Maybe 20 minutes further than Cooper. Unless perfect weather/wind combinations, I know where I would prefer to be for a first night. Stop stressing, relax and get on island time. A rough itinerary is truly all you need . You are either going clockwise or anti-clockwise around the island chain. There are safe, sheltered mooring fields to be had in most places which your charter company will tell you at your briefing. Do not expect to do too much, because if you get any feelings for the islands you will be back and can visit anywhere you missed on future visits.
It stresses me out to be sitting at home and reading how stressed people get about planning. (And I am a planner). After 16+ visits, minimum of two weeks plus per trip, we now plan on a day to day basis, until two nights before needing to return boat, is fine.All the distances between islands are doable in 5-6 hours. Be flexible, listen to the weather conditions, be sensible and enjoy what comes your way - then you will return another time and can have other experiences, visiting new places and finding new.
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