Shipping Options

I am looking to purchase this for another site of mine, but I wanted to ask a question regarding shipping before I make the purchase.

I am going to be shipping items to a person who is moving from Address A to Address B. My initial shipment will go from Business to Address A. They will then ship the items back to me from Address B to Business.

Basically, it ends up looking like this:
Business -> Address A
Address B -> Business

Am I able to have two different areas for shipping -- one for each leg of the journey?

In addition, I would like to have the options for the end user to select FedEx OR UPS within this process.

Thanks for your help!