I'm not going to make it around Delmarva this summer. I broke things during Governor's Cup and have spent too much time sorting it out.
I'm south of Pt. Lookout right now and plan on continuing south just to explore.
Go ahead and finish the trip!
You have already completed a difficult part of the trip - the narrow portion of the Bay from Annapolis to Potomac River - approximately 60 n.m. You are only a few days away - you can easily make it out of the Bay by Friday a.m., then Cape May by late Saturday/early Sunday and home by Tuesday. The weather forecast is o.k. for the next 5 days, although you may have some rain.
I have gone from Potomac River to Rappahannock in 8-9 hrs. I went from Urbanna to Cape May in 50 hrs. (subtract unnecessary 15 n.m. from Urbanna to Stingray Pt.) Cape May to Still Pond in 14 hrs. with the current. Still Pond to Annapolis early morning to early afternoon.