What people say
about us
“Just had the MOST amazing adventure in the Apostle Islands!
Sailed with Captain John, Dianna, on their awesome yacht Windeavor, and WOW—what an experience! They’re super knowledgeable, welcoming, and so much fun to be around.
The boat? Total luxury. TWO full bathrooms…on a boat!️
The food? Incredible.
The scenery? Absolutely stunning.️
Island-hopping and exploring? So much fun.
And by the end, your captain and first mate feel like friends.
I kicked back, relaxed, and enjoyed every second. Highly, highly recommend! #ApostleIslands #SailingLife #UnforgettableExperience”
KT
“I have sailed several times with Captain John and First Mate Dianna, and these have been some of the best experiences in my life. John’s expertise in sailing through all sorts of weather is both exciting to experience and very reassuring. I have full trust in John and Dianna’s sailing skills. Together they provide a lovely time, both sailing and in hosting. They are very attentive to the needs and comfort of those sailing aboard the Windeavor. And the meals and snacks are delicious. The boat itself is well-equipped and quite comfortable, both for moving about and for sleeping. The deck has an optional enclosure that allows one to be on deck, even during cooler weather. Dining on the deck during sunset is amazing. I feel exhilarated just remembering my times on the Windeavor and with John and Dianna! I highly recommend taking a charter with John and Dianna aboard the Windeavor!”
JF
“A Lake Superior Sail and island hopping on the Apostle National Lakeshore-there are no words! This is a 5 star unique opportunity that we’ve loved and look forward to repeating!
Sailing on the beautifully constructed French Jeanneau “Windeavor” offers easy-going sails as well as more exciting speeds and adventures in all kinds of weather…
Skipper John and first mate Dianna are hosts extraordinaire, attending to their guests at all times, highlighting safety, comfort, relaxation and tasty shared meals as they introduce you to the stunning beauty of the pristine waters, craggy lake caves and daily island hopping to hike the “Jewels of Lake Superior”. After a short motorized dinghy ride from the sailboat to an island shore, nature surrounds you, hiking through forests, exploring lighthouses, and possibly ending the outing with a swim back to the boat.
This amazing boat offers beautiful accommodations, inside and out, and exterior protection from the elements. Meditation, reading, or simply ‘gazing’ at the wonders of nature as you slice through the waters provides a unique and very special getaway. We highly recommend this adventure and look forward to returning to explore even more of the treasures of Lake Superior, and its islands with these creative, educational, watchful, and delightful hosts!”
Bob and Margaret
My sailing experience on Lake Superior aboard the Windeavor was AMAZING! It was also my first overnight sailing adventure and what a joy. John and Dianna made it extra special. I even got to sail the boat and must say my skill level was not up to par the Captain and his 1st Mate 😁. We sailed to many of the Apostle Islands to hike through the forests, stroll along the beaches and explore many lake caves which is a thing of beauty created by Mother Nature.
This adventure was calming and relaxing experience and will be forever etched in my memory. I look forward to my next adventure on the Windeavor.
Jimmy C

