Boston Holidays - Holidays in Boston, USA with American Sky
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More Massachusetts Holidays

City Breaks & Luxury Hotels

Boston Holidays

A holiday to Boston or Cambridge is a great introduction to American culture and history and both have some wonderful hotels to choose from. Boston itself is a bustling modern city that is also packed with history and culture. Its pedestrian Freedom Trail takes your past historic neighbourhoods tracing the city’s key role in the struggle for American independence.

The cobblestone streets of Beacon Hill are dotted with antique shops while Newbury Street is the destination for fine dining and designer boutiques. Add world class museums, reasonable flying times and many family attractions and you’ve got the perfect city break destination or stop off as part of a tour.

American Sky offers many more quality hotels in Boston – please call for details.

Destinations in Boston

Our Holidays in Boston


Hilton Downtown

4 nights from €685

Hilton Downtown, Hotel entrance

The Hilton Boston Financial District is a beautifully-restored Art Deco landmark, with first class service and amenities, in the heart of the Financial District of Downtown Boston. The hotel was built in 1928, as Boston’s first skyscraper, making the historic hotel the ideal blend of old and new.

Hilton Downtown


Courtyard by Marriott Tremont

4 nights from €765

Courtyard by Marriott Tremont, Hotel exterior

The Courtyard Tremont, located in the heart of Boston’s Theater District, is convenient to the best that Boston has to offer. A short walk to the Boston Common; directly across from the Wang Theater and the New England Medical Center.

Courtyard by Marriott Tremont


Boston Park Plaza

4 nights from €775

Boston Park Plaza, Boston Park Plaza

Located in the heart of historic Back Bay, The Boston Park Plaza Hotel & Towers is one of Boston’s most recognized and renowned landmarks. The hotel, a Starwood managed property and a member of Historic Hotels of America, opened March 10, 1927 as part of the E.M. Statler Empire.

Boston Park Plaza


Boston and New York Twin Centre 6 nights,

Visit two or America’s best loved cities, the BIG APPLE, New York, and the most Irish City in the USA, Boston. This short 6-night holiday will allow you plenty ofm time to explore these great cities.

Boston and New York Twin Centre 6 nights


The Fairmont Copley Plaza

4 nights from €919

The Fairmont Copley Plaza, Hotel exterior taken from across Copley Square

Located in historic Back Bay a symbol of Boston’s rich history and elegance recently renovated and restored to shine more brightly than ever before. Rich with heritage, The Fairmont Copley Plaza epitomizes the culture and traditions of Boston.

The Fairmont Copley Plaza

Tours


Self-Drive New England Explorer

Price from €1,059

Self-Drive New England Explorer, Beacon Hill, Boston

This 8 day tour allows you to explore the rugged beauty of New England which never fails to impress.

Self-Drive New England Explorer

Self-Drive Best of New England

Price from €1,319

Self-Drive Best of New England, Boston

From the glamorous mansions of Newport, the lighthouses of the New England coast, and the majestic mountains of the New England interior, this spectacular tour offers a vast variety of experiences that truly capture the unique flavor of the Northeast.

Self-Drive Best of New England

Self-Drive Eastern Values

Price from €1,439

Self-Drive Eastern Values, Central park, New York

This 10 day tour takes you from sophisticated Manhattan and thundering Niagara to Pennsylvania Dutch countryside and the inspiring national monuments in Washington D.C.

Self-Drive Eastern Values

Colours of New England

Price from €1,479

Colours of New England, Boston - Constitution

Discover the Colours of New England, following the Freedom Trail in Boston before heading to Cape Cod and Rhode Island then onto the picturesque Conneticut River Valley, through mountains and past lakes and pretty villages to the coast.

Colours of New England

Eastern Discovery

Price from €1,479

Eastern Discovery, Empire State Building from the air

Take in the history of Boston before travelling across the Appalachian Mountains and crossing the border to Canada to visit Francophone Quebec City, Toronto and the shores of Lake Ontario and the majestic Niagara Falls. Tour back via Washington DC to the bright lights of New York.

Eastern Discovery

Self-Drive American Historic Highways, New York - flat iron building

From the Big Apple to raging Niagara Falls, from Acadia National Park to the CN Tower in Toronto, this eastern tour of Canada and the U.S. offers plenty of sightseeing opportunities..

Self-Drive American Historic Highways

America’s Heritage - Independent Rail Tour, Central Park

Explore America’s Heritage by Rail on this 13 night itinerary of the East Coast. You will visit Boston, New York, Philadelphia, Colonial Williamsburg and Washington DC letting the train transport you through these terrific destinations.

America’s Heritage - Independent Rail Tour

Autumn Colours

Price from €1,889

Autumn Colours, Boston

New England in the fall is an unforgettable experience, and this tour takes you from Boston through some of the most beautiful rural scenery and autumnal colours. This is a first class tour, with transatlantic schedule flights, transfers, superior hotels, deluxe motorcoach transportation and the services of an expert Tour Director all included in the price.

Autumn Colours

Great East Coast Cities

Price from €2,069

Great East Coast Cities, Capitol Building

Discover the highlights of East Coast USA on this fascinating tour that shows you the best of New York, Washington DC and Boston.

Great East Coast Cities

The Grand East

Price from €2,139

The Grand East, The Statue of Liberty - New York

This epic tour starts in New York then heads on to Boston and New England and the Canadian cities of Quebec, Montreal, Ottawa and Toronto. It then moves south via Niagara Falls and Harrisburg to Washington DC and then stops at places like Nashville and Memphis on the way to New Orleans and the south, ending up in Florida.

The Grand East

New England’s Spectacular Fall Foliage, White Mountains

This itinerary has been expertly planned to appeal to nature lovers who wish to experience the beautiful autumnal colours of New England. Besides the glorious scenery, those who enjoy delicious food will not be disappointed!This is a premium, more intimate tour, with a maximum of only 40 guests, and up to twice as much legroom than a standard coach. You’ll stay in first class hotels and enjoy breakfast daily, as well as special Dine-Around and Highlight Dinners at local speciality restaurants.

New England’s Spectacular Fall Foliage

East Coast USA and Canada

Price from €2,719

East Coast USA and Canada, Abraham Lincoln Memorial

Tour the best of the American and Canadian west, starting in New York City and touring the region’s most exciting cities and interesting landmarks. This is a first class tour, with transatlantic schedule flights, transfers, superior hotels, deluxe motorcoach transportation and the services of an expert Tour Director all included in the price.

East Coast USA and Canada