Guess I should have been more specific as to my feelings about the trip. I certainly have thought about having them take the ferry to West End but don't really enjoy staying there over night and would likely have to hustle to CGB or JVD for the night once they got in (around 5 likely with the ferry), so I actually offered to pick them up as I do like the thought of a nice long sail that first day with the admiral and two other crew on board. I like the journey as much as the destination but realize that not all do.

I also have not been to the shores of St. John and thought it a great chance to visit at least one day and maybe two before heading back to the BVI.

To answer your questions CaptainJay, four of us are arriving Sunday to prep and provision and head out Monday morning to pick up the other four who can't make it til the next day. We are back at Sunsail base on the follow Monday morning to head home. Four of the crew are new to sailing the islands. We will likely circumnavigate one way or the other and hit Anegada per my usual but I'm pretty open minded about changing plans based on my crew's desires.

My thought was to clear out of either Roadtown or West End and clear in to Cruz Bay. Their flight arrives at 2:30 and if we are just getting there because of a delay at the base, etc. then we will just pick them up. However, was wondering the feasibility of then heading on over to Maho for the night and making them catch a taxi to Maho where I can then just dinghy in to pick them up at the beach. Then we just clear in to the BVI the next day or the day after depending on how we feel. I can to my other favorite spots in the BVI with 5-6 nights I feel pretty easily as we have done it before.

Nice to know that I do not have to clear back out of the USVI. Sounds as if the BVI clearing in and out will be the crux of the problem. I certainly don't want to pay a 1$/foot/day clearing back in for the bulk of the trip though. That would definitely mean a ferry ride for the others.