Wow - your list is pretty detailed!! Looks great. The big things for us to sort out were the date, time and location of the ceremony as well as the reception location and menu.
We got married at Playa Pesquero in Holguin in April. There were 3 other weddings that day and we were the last. They had a horse and carriage for us as well that picked up the groom, best man and groom's mom first, brought them to the beach and then picked up me, my maid of honor and my mom and brought us to the beach, so there was no overlap in DH and I seeing each other before the ceremony.
However, our WC who had our list of requests for decor, etc. was not present during the actual decorating of our wedding site. I know this because my SILs were watching a few of the resort staff assembling everything and they did not follow my instructions! I think it is due to the fact that they book so many weddings in a day (perhaps your resort won't) and they are just taking one set of decorations down and assembling the next set. My SILs were able to assist the staff with fixing the decorations to my specifications which was awesome.
Holguin is beautiful! You will have an awesome time.