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

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Special Offers & Upcoming Events

It's Boat Show Season!

Come visit the Superior Charters & Yacht Sales Team at a boat show near you.

Minneapolis Boat Show - January 24 - 27

Miami International Boat Show - February 14 - 18

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 confident 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.  Complimentary stay-aboard on Friday night, with sailing Saturday and Sunday.  Additional overnight stay available on Sunday night, so you can have time to enjoy Bayfield's shops and restaurants.  

Dates for 2019!

July 20-21

August 3-4

Cost is $449 per person




Beat the rush and lock in some of the best sailing time of the year… Book your trip from May 17 - June 27, 2019 and receive 20% off your chosen sailing package!


The Superior Charters fleet list includes boats from 31' to over 40' in length.

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 when you book by calling or sending us an email. The balance is due at the time of your trip.


We're happy to help you plan your 2019 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:


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





2019 Sailing Season Dates

Early Season ..... May 17 - June 27

Prime Season ... June 28 - Sept 5

Late Season ..... Sept 6 - Sept 29


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:


JUNE 28 - SEPTEMBER 5: 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!


August : WYC/AIS Silver Bay Scramble


August 31 - September 2WYC/AIS Labor Day / Fall Series


SEPTEMBER 6 - 29: 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 : WYC/AIS MW Dobson Regatta


October 4 - 6Bayfield 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
© 2019, Superior Charters Inc. -- Custom photography by Marianne Photography -- Website design by Effloresence
Book Now! Book Now!