Sailing with Duncan

Naturally Curious


Welcome to Sailing with Duncan 

Thanks for joining us.

Sometimes you just have to take the bull by the horns or in this case the Cairn Terrier by the boat and head to charted and uncharted waters.

Duncan travels with Cindy and Jeff Cunningham aboard the 1996 Catalina 34 MKII named Respite. The three have sailed thousands of miles on the Great Lakes over the years.

We hope you enjoy sailing with us.  


Coopersville, MI



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Finding our bliss

We came to the North Channel four summers ago not sure what we were looking for. What we found that first summer changed us and has brought us back again and again. This year we came looking to find new anchorages, see new areas of Georgian Bay and to reconnect with many of the boaters and locals we have met over the last few summers and now call our friends. The new anchorages we have found and many we will visit the next time we are here. Some like Collins Inlet and others east of Killarney we may visit again, some this year were once-in-a-lifetime anchorages that we are so glad we have gotten to experience. Georgian Bay was really spectacular and we may do parts of that again soon. The pe

Shipwrecks in Tobermory

The last two weeks have been why we spend the summer in the North Channel – great anchorages and even better people. Two weeks ago, we left Parry Sound and motored sailed east to Wingfield Basin in Cabot Cove. The 45-mile crossing of the Georgian Bay to the northern end of the Bruce Peninsula couldn’t have gone any better. We would have liked to sailed but light winds meant a motor sail but we’ll take flat and light winds over the alternative. Wingfield Basin is about 15 miles east of Tobermory and is the eastern entrance to the area’s shipwreck viewing. There is a tug on the western shore of the harbor which was scuttled in a few feet of water years ago. Looking at the metal hulk it is hard

Killarney to Parry Sound via the Small Craft Channel

Thanks for taking the time to read our blog and for following along with our adventures. As we have said many times, we post intermittently as the WiFi situation here in the wilds of Canada are limited at best. Respite has been away from her home port now 30 days and the days are starting to run together in teh very best of ways. For those of you who don’t know our story, Cindy bought our first big boat in 2003 after returning from visiting the Pentagon. It was still being rebuilt after the 9/11 attacks and the sight of it reminded her that life is too short to keep saying “When we get to … we’ll …” We owned our 1985, 30-foot Catalina Calaloo for 13 years before buying our current boat Respi


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