I have three roll up panels that are 22 watts each. They are no longer manufactured however. Had them for ten years. In my experience, they will handle the frig & freezer on my boat during good daylight. Figure five hours, maybe six in long summer days. However, the other 18 or 19 hours are pure draw. So, i run my Honda 2000 for an hour a day. I think for your set up, you would have some small surplus of power since you have one rather than two compressors.
I think the key is a Honda generator and a charger to match. You need a battery monitoring system such as a Link to figure out what's going on. On a personal note, I think you would be happier with a Honda 2000 and a 20 amp AC charger to give you back about 80 amps in an hour of running. Or, you could get a 1000 Honda and run it twice as long. I agree run time is important, and I'd go with the bigger one.
As far as solar, you just have to figure out how much you want to mess with them. I may go with two 90 watt panels mounted on the aft lifelines which will be replaced with S/S tubing. That's about $600 plus $300 for a MPPT solar charge regular plus the S/S construction. Even with the 66 watt flex panels added in, I expect I will still need to run the generator a half hour a day or an hour every other day. But that set up could cover you. But, you have to factor in the hassle of rigging and unrigging them and storing them. And, you wouldn't want them during races. So, I think, in your case, a Honda 2000 and appropriately sized charger is the way to go. BTW, I rarely get much more than three years out of a set of batteries, but I do work them pretty hard.