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 Boston to New York City

8 night holiday exploring New England and the Big Apple

You will begin your trip at Boston, famous for the Boston Tea Party and of course Harvard is in nearby Cambridge. An easy city to navigate and plenty of New England history, some of which involves tax feuds with England! After enjoying some time in Boston you will head south through Rhode Island and Connecticut to New York City for your last few nights.

Remember - All our holidays can be shortened or extra nights added or modified with upgraded hotels, car etc. We love building tailor made road trip holidays!

Fly into Boston and out of New York City

260 miles

Includes flights, car &

boston new york holiday

Our 8 Night Boston to New York City holiday starts in Boston and ends in New York City: Boston (3 nights), Newport (1 night), Ledyard (1 night), New York City (3 nights)

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Your Itinerary

boston holiday

Days 1 - 3:
Boston (3 nights)

Boston is a great city to spend a few days. Explore the delights of Faneuil Hall, Quincy Market and take a trip to nearby Harvard. The Boston Tea Party Museum has a wonderful interactive historical experience



3 Star

rhode island holiday

Day 4:
Rhode Island

You’ve got a 70 mile drive down to Rhode Island, the smallest US state. Take your time enjoying the drive, it’s an enjoyable journey. Your hotel will be near Newport, on one of the islands making up the state. Wander around the nearby state capitol, Providence or perhaps Bannister’s Wharf just off America’s Cup Avenue.



2 Star

connecticut holiday

Day 5:

On this optional day, you will drive west, into Connecticut. Its a fairly short drive into the Mashantucket Pequot Tribe Reservation in Ledyard. As you drive through the dense woodlands you will suddenly be presented with a huge Las Vegas style resort which seems extremely out of place!



4 Star

new york holiday

Days 6 - 8:
New York (3 nights)

Enjoy the outlet shopping centre in Foxwoods before the final leg of your trip into NYC. You’ll probably want to drop the car off at the airport and take a taxi or train into Manhattan. If you’d prefer to keep hold of the car, we can book you a great hotel in Queens, just a couple of stops on the subway from Grand Central


New York,

3 Star

nyc holiday

Day 9 & 10:
NYC & Fly Home

Enjoy your final morning in New York City. Take a trip up the Empire State Building, eat lunch in Central Park and shop down 5th Avenue. Of course we can extend your trip to include extra days in New York City if you wish. This evening you’ll catch your overnight flight back to the UK.



philadelphia holiday

Philadelphia, PA

Philadelphia is a great city to add on to your trip. There is plenty to do here and, of course there are the steps made famous by Rocky in the film at the front of the Philadelphia Museum of Art

atlantic city holiday

Atlantic City, NJ

Atlantic City is known as the Las Vegas of the East Coast. Its not as big or glamourous and the weather certainly isn’t as hot, but it is a city full of casinos and restaurants if you fancy a night there. And there is the well known boardwalk too!

hamptons new york

The Hamptons, NY

The Hamptons are the suburbs of New York for the rich and famous. You can take a drive up here enjoying the beaches, mansions and communities where the New York business elite have their weekend homes.

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All per person prices (pp) shown on this website are based on two adults sharing. Where hotel ratings are shown, these are US ratings, half stars are rounded up to the next full star. RouteTrip USA and RouteTrip are registered trademarks of RouteTrip USA Ltd. *T&Cs Apply. **On most full packages subject to availability. ***On request, subject to availability and refundable deposit required. Client monies for flight inclusive bookings taken on or after 1st April 2021 are protected by a trust scheme provided by Protected Trust Services, any bookings before this date remain protected under our ATOL license  and insurances.