I have been thru the C&D route
for at least 4 round trips to New England
and once from Hampton, outside. Are the new owners inexperienced sailors, or, inexperienced with their new boat
. If inexperienced sailors, take a seasoned crew member
with you, unless you will drop hook each night and go thru NYC
If night time involved, take a seasoned crew & do not have either or both owner stand watch alone on the Chesapeake, the C&D, or Delaware bay or, across the 6 traffic zones between Cape May & Block Island. Have them study the Light Lists now and be able to ID ship ID & behavior by lights alone, not on instruments which can fail.
Suggest you have them go sailing alone in the Annapolis
area (if they have some decent boat
handling experience) and drop the hook for several nights in the Severn, South, Magothy Rivers to get used to motion.
Unlikely you can go into Cape May from Del. Bay. If time permits, do NYC
& LIS just for the experience & scenic aspects, but not on a Saturday / Sunday. Have a great trip. Let us know how it turns out.