Re: best time for cruising the 1000 islands?
I would lean toward early September since the crowds are gone, better winds, and generally decent weather. If going earlier check the date of the 1812 Overture by the Kingston Symphony. Great fun with real cannons and perfect setting.
Back in the water in Grenada - with new main and #2 and cockpit canvas (Santa came early). Will spend the winter and early spring in the Caribbean and then head to Bermuda and the northeast US. Still trying to decide if we will bring the boat to Canada, either in 2015 or 2016.