• USA & Canada Adventure | Topdeck Travel

USA & Canada Adventure

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Trip Overview

Ah, the US of A. Its anthem echoes, 'and of the free' - and freedom is exactly what you'll experience on this epic road trip. Starting and ending with the bright lights of New York City, you'll visit some of the US and Canada's most picture-worthy hot spots including Boston, Quebec City, Montreal, Toronto, Cleveland, Chicago and Washington, DC. Two amazing countries in one incredible trip? Yes, please.

Worth noting…

Please note that optional activities and prices are subject to change.


Trip Itinerary

  1. New York City to Boston, Massachusetts


    Buckle up! We’re heading to a city that was key to the American Revolution and Independence movement. To sweeten the deal, we hear Boston cream pie is on the must-eat list. Get friendly with this impressive city on a driving tour before rounding off day one with an included dinner with the crew.

    • Included Today
      • Driving tour of Boston
    • Meals
      • Dinner
  2. Boston

  3. Boston to Quebec City, Quebec

  4. Quebec City to Montreal 

  5. Montreal

  6. Montreal to Toronto, Ontario

  7. Toronto

  8. Toronto to Detroit, Michigan (via Niagara Falls)

  9. Detroit to Chicago, Illinois

  10. Chicago

  11. Chicago to Cleveland, Ohio

  12. Cleveland to Washington D.C.

  13. Washington D.C.

  14. Washington, D.C. to New York City (via Philidelphia)


What's included

Included Experiences

  • 360 Tower with TILT experience, Chicago
  • Night illumination tour, Washington, DC
  • Voyage to the Falls boat tour, Niagara Falls
  • Driving tour of Boston
  • Driving tour of Philadelphia
  • Walking tour of Toronto
  • Driving tour of Chicago


11 nights in hostels, 2 nights in hotel upgrades

The Crew

Awesome Trip Leader and Driver


Air-conditioned coach (maximum 50 people) or spacious mini-coach (maximum 20 people)

Optional activities

Boston, Massachusetts

Guided tour of Fenway Park: $25 USD

Bike tour of Boston: $60 USD

Quebec City, Quebec

Ghost tour of Quebec: $25 CAD

Montreal, Quebec

Food tour of Montreal: $45 CAD

Jet boating in Montreal: $55 CAD

Chicago, Illinois

Bike hire: $35 USD

Chicago city architecture cruise: $40 USD

Heli-tour over Chicago: $125 USD

Gangster tour: $45 USD

Washington, DC

Bike or segway tour of Washington, DC: Between $40-$64 USD

Philadelphia, Pennsylvania

Entry to One Liberty Observation Deck: $16 USD

Views & Reviews

Latest Reviews

Average rating based on 26 reviews
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  • Emily P November 2018

    This trip covered a bunch of unique, North American cities, and there was a great balance of included activities, optional activities and free time to explore. We cheered on the Red Sox in Boston, immersed ourselves in French Canadian culture in Quebec, went jetboating in the gorgeous rapids in Montreal, viewed Toronto from above at the CN Tower, visited the iconic Niagara Falls, ate authentic deep-dish pizza in Chicago, travelled back in time in Amish Country, rocked out at Cleveland’s Rock & Roll Hall of Fame, went museum hopping in Washington, tried cheesesteak in Philly and finished the trip in The Big Apple.

  • Cory O November 2018

    Made the most of it with the people on the trip

  • Anonymous November 2018

    Great locations chosen, traveling distance kept to a minimum.

Read all 26 reviews

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