I think you are going to really love the cape. It really is a great place to visit as long as you don't want to do a lot of swimming, and you don't expect amazing food. The water here is pretty darn cold all year round, and always murky. I highly reccomend that if it is not too late, that you try to spend one night at least on Marthas Vineyard, Nantucket, or both. There are ferries that run all day to both islands, and it is totally worth it to go over for a day trip if you don't have lodging for an overnight stay. The islands seem to do better with food in general.
Although I have lived here for 15 years, I still have not had a chance to get to Nantucket myself. I do get to the Vineyard just about every year. There is a very good pizzeria (for the area) right by the carousel. I can never remember if the area is Edgartown, or Vineyardhaven, but just ask someone where the carousel is, and they will point you in the right direction.
Nantucket is smaller, more exclusive, and has a little less nightlife. It is also a longer boat ride to get out there. Most people that I talk to like Nantucket just as much or better than the Vineyard. Now again, I have not been there, but I have heard that Nantucket has one of the best pizzerias in New England. I think that the guy that owns the place is from New York, and I know from talking to restaurant suppliers in the area that he buys only the absolute top notch ingredients unlike just about everyone else in the Boston area. This place will not be hard to find. Just do a google search. There are probably only a few pizzerias on the island, and this is the one that gets the press.
As far as true Neapolitan pizza goes, there is nothing around at all. The closest places are in New York. Unfortunately The Pizzaioli I was referring to was just visiting Boston to do a promotional event for Caputo flour. Your best bet in Boston is probably a new place called Picco or the original Pizzeria Regina in the north end, with Pico being my personal favorite, and Pizzeria Regina being in a totally cool neighborhood (our Little Italy). Other than Regina, Santarpios is the other famous old school pizzeria here, and is right next to the airport. You were probably visiting a Bertuccis last time you were here, and sadly I would have to rate them as being just as good as Santarpios and Regina. I know that is not saying much. As far as other pizza within the city of Boston goes, I absolutely love a place called Bar 10 in Copley square for its thin crust gourmet pizza. I probably like this place just as much as Picco, but it is a totally different thing than most traditional pizza. For some reason Bar 10 never gets any attention from the press, and never makes it on anybody's top 10 lists. I have also had good luck with New York pizza on Mass. Ave in the South end, and the Upper crust in Beacon Hill or Brookline. The upper crust has a really amazing sauce, but misses the mark with the cheese.
Although Boston seems to have as many Pizzerias as it does taxicabs, this is just sadly not a good place to find exceptional pizza. I highly recommend saving up your money, and spending at any of the many amazing high end restaurants in the area. To sum it all up, both the islands, and to a slightly lesser extent the cape have some truly amazing gourmet cuisine and some pretty mediocre pizza, just like Boston.
