We have gone in late September, as well as November, and love that time of year in SXM. We also go in June sometimes (like this year) and like that as well. It is warm but we are finding that we enjoy the low season very much. Some restaurants do close, mostly in September, but there are so many others to choose from. Plus there's less traffic and less waiting for a table at restaurants. As Carol says, what's not to love? The only thing I would recommend is trip insurance in case the weather doesn't cooperate. Go for it and enjoy!