Your shallower draft with the new boat will open up many fine places not available to others.
There are so many coves and small harbors in the sound -- anchoring in those when the winds are right, will be a delight.
When the conditions are fine, circumnavigating Long Island can be a delight. Coming in and through New York Harbor and the cruising on the outside of LI with the protection lf the barrier islands is marvelous. Have a good depth sounder for the shallows, monitor the radio for traffic, and have a great time.
Up the Connecticut River is another great cruise to consider. Enjoy that wonderful cruising ground. Cheers El and Bill