Trucker
You seem like a good man. And I want this to
work for you. I sail out of Jackson Park Harbor on the South Side of Chicago, and there are plenty of empty moorings in search of a sailboat to complete their existence. So I want you to have a boat and sail on it. I have recently made the transition from non-boat having to first boat over the last four years. The last two seasons I was in from the harbors opening in May on through to October. The first season I didn’t launch. I’ve learned a lot along the way. This forum has been great for supplementing my
learning, of course nothing beats actually sailing, but as in aviation the tricky bits have to do with the land.
Learning how and where to get my boat launched, where the best place to store it is, who I have to talk to and what I have to do to safely and legally operate my vessel on a sustainable basis were in many ways more challenging than learning how to move my boat around on the
water. I try to be picky with my contributions, and not give dodgy
advice, and I am rambling a bit so I’ll get to my main point:
This
buying in
Canada business sounds like a lot of unnecessary hassle and front loading of
work if your goal is to acquire the boat of your dreams and sail it on Lake Michigan in the near future.
Why not buy closer to home?
https://chicago.craigslist.org/searc...gth_overall=24
There are some sweet boats in there, including a
Grampian 26 from 1974 attractively priced at $3,000
Your Canadian boat sounds great, and I dig the
dodger and everything, but I’ll confess that my maiden voyage of 40 miles from Waukegan to Chicago was challenging. I was 37, and was a competitive
dinghy sailor in high
school, including Lasers and 420’s. I had sailed a few times since then, but I never had my own boat. After 1.5 years of hard work and false starts, I launched. I had help the first day from an old friend who knows about as much as I do, but we only made it halfway, and he couldn’t stick around. The second day my
motor failed immediately, and I ended up getting towed to the harbor mouth, sailing 20 miles on a beautiful reach, and 75% sure I was in the right harbor, sailing up to my pin with a little help from an
electric trolling
motor I hooked up to the motor mount on the back. I got stuck on an apparently famous silty bottom for a bit in the harbor but was able to wiggle myself free (what is that beeping
noise? Oh it’s the
depth finder!) I tied off exhausted, exhilarated, ecstatic, and began to figure out how to inflate my
dinghy.
I can only imagine that a shakedown
cruise of both you and your boat (after 3 years on the hard), of a similar size to my own, that begins in another country, spans hundreds of miles, and that you hope to complete in 3 weeks, might not be the best way to start your dream. Consider, at least,
buying a close boat and sailing off the hook for a season, or at least chartering a boat for a day or two to get the feel of the thing. Hey, if you’re around this summer in Chicago, I’ll take you out once. I’m but a humble day sailor but I sense a kindred soul. Just saying. I wish you all the best in your endeavor and I don’t want to discourage you. A lot of people will do that and it’s not my intention.