Okay gurus....
The BF really wants to do a cruise. We like the itinerary of the Eastern Caribbean. He's really NEVER traveled (his first time on an airplane was in June to see me). So he's definitely not going to be a cruise line snob, LOL. No need/desire to do Disney. In pricing out a cruise that starts from $400 changes to $1000/pp pretty fast, and that's before adding on the drink package he'd want, LOL.
What's the best way to do a cruise cheap? As a teacher I can only do traditional school breaks (Thanksgiving, Christmas, spring break, or summer). I have URs, AA miles, Delta miles, most hotel points, etc. What's the best way to get this poor country boy on a boat cheap/free, LOL.