4 days in New York City, Connecticut & Boston Itinerary

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.

Kick off your visit on the 28th (Sun): take a memorable tour with Tours, then examine the collection at New York Public Library, and then appreciate the history behind 9/11 Memorial.

To find photos, more things to do, maps, and tourist information, go to the New York City road trip planning website.

Philadelphia to New York City is an approximately 2-hour train ride. You can also drive; or take a bus. Expect a daytime high around 86°F in July, and nighttime lows around 72°F. Wrap up your sightseeing on the 28th (Sun) early enough to drive to Mystic.

A historical leading seaport, Mystic has maintained a strong respect for the past.

Kick off your visit on the 29th (Mon): see the interesting displays at Mystic Seaport Museum, then admire the majestic nature at Fort Trumbull State Park, and then look for gifts at The Book Barn.

To see where to stay, other places to visit, ratings, and other tourist information, read our Mystic road trip site.

You can drive from New York City to Mystic in 3 hours. Alternatively, you can take a train; or fly. Prepare for a bit cooler weather when traveling from New York City in July: high temperatures in Mystic hover around 80°F and lows are around 66°F. Finish your sightseeing early on the 29th (Mon) to allow enough time to drive to Boston.

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.

Kick off your visit on the 30th (Tue): explore the world behind art at Museum of Fine Arts, take a tour of Boston Tea Party Ships & Museum, and then make a trip to Faneuil Hall Marketplace. Get ready for a full day of sightseeing on the next day: take an in-depth tour of USS Constitution Museum, then steep yourself in history at Old North Church & Historic Site, then take a stroll through North End, and finally take a stroll through Waterfront.

To find where to stay, more things to do, other places to visit, and other tourist information, go to the Boston online vacation planner.

You can drive from Mystic to Boston in 2 hours. Alternatively, you can take a train. In July in Boston, expect temperatures between 83°F during the day and 67°F at night. Wrap up your sightseeing on the 31st (Wed) early enough to travel back home.