I will admit that the Chesapeake has many great destinations within an easy daysail.
The Delaware River and Bay is a more challenging sailing location; strong tidal current, shallows and commercial vessels above Reedy Point, steep chop and square waves Reedy Point to Cape May and few destinations for an easy daysail.
But some good locations for long daysails; Delaware City, Chesapeake City, Cohansey River, Maurice River, Cape May, Lewes, or round Ship John Light.
Essington to Delaware City on a 20ft boat with the tide is about 4hrs, and another 2hrs or 3 hrs to Chesapeake City. Delaware City to the Cohansey is about 5 or 6 hrs, then another 6 to 8 hours to Cape May or a long 10 or 12 hr day to Lewes.
We also have the option of a long day trip into the Upper Chesapeake Bay with a stop in the canal at Chesapeake City.
Delaware River and Bay sailing just requires advanced planning.
1970 Havsfidra 20 by Fisksatra
On the Delaware River at Fox Grove Marina Essington PA