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

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Special Offers & Upcoming Events

Girls Getaway Weekend!

A girls getaway to unplug, unwind and explore the Apostle Islands.  This girls-only trip focuses on the basics of sailing and being a competent crewmember.  There will be plenty of time for exploring the islands and for making new friends during the weekend as well. 

Price includes accommodations on the yacht, an experienced female skipper to lead the trip, as well as provisions for the trip.  Guests should bring sleeping bag, pillow, personal towels and any snacks/beverages they would like to enjoy.

Dates:  June 15 - 17  &  July 13 - 15

Price:  $595/person

Spots Available:  4 - 6 



Safety@Sea Charter Package


Register for the Safety@Sea Seminar on June 9 & 10, 2018.  Call us for a boat to stay aboard while you attend the seminar and then sail when the seminar is done, all at our discounted Early Season Rates!

Stay aboard the boat for only $120 per night, then set sail when the course is done.  Call us for boat availability!




Beat the rush and lock in some of the best sailing time of the year… Book your trip from May 18 - June 28, 2018 and receive 20% off your chosen sailing package!


The Superior Charters fleet list 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.



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.



Change your dates or boats if needed for just $100 up to 45 days prior to your charter or the first charter day of the season - whichever comes first.


We're happy to help you plan your 2018 sailing vacation!

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





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


Please visit our instruction information page for details on our training packages, and feel free to call us at 715-779-5124 with any questions and to book your training adventure!





Want to see what sailing training on the Big Water is like? 

Check out this video for a taste of the experience!

There’s no better time like the present to pursue the adventurous skill of sailing!


We're in the office year-round and are happy to take reservations and answer any questions you may have. Call us during business hours, Monday - Friday 9 am - 5 pm, at 715-779-5124 to book your trip or make your reservations online!






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:

...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.






If you've ever thought about getting married on a sailboat, or having sailboats incorporated into your special day, we've got news for you!

Superior Charters has teamed up with the amazing Bayfield Area wedding planners at Lace & Brass Events, LLC to bring you several wonderful options to make your wedding dreams come true.


All-Inclusive Sailboat Elopement Packages

starting at just $8,950


Choose from several luxury sailboats, and many different options to help personalize your day. Please click on the link above for more details!





Some of the best availability and pricing starts now!

If you’re thinking about boat ownershiplooking for something different, or considering selling your current boat, we can help!

You can certainly look online – the links above will take you there – and you can also walk the docks looking for For Sail signs. But the best way to buy, upgrade or sell a boat is by talking to an experienced boat broker. They can help answer your questions, determine your priorities, and guide you along the way. They also know about boats that aren’t even on the market (yet), as well as those available just through word of mouth.  

Contact Joe Radtke today to talk about buying, upgrading, or selling your boat!

Email: joe@superiorboatsales.com 

Mobile: 218-590-7131





2018 Sailing Season Dates

Early Season ..... May 18 - June 28

Prime Season ... June 29 - Sept 6

Late Season ..... Sept 7 - Sept 30


For a complete list of events in and around Bayfield, please visit our friends at Bayfield.org !


Here are a few of our favorite dates, events and info resources:

MAY 18 - JUNE 28: EARLY SAILING SEASON -- Receive 20% OFF on sailing trips booked during this time. Don't miss out on some of the best sailing of the season... Check availability and book your dates now!


June 2: Bayfield Garden Tour * There are many reasons to come and enjoy the Early Season in Bayfield (May 18 - June 28), and the garden tour is one of them!


June 10: Blessing of the Fleet * This must-see annual tradition celebrates Bayfield Area commercial fishing boats, tugs, powerboats, sailboats, excursion crafts, kayaks, and row boats! As the vessels parade through Bayfield's City Harbor, Apostle Islands community clergy members grant each one a blessing for safe passage and a prosperous season on Lake Superior.


June 14: 28th Annual Chequamegon Chef's Exhibition on Madeline Island * Calling all foodies - Here's your chance to taste a little bit of everything that the Bayfield Area restaurants and eateries have to offer!


June 16WYC/AIS Single / Double Handed Race


June 23 - 24: Summer Sailstice * Join in on sailing festivities around the world when you participate in this anual event! Details and activities can be found on the Summer Sailstice website and Facebook page.


JUNE 29 - SEPTEMBER 6: PRIME SAILING SEASON -- Summertime Adventures await, but prime dates fill up quickly. Lock in the dates and boats that you want most for your sailing vacation... Check availability and book your sailing dates now!


June 30: WYC/AIS Around the Islands Race


July 2 - 6: 40th annual Bayfield Race WeekThis five-day festival of sailing is a must-do event for every sailor, and this being the 40th year, the event will be even more special. Check out the Event details on Facebook!


July 21 - 22:  56th Annual Festival of Arts and Gallery Tour


August 4: Point to La Pointe Swim + Check out the Event on Facebook


August 11: WYC/AIS Silver Bay Scramble


September 01 - 03WYC/AIS Labor Day / Fall Series


SEPTEMBER 7 - SEPTEMBER 30: LATE SAILING SEASON -- Receive 10% OFF on sailing trips booked during this time! If you love fall colors and brisk fall breezes, this is the best time of the year to get on the water and enjoy the Apostle Islands in their autumn splendor! It's not too soon to plan your fall sailing adventures... Check availability and book your sailing trip now!


September 22 - 23: WYC/AIS MW Dobson Regatta


October 5 - 7Bayfield Apple Fest - Bayfield's quintessential annual festival! Find more event detaials on the the Apple Fest Facebook page. 


For a full list of all Bayfield Area events and activites throughout the year,

visit the Bayfield Chamber Events Calendar



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
© 2018, Superior Charters Inc. -- Custom photography by Marianne Photography -- Website design by Effloresence