Join Date: May 2004
Location: Long Is.
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You need a lot more time for either trip. Be realistic about the distance you can cover in an "agressive" day. Count of spending a lot of time under power. Count on several "lay" days due to fog on a Maine trip. Spend some time with a chart trying to lay out a reasonable timetable. You will discover that you come up way short on time.
I have taken a summer cruise from Long Island to Maine most summers over the last 30 years. Even when I was younger and more agressive, it would take at least a week travel time each way. This was counting on making 50 mile days, but being realistic about the weather and bashing to windward.