Hi Jen,
Personally I'm not doing the Alcatraz visit as I've been to SF before (4 years ago) and have already done it. Its one of them things that everyone does if in the City but no point in doing a 2nd time.
Other than SF all the other cities on our intinary are new to me and as I'm a travel addict I'm so looking forward to seeing some new places.
I have travelled solo in the past but always sorted out Flights/hotels myself so am excited about going on a organised holiday and hopfully make a few new friends.
Just You holidays sound fantastic and I'm positive this wont be my last.
Mick