board Across the Bay Race

   * Friday, July 21 and Saturday, July 22… Festivities begin at 3 pm Friday, Race begins at 9 a.m.

Pointe to La Pointe Swim

   * Open Water Swim on Lake Superior from Bayfield to Madeline Island

   * Main Event: July 29, 7:00 - 10:00 a.m.

Big Top Chautauqua Shows & Concerts

   * All season long... All amazing!




   * Check out racing events held all over the world!

2017 Biennial Trans Superior International Yacht Race

   * Duluth, MN, USA

   * Saturday, August 5th, 2017

2017 WYC/AIS Silver Bay Scramble

   * Bayfield, WI, USA

   * August 19, 2017

2017 WYC/AIS Labor Day / Fall Series

   * Bayfield, WI, USA

   * September 02 - 04, 2017

2017 WYC/AIS Single / Double Handed Race

   * Bayfield, WI, USA

   * September 16, 2017

2017 WYC/AIS MW Dobson Regatta

   * Bayfield, WI, USA

   * September 23 - 24, 2017




This special offer is no longer available for 2017, but keep it in mind for 2018!

Beat the rush and lock in some of the best sailing time of the year…

Book your trip from May 19 - June 22 and receive 20% off your chosen sailing package.


The Superior Charters fleet includes boats from 31' to over 40' in length, and several over 50'.

We offer both bareboat charters for experienced sailors, and captained charters for those who want to relax on the water and enjoy a well-guided tour of the Apostle Islands.

You're welcome to peruse our fleet information for options and availability.

BOOK YOUR TRIP TODAY! A down payment of 1/3 of the trip cost is all that is required to reserve your boat. The balance is due at the time of your trip.


We'll be happy to help you select the perfect boat for your 2017 sailing vacation!

Contact us anytime at 715-779-5124 or sail@superiorcharters.com.




We all know how beautiful the fresh waters of the Apostle Islands (a.k.a., the Caribbean of the North) are, but we know our clients also enjoy saltwater sailing vacations – especially during the long, cold winter months.

If your plans include heading south anytime soon, let Superior Charters handle the details for you and receive:

5% OFF the partner charter fee as a discount on your next charter with Superior Charters or cash back!


Superior Charters can book bareboat or captained trips with partners such as:

Dream Yacht Charters website > http://www.dreamyachtcharter.com/

Sail Caribe website > http://www.sailcaribe.com/

Florida Yacht Charters website > http://floridayachtandcharters.com/

The Moorings website > http://www.moorings.com/

Sunsail website > http://www.sunsail.com/

...and many other major charter companies in the most popular cruising destinations.


Contact us today to learn more, or to request a brochure: 715-779-5124 or sail@superiorcharters.com.





Did you know Superior Charters offers a variety of comprehensive sailing training and certification courses?


Please visit our instruction page for more information about our training packages,

and call us at 715-779-5124 to book your trip!



Check back often... We'll be adding more events & updates throughout the season!

Superior Charters Inc, 34475 Port Superior Rd, Bayfield, WI 54814 -- 1.715.779.5124 -- sail@superiorcharters.com
© 2017, Superior Charters Inc. -- Custom photography by Marianne Photography -- Website design by Effloresence