We're new to crusing. We'd like to get a good room on the ship. Wondering if there is any problems booking a specific room and also booking a non-specific room that we might get an upgrade with. We would have to put a deposit on both bookings and then cancel one before the full refund deadline.
Forget the "double booking" shenanigans. You run too much risk fo the double booking getting discovered and BOTH bookings getting cancelled. The passage contracts of some cruise lines might stipulate that you forfeit both deposits as mitigated damages if they catch you. Also, you would not find out about the upgrade until after the cancellation cutoff even if you don't get caught.