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Sail Away, Sail Away, Sail Away…

Sailing on Chequamegon Bay and around the Apostle Islands off Bayfield, Wisconsin can be a real treat any time from May to October. Join the Old Rittenhouse Inn and our partner Dreamcatcher Sailing for an excursion on Lake Superior you won’t soon forget!

3 sail boats in Bayfield, WI

The Apostle Islands provide a spectacular backdrop for your sailing adventure. Depending on weather (and the weather changes often and quickly here in Chequamegon Bay), your captain may take you out into the bay or venture a little further out. Sailing participants have the choice of how much or how little to assist with the captaining of the vessel. You can get your hands on the wheel or just sit back and take in the beautiful scenery. Whichever you decide, you are sure to have an experience of a lifetime!

Sail boat in Bayfield, WIA sailing trip in Bayfield is the perfect adventure for your next getaway! To make your planning easier, check out our Apostle Islands Sailing Package. This convenient package for 2 includes a 2-night stay at our Bayfield bed and breakfast and a half-day afternoon sailing adventure with Dreamcatcher Sailing. In addition to preferred booking for the 2+ hour sailing trip, guests enjoy a bottle of house wine (for either the room or on the sailing expedition), a fruit, cheese and sweet plate, and a $50 voucher for dining at the Inn’s Landmark Restaurant. It’s the complete package!

Not only is sailing a great option for adventure in Bayfield, but there are also multiple other ways to enjoy the beauty and splendor of Lake Superior. The Madeline Island Ferry Line, Apostle Islands Cruise Service, or going on a guided kayak adventure with Living Adventure are just a few of the ways to take in the views on the waters of the largest fresh water lake in the world (by surface area). View highlights may include eagles soaring, all manner of boats, pristine islands, shipwrecks, otter, other waterfowl, and perhaps even one of the many lighthouses of the Apostle Islands. Check out our other packages for more adventurous getaway options.

To schedule your sailing experience – or any other adventure trip – visit out packages page or call us for more information. We look forward to seeing you on your next getaway in Bayfield!