My boyfriend and I live in NC. We want to go on a cruise to the Bahamas in March and he is on probation. He is about to ask his p.o officer if he has permission to go. He has to check in with her every three months for 2 years and has about a year and half left on his probation. He is on top of paying his dues and has kept out of trouble. What are the chances that his p.o officer will say yes?

Yes... he has to get permission. What the odds of getting approved? I can't answer... but if he has done everything asked of him and never had any problems... his odds will be better.