Boston City Break Welcome to Boston

4 nights

Boston has so much to offer at any time of year whether for a short city break or as the beginning of a longer holiday in New England.  Boston is less than 8 hours flight from the UK and the Logan International Airport is so close to the city centre that you can be in your downtown hotel less than 10 hours after leaving your UK airport. As you can see from the suggested holiday, there is a huge variety of things to do and see in this vibrant and historic city.  Five days is not enough to do it justice, but you can always return.

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The Breakdown

Here's a day-by-day guide to your itinerary. Feel free to ask us to add other days or ideas and excursions by adding them to your wishlist, so we can give you the best price.

Day 1


Arrive in Boston, transfer to your hotel and settle in before wandering out to find some dinner on one of Boston’s many eateries.
4 nights in Boston

Day 2

360 degrees Boston

Start your day on the top floor of the Prudential Building. From 52 floors up, you can see a 360 degree view of Boston - and on a clear day you can even see the White Mountains of New Hampshire! Hop on an Old Town Trolley and get off at Boston Common to walk Boston's famous Freedom Trail, a red line on the sidewalk that links 16 of the city's historic landmarks. Start at the Boston Common, America's first public park, walk through the Old Granary Burring Ground, where some of the best known leaders of the American Revolution are buried: John Hancock, Samuel Adams & Paul Revere. You'll even find Mary Goose (a.k.a. Mother Goose of nursery rhyme fame). Walk by the Old State House where the Declaration of Independence was read in public for the first time in 1776. Continue on to Faneuil Hall, a meeting hall and marketplace when it was originally built in 1772, it's now known for its shopping and dining. Grab lunch at the Union Oyster House, the oldest continuously operated restaurant in America , then continue onto the Old North Church, where the lanterns were flashed (one if by land, two if by sea) to warn of British troop movements during the Revolution. And end up at the USS Constitution, the oldest commissioned ship in the United States Navy. She was nicknamed in Old Ironsides in the War of 1812 when cannonballs bounced off her hulls - in fact, the ship is made of live oak.

If sports are your thing, take in baseball game with the Red Sox at the World Famous Fenway Park or during the winter, go to the Fleet Center and watch the Boston Celtics play basketball or support the local Boston Bruins ice hockey team. You can also go whale-watching, take a dinner cruise on Boston Harbour, or just go sit by the water for a cocktail as you contemplate your day.

Day 3

The Original Boston

Wander through Beacon Hill and discover the red-brick townhouses and cobbled streets of the "original" Boston. Enjoy the Boston Common and Public Garden, the oldest botanical garden in the United States. Whilst there you can take a Swan Boat ride. Just a few steps away on Beacon Street you can have lunch at the original Cheers where the TV show was filmed. In the afternoon, why not take a Duck Tour of the city on one of the original amphibious vehicles used in World War II - drive around the city, see where Thomas Edison discovered electricity, and take a ride on the famous Charles River. With so many restaurants to choose from try one of Boston's "famous chef" restaurants: Chris Schlesinger's East Coast Grill, Jasper White's Summer Shack or Todd English's Kingfish Hall. End the evening at one of Boston's late night clubs on Lansdowne Street.

Day 4

Cambridge: Harvard and MIT

Take a change of scenery and visit Cambridge. Just across the river from Boston, Cambridge is the home of Harvard University and the Massachusetts Institute of Technology. Harvard is the oldest university in the United States, founded in 1636. Its library, Widener Library houses 11 million books that are available to students and faculty, as well as the general public. Harvard also has eight museums, including a Museum of Natural History, and three world-class art museums. While you're in Harvard Square, shop at one of the dozens of bookstores that Cambridge is known for, have dinner at Upstairs On The Square, and end your evening with some jazz at the House of Blues.

Day 5

Cultural Boston

Interested in a little culture? View the great masters at the Museum of Fine Arts or the Isabella Stewart Gardener Museum. Visit the Museum of Science, the New England Aquarium or perhaps the John F. Kennedy Library & Museum. Stroll up Newbury Street to have lunch at one of the many outdoor cafes and do a little shopping along the way before returning to the airport for your overnight flight home.

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The View

A selection of images representing the areas and places you will be visiting to give you a glimpse of what lies in store during your holiday.

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We are here to make sure we tailor-make your holiday to suit your specific requirements and our friendly, knowledgeable staff are all ready to help.


Booking your holiday with us doesn't end when we send your confirmation out to you, either. Talk to us about adding excursions or room upgrades or even restaurant recommendations; we are here to offer advice all the way up to your departure date. Even when you have left the UK, we are still here to help. For example if your flight that we have booked is delayed or cancelled due to ash cloud, strike, etc, it is down to us to re-arrange your travel. We will do everything we can to make sure your holiday runs smoothly. And better still, we are fully bonded with ATOL and ABTA, so your money is completely protected.

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