I chartered with my wife a few years ago on a Moorings 32 monohull. I was in a similar situation, it was our first charter as a couple It worked out great, even she agrees. We both prefer bigger boats, so probably won't repeat it, but it beats not going. I would just talk it through a lot before getting there and then doing some training of each other on sail raising and moorings. I'd keep it simple and stay on moorings only.