Check with Caribbean Cellars about their delivery days. I seem to remember that they don't deliver after noon on Saturday, nor do any deliveries on Sunday. I'm sure someone will chime in if that has changed.
The workaround for that is to have TMM accept the pre-paid delivery Saturday AM and hold it for you at the charter base office. Make sure CCellars knows to take the delivery to the office. ( done frequently.. not at all unusual).
It sounds like you are on a " fast turnaround" with the boat. Probably means you should get your mind set ahead of time that 12 noon is not set in stone. TMM gets consistently good marks for customer service, so what I'm saying is " island time does not go by the clock". You will come to know that before your week is up.
First night destination depends on what time you get off the dock, along with weather/wind. Getting to somewhere like the Bight at Norman may be your best option, a short sail, so crew can get their " stuff" a little settled and make sure the provisions are stowed. The Bight has 2 options for dinner off the boat, another good idea for a first night when folks aren't yet familiar with boat galley and equipment, never mind prioritizing " what to cook tonight".
Breeze
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