USA City Breaks 2025 & 2026 • Browse Popular Destinations

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America City Breaks USA city breaks and city-hopping holidays, with flights, hotels and activities included

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USA City Breaks

Our USA city breaks can be booked as they are or tailored to suit your plans. You can choose your hotels, add extra nights and pre-book activities.

So will you race up the ‘Rocky Steps’ in Philadelphia, follow the Freedom Trail in Boston or gaze out across the Manhattan skyline from the Top of the Rock in New York?

Browse the example US city packages below, or contact our America Experts if you would like recommendations. They have all travelled throughout the USA.

Plan your holiday

City Breaks in America

You can book these USA city breaks as they are, or use them for inspiration to plan your own trip.

New York City Break

New York City Break

The Big Apple | Statue of Liberty Cruise

City Break 4 days from £559

Boston City Break

Boston City Break

America’s Oldest City | Freedom Trail

City Break 4 days from £619

Washington D.C. City Break

Washington D.C. City Break

Iconic White House | Lincoln Memorial

City Break 4 days from £399

New York Yankees City Break

New York Yankees City Break

New York City

City Break 4 days from £630

Chicago City Break

Chicago City Break

World Class Museums | Shop on the Magnificent Mile

City Break 4 days from £379

New Orleans City Break

New Orleans City Break

Famous French Quarter | Steamboat Jazz Cruise

City Break 4 days from £519

Memphis City Break

Memphis City Break

Birthplace of Rock ‘n’ Roll | Graceland Mansion Tour

City Break 4 days from £449

Las Vegas City Break

Las Vegas City Break

Famous Casinos | Las Vegas Shows | The Grand Canyon

City Break 4 days from £309

Los Angeles City Break

Los Angeles City Break

Entertainment Capital | Hollywood ‘Walk of Fame’

City Break 4 days from £695

Multi City Holidays

Nine epic itineraries for city lovers.

New York & Philadelphia

New York & Philadelphia

New York & Philadelphia

New York | Philadelphia

City Break 7 days from £785

NEW YORK CityPASS

L.A., San Francisco & Vegas

L.A., San Francisco & Vegas

L.A., San Francisco & Vegas

San Francisco | Los Angeles | Las Vegas

Holiday Idea 13 days from £1550

Boston, New York, D.C. & Chicago

Boston, New York, D.C. & Chicago

Boston, New York, D.C. & Chicago

Boston | New York | Washington D.C. | Chicago

Holiday Idea 13 days from £1979

New York & Las Vegas

New York & Las Vegas

New York & Las Vegas

New York | Las Vegas

Holiday Idea 10 days from £1415

New York & Miami

New York & Miami

New York & Miami

New York | Miami

Multi Centre Holiday 8 days from £1600

Activities Included

Cities of America

Cities of America

Cities of America

Boston | New York | New Orleans | Los Angeles | San Francisco

Holiday Idea 16 days from £2725

Activities Included

Boston & New York

Boston & New York

Boston & New York

Boston | New York

City Break 7 days from £1099

Activities Included

New York, Toronto & Niagara Falls

New York, Toronto & Niagara Falls

New York, Toronto & Niagara Falls

New York | Toronto | Niagara Falls

Multi Centre Holiday 9 days from £1479

Activities Included

Eastern Cities by Rail

Eastern Cities by Rail

Eastern Cities by Rail

Boston | New York | Philadelphia | Washington D.C.

Rail Holiday 12 days from £1590

Freedom Destinations Travel Specialist

Free Planning Service

Tell us where you want to go and what you would like to do and we will create your perfect holiday – at a price you can afford.

call us on 0333 234 0922

Start planning now

Tailor Made USA Holidays

Why not include a City Explorer at the end of a great rail journey or the start of a self drive adventure?

1-3 Week Holidays

Fly Drives

Motorhomes

Tours

Cruises

America by Region

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