I booked our May flights last June for $442.50/each. We leave on Saturday May 9th and return on the 16th. I keep checking them thru different trackers and haven't seen the price get any lower than that. We paid $480 (?) last year (2013)for a Friday to Friday and I booked around the same # of months ahead. I would keep checking Kayak or the other sites and when you get a price you like; buy it. They have 2 Saturday flights on United now. I actually booked the later flight back in June (10 am) and they switched me to the 9 am flight, which was more expensive back in June. I'm still on the later flight out of SXM at 2:20 pm as there is a 1:15 flight also scheduled. When I look at the seats available on both flights; it doesn't appear that there are a whole lot of them open.