Re: Good place to anchor and have kids swim around in Cheasapeake Bay
Rhode River is nice. What used to be High Island is now a shin deep sandbar, great place to wade and swim. Only 13 miles from the bottom of the slot.
Farther away, Trappe creek across from Cambridge has a nice sandy spit.
Most of the coves and creeks along the Choptank are fine for a dip, but no beaches to speak of.
Late summer when the nettles move in, the only option is to go north above the bridge. Dobbins is usually good, but is often overcrowded nowadays. Still, the sandbar on the north end is great for kids.
As a last resort, fill up the dinghy and turn it into a swimming pool. Just don't accidentally pour in a sea nettle. (don't ask...)