This tour company offers guided tours of Boston's historic North End and well behaved dogs are welcome on leash. There are a few churches on the tour that do not allow dogs, but other than that it's pretty much pet-friendly. $30, two hours...do it just for the canolli!!

Address: 
4 Battery Park
Boston, MA, MA US

Phone Number: 
1 617-720-2883
Website Address: 
http://www.northendboston.com/secrettours