Congratulations! There are lots of checklists and tips in the forums if you do some searches... weather resources, what to bring on the charter, clearing customs, etc., etc.
I recommend having intentions not itineraries. Itineraries can be stressy for a new captain.
As far as provisioning, where are you chartering from?
We charter from CYOA and usually just get their provisions. I'm not into paying several hundred dollars a day in a tropical paradise to go food shopping. <img src="http://www.traveltalkonline.com/forums/images/graemlins/duh.gif" alt="" /> <img src="http://www.traveltalkonline.com/forums/images/graemlins/Grin.gif" alt="" />
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