My opinion: get married summer between MS1 and MS2. It's the best time, med-school wise, other than fourth year. If you're an MS1 now that would still give you 9 months to plan the wedding, which is plenty of time. It'd be a lot easier than trying to get married during third year, when you have to work around rotations. You really don't need more than a year to plan, anyways. Unless you have some other reason for wanting a long engagement, I wouldn't do it because you think you need two years to plan. You'll just drive yourself crazy obsessing over details if you have too much time, and having a wedding and honeymoon during third year is A LOT harder than before second year (or during second year, for that matter). I got married June of the summer between MS1 and MS2, and planned most of my wedding in the 11 months prior to that (we were engaged for a few months before we did any serious planning). It worked out just fine, I was able to plan the whole wedding as an MS1 while doing fine in my schoolwork. A little crazy at times, but better than trying to do it while studying for the boards or doing rotations, IMO. Just my $0.02!