First of all, follow Mimsy's advice. My wife took a weekend course from Womanship (don't know if they're in your neck of the woods but if so my wife and I highly recommend them) right after we bought Enchantress and it really helped her confidence in handling what was a much bigger boat than she'd ever sailed.
After we got Enchantress we sailed her for a season to see just what fixes, upgrades and improvements we needed to make. Then I had her on the hard for a year while I did the work.
This is what my wife told me had to be fixed:
The head -- she could not stand the smell and the fact that you had to manually pump
it out. I replaced it with and Vacuflush (and a freshwater tank all its own) and a bigger holding tank
. I replaced the hoses and washed the whole area out with Lysol to eliminate the problem.
The sink and the fresh water -- the stainless sink was pitted and in bad shape and the water, despite the filter, did not taste good. I replaced the sink with an acryllic sink from Home Depot ($69.95 on sale), replaced all the hoses in the system and got a Seagull water filter (IMHO the best but expensive) and solved that problem.
Fans and ventilation , especially in the galley. Since I was completely redoing the electrical system (AC and DC) it was no problem to put in fans. also put in more opening ports.
Cleaning the boat: I hired a crew to throroughly clean the boat. It wasn't as clean as my wife liked buit it made it possibel fopr her to finish the job without too much effort.
I taught how to use both the paper charts
and the GPS
so she could always tell about where we were.
Finally we moved the boat to the nicest marina on the Chesapeake.
Future improvement, much bigger primary winches
. She cannot handle the big genoa with the winches
we have so now when I sail with her is use the 100% jib
. But for safety sake both of us need to be able to crank the sails.
My wife now can't wait for me to get home on Friday so we can take off for the boat.
Don't know how much of this will apply to you but if you pay attention to her needs and make sailing easy and pleasant you can't go wrong