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From Sackets Harbor you have a few options. I guess it would depend on if this a trip you want to do at below wake speeds or not...how much time do you have? My understanding of your "trawler" is that it really is a semi-planing powerboat.
The Ontario Route could take on you either along the north shore, south shore, or a little of both with a crossing. This would be faster, especially if you travel above no-wake speed and get good weather.
The Oswego Canal and Erie Canal route would be quite different. You would be at 7 knots nearly the whole way. Distance is a bit further, but not by much. The advantage here is it is a different type of trip. This is supposed to be a slow, relaxing trip, where you stop at nearly every town along the way. Most have free walls with power and water. The western Erie Canal towns were built around the canal, and still largely are today. This means you get to dock "downtown" every night.
Another consideration...the Welland Canal requires 3 people on board. If you have two, you would have to hire someone for the canal trip. The Oswego/Erie Canals have no such requirement, but with your boat I would say two is a minimum and common. The lake can be unforgiving some days, even with your boat, as I'm sure you know, so make sure you plan for that.
Boat: O'Day 25 / Sea Ray 270 Flybridge
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