Originally Posted by SailSC
Thank you everyone for these suggestions. I'll start researching boats, flights and pricing and see what makes the most sense.
I recommend, in parallel, that you get some cruising guides
for the regions you're considering - and not the guides given out by the charter
companies. Objective guides like those by Stephen Pavlidis will answer all your questions such as those you posed here plus a lot more to help you decide what suits your desires best. THEN come back here and ask specific questions to those who have been where you're considering going to get confirmation/contrary opinions. Keep in mind that detailed, shore based info in cruising guides
can become dated quickly, but info regarding weather
, etc. remains pretty reliable. As Don Street said, "rocks don't move."