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Wow, I was just looking into this myself today, and was just about to post a thread asking about insurance on these things...good thing I chose to search instead, lol.
Anyways, I'm looking at picking a 1970 International Fleetstar tandem axle, and have the rest of my vehicles on a policy with Progressive, so I called them first. Getting it insured would not be a problem at all, though I was a bit shocked when I was given a quote of $827/year for state minimum coverage (I'm paying just a bit more than that for my other 3 vehicles combined). I realize it's not a stupid high cost, but it's still more expensive than what I expected to pay for a personal use vehicle that I'll be using a max of a couple dozen times a year.
Though in my case, I wouldn't be doing an RV conversion on it, and that may be playing into the cost as well.
I certainly don't need the weight capacity of a tandem, and I'm assuming that going with a old spring suspension truck would likely be a bad idea anyways as I'd never get it loaded down enough to actually get the suspension working even if I did single axle it (even my 2 ton truck rides like a brick until there's a few thousand pounds on the deck)....but I could pick up this particular truck for next to nothing.
Surprisingly, Progressive didn't have a problem putting that 2 ton on my personal policy, and it only cost a couple hundred bucks a year.
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