I should have said that my flights were on my own and not through the cruise line. I've always been able to significantly beat the cruise line's price, but then I'm on my own if something were to happen.
Off peak fares are usually between 350-400. I use points for that one. It always sucks going around a holiday like that. If you book way in advance there is inevitably a sale the month before. The cruises out of San Juan tend to be a bit discounted so it makes up for it a bit. Are you staying pre cruise overnight? We stayed at the Wyndham in Old San Juan the night before. Very nice hotel directly accross from the dock. Make sure if you take a cab from the airport, he knows which side of the bay the ship is docked on.
Yeah I'd love to get there a day early, but my brother is already missing 2 1/2 days of school, and I'd be missing 1 day then of college classes if we did that.
3 members of my group are going down 3 days early though and staying at their favorite hotel, the Wyndam El Conquistador. It's not anywhere near the port, but it is their favorite San Juan hotel! I'd love to get down there with them, but it really isn't possible!