I did read through Sumners webpage and pretty much concur with most of it.
His trip is sounding a lot like my first trip on that little keelboat I had at the time.
I had a gps with no graphics at all. Primitive by today's standards but at the time It was a godsend. It allowed me to at least know where I was.
Today I would feel fine with a couple handhelds and a paper chart kit. In the trip on the v22 I used the GPS to get me to half mile of my destination then just looked, and used binoculars. Good ones are a must. I finally get that after 30 years and now own a nice set.
I don't personally feel comfortable with computers and so would nix the whole chart plotter and computer thing. On the v22 once I reached the exumas I rarely used the gps. It was all by eye with the exuma charts. And in mostly shallow water. Good sunglasses are mandatory.
Even though the keel boat was far stronger the my M I worried about breaking things. I didn't have enough faith in the boat. It was a mental energy drain. In the 22, I still worried but less. I had beefed up the rigging and a few other things and knew what to expect. Years after the trip I had done a lot of other improvements but ended up with a different boat before I could return. You must have faith in your boat. Or fool yourself into having it. Let other people look at the boat, people who know about sailing if you must. Know what the limits are, and potential weak points (rudders)
Sumners right about the amount of work on a small boat. It's the motion. Small boats move around a lot more the. Big heavy ones. Hopefully once you get across the long stretches you'll be in shallow calm water. I always anchored the v22 on the flats if I could where my biggest worry was gouging the bottom on a conch shell.
In the keelboat I was stuck with everyone else in the small deeper harbors.
Also, every boat has it's own motion. The keelboat wasent that much better then my M underway plus it was dreadfully wet. In the conditions where I am relaxing with the dogs on the M , I would have been wearing raingear.
The 22 had a bad rolling motion at certain times at anchor that drove me nuts. Even in shallow water. The keel boat would misbehave in tidal cuts. The M seems to have neither of those tendency and I'm happy for it. Esp. The short jerky roll that the 22 had. I'm def. not missing that.
I went way out of my way to upgrade the anchor handling on the M. The last two boats it was all by hand. That bites.
I would highly suggest an electric windlass that has a manual backup. If it came to spending the money on two chart plotters or one windlass I know who I'd make the check to. Sumners not joking about that ground tackle either. If he's not a little bit envious of your anchors, then you don't have enough, or they ain't big enough
The autopilot issue is an important one for singlehanders. I never had one that worked well. In fact it would only work while under power (too small of a unit) but it was sure nice to have. That said neither of the previous boats would look after themselves under sail like my current one does. The keelboat might for a few minutes if you tied the tiller, and the 22 I could not get to mind herself at all no matter what I tried. Since it was smaller then the keelboat the autopilot did sort of work on it. The M will mind herself long enough to use the bathroom make lunch or take a fix without having to heave to. She will do this well enough that I plan on using this quality during my banks crossing.
Sumners opinions on the two week shakedown cruise is spot on. And don't wait for perfect weather either.
If you can't wait to turn around and do it again great. If you can't wait to come in and get a hotel room, the Bahamas may be a bad idea.
Also have a pretty competent tool kit. That does not mean having a lot. But something you can do a lot with.
I had to hack off a piece of aluminum tuna tower from a burned out fishing boat in order to make a new tiller. It took all day. Filed it, sawed it drilled it tapped it bolted it on. It's still on the boat 15 years later.
Time. Sumner has a lot of ground to cover and not much time to do it in.
I tried to avoid those long days. There are a few places it's unavoidable, but I tended to move about 5-25 miles a day. Sometimes just a few miles. I could anchor pretty much anywhere it was shallow. (Shelter by virtue of water depth)
I consider three months the optimum time for me to cruise the exumas. I did it in two in the 22 but I did not go all the way to Georgetown. I stopped at Barrytarry.
Pretend that the wind will be 20k on the nose wherever you want to go. You won't be disappointed.
Ix