Hi, I'm sure this has been covered dozens of times in this forum, but I don't even know where to begin, and I'm sure some of the resident experts can point me in the right directions. Thanks in advance!

I'm a United 1P with 200,000+ trying to plan a vacation for 2 this summer. We would leave from NYC and (ideally) go to TLV for a week or so, with 2-3 day stopovers on the way there and back in fun places (I'm thinking Venice/Milan for one, open to suggestions about the other). I have a few questions:
a) is that feasible to do on a Saver award?
b) if so, how do I check on availability (is there anywhere online)?
c) is it possible to do more than one stopover in each direction?

Thanks everyone!!