In my opinion, you would have liked the South over NJ. Born and raised in a small NJ coastal town, Brigantine, i can vouch that it is not as good as my current location in San Fransico Bay, but i would still consider it excellent. I have an Irwin 34 (4''6 draft) and had frequently sailed it and many others on the back bays from Toms River to Cape May since I was age 14 (now 42) . I kept the Irwin in Somers Point and had fantastic weekend sails from Ocean City and Atlantic City to Cape May (where we often anchored overnight by the yacht club and enjoyed the Lobster House Restaurant). Also raced everything from Sunfish, Lasers, GP 14s, to 55'' schooners (from Atlantic City to NYC), in the area so to say the sailing is poor is an ignorant statement. Although, I do prefer S.Jersey over N.Jersey. What is poor is the docking fees. For the 34'' Irwin, I would spend $2,000 to 3,000 for a 4 mo season. Absurd considering the West Coast is is under $200 a month for far better slip accomadations.
True, tidal areas in the back bay are narrow in some areas, but the tides only vary 4'' on avg. A boat the size you are considering would be best suited for coastal cruising on the Atlantic ("outside" as the locals call it). In Summer, on avg, the wind is SW 7 - 12 then shifts to NE or NW when storms come up. I found the Atlantic Coast a delight to sail. Sailing is also great trolling speed for awsome fishing in the Atlantic. Great short cruises would be the Chesapeake Bay (safely reachable through a canal S. of Phili) or NYC and New England to the North. All a 2 to 3 day sail away. I would recommend considering Atlantic City for slips. It has a deep inlet, well maintained by the Corp of Engineers. The Coast Guard has a station there and the marinas are easy to get to from Newark - NJ Parkway to AC Expressway. Check out Trump''s Castle (casino) Marina. It was known as the best Marina in the area a few years back and is well protected and a few hundred yards from the Ocean. Can''t beat the nightlife if boat gets too quite. In closing, in NJ, we miss the best seafood (clams, lobsters, blue crabs, fresh fish),phili cheese steaks, and white sandy beaches in the country.