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Trek said..
What a good challenge. If you did it I bet Mac Gregor yachts would like you in their ads.
There is great wisdom from the sailors on this forum about such a trip so far. For my 2c I reckon if you did it carefully you could do it. Im a bad one for adventures, I always take them on.
As mentioned be really careful with the stores and water. Watch out for the weather big time. I guess being a trailer yacht you could pull in at any old beach if you saw weather coming. You don't have to do huge ocean passages. Just a bit at a time. Run and hide if weather appears!
And as Toph said adventurers have made this World. We wouldn't be here if it wasn't for James Cook being willing to find out what was down south. And James Cooks boat couldn't point at all though he would have done better if it could! I read an article where the odds of Neil Armstrong and Co. landing on the moon and coming back were calculated as 50:50 by statisticians at the time based on knowledge and equipment reliability.
I reckon plan it well taking the advice of the wise sailors and go for it if you really want to.
yes, we can quote Cook's spirit of adventure, but don't forget that the Endeavour was purchased specifically for the voyage, and given an extensive refit to give the enterprise the best chance of success. Cook was one of the best navigators of his time, and on the trip to Australia he had available the latest technologies, in particular the time keeping equipment available to Cook was leading edge technology for the time. The technology used may not be at today's standards, but it was as good as was available.
There is no comparison between what Cook achieved and setting out to sea in a boat that is unsuitable while arguing that this is OK because it would be an "adventure".
I may be incorrect about the Magregor 26, and would love to hear some detailed feedack that answers the concerns about supplies, fuel, water, sailing to windward etc.