Best to avoid beaches ( like Cane Garden Bay) where all the cruise ships send their passengers. Better to get a taxi to one of the quieter ones if you can.
I am Ligurian and time varies from 1145 to 1215 depending on which cruise and which ship. Luggage has only ever been late arriving once - Iona (due to size probably).
Went on Ventura after refit (think it was 2018) and noticed some internal improvements like new carpets and furniture. Plus improved lighting ad general spruce up. Cabin had new carpet (at last!) but still the same old TV.
With staff shortages and supply chain problems, I don't think the galley would be too happy if lots of people started asking for items not appearing on the menu though.
17 minutes if you are Usain Bolt! City terminal is closest, almost next to Holiday Inn. Walked it to Celebrity Eclipse once. Took me about 17 minutes pulling my suitcases!
Cruise package at Holiday Inn includes 15 days parking and costs on average about £240 depending on time of year (not available during boat show though).
A pair of cheap crampons is a good idea. Very icy when I went and I slipped over even in good boots. Mine cost ten quid and quick to put on over any footwear. But don't wear them indoors!