what's the pick up date, what's the drive off date分别是什么意思?

what's the pick up date 交货期是何时？
解释，pick up 是捡起来的意思，这里引申为交货，买方把货物“捡"起来。

what's the drive off date 装运期是何时？

drive off 是驱散的意思，这里引申为 卖方把货“驱散”走，就是装好运走。