We have arrived late a few times over the years, getting to Negril around 11pm. IMHO I would much rather arrive late and wake up in Negril than check into a hotel for one night and have to make the drive the next day. Let’s face it by the time you get to a hotel check in, get to your room and head out to dinner you could be half way to Negril. We do have a great driver that we trust to get us there safely even at night. Whatever you decide I’m sure it will be a wonderful vacation!