I am on the power side and do clockwise route usually ending up in Anegada around Friday when crowds are less. Flights are cheaper Mon - Tues (following week). If we charter from SJU to EIS sometimes I can get out Monday night even though it is technically sleep aboard since I am a frequent flyer and the base is much less crowded. I avoid all regattas and cruise ships. Much less stress...

All lessons learned the hard way or from the experts on this board