Welcome to BDW! You'll have a great time on this site with all kinds of ideas and suggestions, and DIY if you're into it as well!
The first thing you need to be aware is that end of September/early October is prime hurricane season in the Caribbean. While there are some areas that have more activity than others, it will probably affect your travel plans if we end up with an active season, which is impossible to predict in advance. Cuba definitely does get hit frequently since they're so close to Florida. Hurricane season doesn't technically end until November 30th. We got married October 20th in Jamaica and were warned ahead of time that we were taking a risk. Definitely something for you to consider.
I don't know anything about Cuba weddings - I'm sure there are other brides that could chime in on that part of it. I've been there just once and for our own personal preference, we won't go back. I'm sure if you check out the Resort Reviews section you will find reviews that will help you out. As well, click on the forums tab and in the search bar type in the resort you're thinking about. If there are any forums about it they will all pop up and you can start reading to see what info you can find.
Of course you can also get in touch with Wright Travel via this site and they could probably provide you with additional information and recommendations.
Good luck and happy planning!!