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Chicago to New York Roadtrip with Niagara Falls & New England in the Fall

14 nights from £2699pp

  • Escorted 6 Night Tour to Chicago, Niagara & New York
  • See the Great Lakes, Statue of Liberty & Skyscraper City of Chicago
  • Iconic Hornblower Cruise Right up to Niagara Falls
  • Cruise to New England in the Fall with Boston
  • Includes All Flights & Private Overseas Transfers

03 October 2021

Chicago to New York Roadtrip with Niagara Falls & New England in the Fall

Cruise Highlights

Princess Cruises- Sky Princess - 14 Nights - 03 October 2021


- Escorted 6 Night Tour to Chicago, Niagara & New York
- See the Great Lakes, Statue of Liberty & Skyscraper City of Chicago
- Iconic Hornblower Cruise right up to Niagara Falls
- Cruise to New England in the Fall with Boston
- Includes All Flights & Private Overseas Transfers


From relaxing pursuits and enriching activities to world-class entertainment and gourmet cuisine, when you step aboard, you are setting a course for a world of wonderful new discoveries.

Cruise Map

Your Itinerary


    03 Oct 21


    Fly UK to Chicago

    Fly UK to Chicago, upon arrival you will be escorted to your 4* hotel near the Magnificent Mile in central Chicago. This magnificent city, set on the shore of the Great Lakes, is home to House & Electronic Jazz music, deep-pan Pizzas & the home of the Skyscraper.


  • 04 Oct 21


    This morning head out on our exclusive Chicago Loop Tour - Starting at Navy Pier then Cloud Gate & Millennium Park. See the Route 66 Sign, the famous trans-American highway. Finish with a tour of the Willis Tower, riding up to the viewing platforms of what was once the world's tallest skyscraper.


  • 05 Oct 21

    Chicago to Cleveland

    Today, you will be transferred across to Cleveland, before checking into your 4* central hotel.


  • 06 Oct 21

    Cleveland to Niagara

    Today, we cross the border into Canada and head to Niagara Falls. Ride the hornblower right up to the base of the waterfall and feel the spray of 3,160 tons of water that flows over Niagara Falls every second.


  • 07 Oct 21

    Niagara to New York

    Today we travel down to New York.


  • 08 Oct 21

    New York

    This morning explore the 'city that never sleeps', a vibrant metropolis with spectacular views of the city and skyscrapers as you cruise over to the Statue of Liberty. Returning back to Manhattan, travel to the top of the Rock - one of the best views in New York and panoramic views over the island, over to Brooklyn and beyond.


  • 09 Oct 21

    Embark Sky Princess

    Transfer to the port and embark your cruise.


  • 10 Oct 21

    Newport, Rhode Island

    Newport is a city in the New England state of Rhode Island. Home of the International Tennis Hall of Fame. Its habour is host to the famous America’s Cup regatta.


  • 11 Oct 21

    Boston, United States

    Home to the Patriots, Red Sox, Celtics and Bruins, it quickly becomes apparent that sport is the heart and soul of local life. That’s not to say there isn’t also a booming arts and architecture scene, Boston being dubbed the ‘Athens of America’ in the 19th century.


  • 12 Oct 21

    Bar Harbor, United States

    Bar Harbor is home to the Cadillac Mountain and Thunder Hole, where waves crash with a thunderous boom.


  • 13 Oct 21

    Saint John, Canada

    Saint John, New Brunswick, is on the Bay of Fundy. Home to the intriguingly-named "Reversing Falls", a series of rapids where the river runs through a narrow gorge before emptying into the Bay.


  • 14 Oct 21

    Halifax, Canada

    Halifax is peaceful: the sea breeze bouncing off the harbour keeps the parks and trees feeling forever fresh. The heavy student populace keeps the bars, stores and nightclubs young, busy and ready for a good time.


  • 15 Oct 21

    At Sea.


  • 16 Oct 21

    New York - Disembark

    Disembark your ship and transfer to the airport for your overnight flight to the UK.


  • 17 Oct 21

    Arrive in the UK.






  • New York

    If it’s your first time visiting the Big Apple, simply embrace being a typical sight-seer. The Empire State Building, Central Park and the Statue of Liberty attract millions of people yearly because they’re truly wonderful to behold. If you’re not an NYC newbie, explore its diverse neighbourhoods and find your way to one of the city’s endless bars or delis.

  • Niagara Falls

    Perhaps the world's most iconic waterfall, Niagara Falls is the result of an ice age dating back 18,000 years and has since become one of America's greatest natural treasures. The names of Niagara's three waterfalls are (from largest to smallest) Horseshoe Falls, American Falls and Bridal Veil Falls. 

  • Statue of Liberty

    Statue of Liberty Cruise

    The fastest and best way to see the Statue of Liberty! Sail down the Hudson River to the Statue of Liberty and back, viewing such sights as Ellis Island, the historic immigration center, the rising Freedom Tower, and the World Financial Center, along the way.

  • Top of the Rock Tour

    Going to the Top of the Rock is something you simply must do in New York to make your visit complete. No other vantage point in the city offers the inspiring, unobstructed, panoramic views you'll find high atop the Rockefeller Centre. From its elevated position on the 70th floor of the Rockefeller Centre, the views are impressive and unobstructed through 360°, stretching for miles in all directions

Your Ship

Sky Princess

Sky Princess

Sky Princess elevates the distinctive, contemporary design and luxurious attractions of our renowned Royal-class ships to even loftier heights. You can look forward to our most exciting entertainment venues yet, our newest dining choices and award-winning chef partnerships, as well as more staterooms than ever to relax in. And that’s just the start!

Tailor Made Cruises - Cruise.co.uk

Package fares from £pp

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To Book Call 0800 408 6228

Quote Cruise Code T20232

Book with confidence. We are a member of ABTA which means you have the benefit of ABTA's assistance and Code of Conduct. All the package and Flight-Plus holidays we sell are covered by a scheme protecting your money if the supplier fails. Other services such as shore excursions on their own may not be protected and you should ask us what protection is available.

Many of the flights and flight-inclusive holidays on this website are financially protected by the ATOL scheme. But ATOL protection does not apply to all holiday and travel services listed on this website. Please ask us to confirm what protection may apply to your booking. If you do not receive an ATOL Certificate then the booking will not be ATOL protected. If you do receive an ATOL Certificate but all the parts of your trip are not listed on it, those parts will not be ATOL protected. Please see our booking conditions for information, or for more information about financial protection and the ATOL Certificate go to: www.atol.org.uk/ATOLCertificate

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