DESTINATION - BOSTON CITY TOUR

Experience spectacular sights of the world-famous and history-rich hub of the Northeast suspended 1000ft above the city streets!  You’ll have the opportunity to hover over Fenway Park, the BU Bridge and Boston Common while orbiting downtown to get the best angles. You and your friends will find yourselves taking selfies with the Prudential and John Hancock skyscrapers as a backdrop!

Flying Boston City tour need a permission from Boston approach, I cannot tell until airborne. 

I usually contact Boston approach (124.4) from the west of Needham towers'.

     "Boston approach, Aircraft 1234 circling Needham tower at 2000
      Request VFR transit Class Bravo for City Tour, Charles River to Back Bay, then exit westbound"

Usually they'll assign a squawk code and hand you off to Boston tower or Boston skyway (the helicopter controller, 124.725). Then wait until you hear the magical words "Aircraft 1234, you are cleared into Boston Class Bravo at or below 1500"

The rest is easy part, I generally level off at 1200' and fly down the river until abeam the Prudential or Hancock building (except when they only clear me as far as Mass. Ave.), then turn around to the left  heading towards Cambridge / Sommerville (over MIT, Encore Casio, and Harvard) then a right hand turn at the Bunker Hill Monument to South; down Boston inner Harbor (Coast Guard Station, North End, and Financial District). Logan will be on your left.  

None of this works during Boston Red Sox games. Under the general post-9/11 principle that only one American business can be functioning at a time, aviation within downtown Boston, aside from scheduled airlines, is shut down from 1 hour prior to a game until 1 hour after it ends.