I've been watching for a chance to cruise the southern Caribbean for a couple years but it's hard to find a good match to go with from San Juan. It would be worth it for me to do the back to back 14 day cruises on either Princess, Celebrity or RCCL once I fly down there as they do different ports alternating weeks. But 14 days is a long time on a ship for me ! Especially if cabinmates don't know each other yet. 10 and 14 night cruises from Ft. Lauderdale going all the way down to Grenada and Aruba, etc. are cheaper because of no flight to San Juan.
I'm more flexable about the time. Not as flexable on being a guy nor being 50. I'm also a sometimes, but not loud, snorer and never drink unless I'm thirsty or need to get the dinner digested. I've even dreamed of doing the southern Carribean on the beautiful Royal Clipper 5 masted sailing/cruise ship, but you have to reserve that ship more than 6 months ahead.