I start from L.A. and it's a similar route. I've done the red eye many times and also the early morning flights but these days I like most the mid morning flight, leave 9 a.m., short layover in Miami, then arrive at night. It's worth it to pay a little extra and have a little less time on the island your first day -- especially if you re going ten days or more. If only six or seven nights, you need to consider red eye ....