No "export". Just copy the file over. But OUTLOOK may require a bit of work. Links follow.
https://www.google.com/search?hl=en&as_q=mac+office+2011+outlook+to+windows+outlook+2013

2. I use the 64 bit version as I want the best experiences. HOWEVER this may be some issue/limitation with Parallels so ask them.

3. Just a parting comment. Always backup your stuff which means 2 backup copies and your original. This is how we avoid losing our stuff.
Bob