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North by North East

4.7
27 reviews
See full itinerary

The one that brings you the best of North USA & Canada, from Niagara Falls to Chicago

Travel Style

Discoverer

Take your time and explore in-detail each destination on this trip. Find out more

  • Duration

    13 days

  • Places

    8 places

  • Meals

    10 Breakfasts, 4 Dinners

  • Transport Style

    Coach

  • Group Size

    Maximum 54 people

  • Team

    Expert Trip Manager and Driver team

Boston, Quebec City, Montreal, Toronto, Niagara Falls, Detroit, Chicago, Rockport

Top Experiences

17 included & 12 free time add-ons available to add later

  • Included

    Quebec City

  • See the unique Olympic Stadium

    Included

    Montreal

  • Visit Montmorency Falls & go ziplining

    Free Time Add-On

    Quebec City

North by North East

17 Inclusions

Experiences that are included with your trip

  • Time Out Market Dinner in Boston
  • Walk the historic Freedom Trail
  • Feel the student spirit on a 'Hahvahd' (Harvard) tour
  • Scenic drive through Maine's wilderness
  • Cross the Canadian Border/Arrive in Quebec
  • Explore the only walled city in North America
  • Stroll the streets on a walking tour
  • Visit Old Montreal, the Old Port of Montreal and Mount Royal, Montreal’s largest park
  • See Saint Joseph's Oratory
  • See the unique Olympic Stadium
  • See CN Tower, Rogers Centre, eclectic shops on Yonge Street & the University of Toronto
  • Feel the spray as you cruise to the base of the incredible Niagara Falls
  • See Soldier Field home to "The Bears" American Football
  • See U.S. cellular, Field home to the Chicago White Sox baseball club
  • See Lake Michigan, Buckingham Fountain, the Navy Pier & Chicago River
  • See the Hancock Building, Willis Tower & the Magnificent Mile
  • Ciao Bella! Go local at a pizza dinner in Chicago

12 Free Time Add-Ons

Optional experiences that you can choose from and pay for on your trip

  • Urban Bike Adventure USD $41.00
  • Visit Montmorency Falls & go ziplining
  • Jet Boat Ride USD $49.00
  • Food Walking Tour of Mile End
  • 1000 Islands cruise USD $13.00
  • CN Tower USD $27.00
  • Steam Whistle Brewery Tour USD $15.00
  • Second City Improv Show USD $53.00
  • Helicopter Flight over Niagara Falls USD $95.00
  • Architectural Cruise in Chicago USD $32.00
  • Bike and Roll Chicago (seasonal) USD $35.00
  • 360 Observation Deck in Chicago

Where I'll Stay?

Learn more about the accommodation available on this trip

  • 12 nights

    All accommodation is included on this trip

    10 nights in Hotel, 2 nights in Hostel

    We always provide comfortable accommodation in a relaxed atmosphere - think comfy, centrally located hotels and the best crew to travel with.

About this trip

Take in the fast paced life of Boston, experience the charm, culture and sophistication of Quebec, Montreal and Toronto, get exhilarated by watching Niagara Falls until you finally head back to the US where you'll visit the hidden gem of Detroit. End your trip by holding on to your hats as we enter the 'Windy City' of Chicago.

Buy With Confidence

  • Only $99 deposit to book*

    For a limited time, reserve your space now with a deposit of only $99, pay the rest 45 days before departure

  • Pay over time, interest free

    Can't pay in full? We've got you covered with our Part Pay Program

  • No booking fee, no change fees

    Change your travel dates or even your trip for free

  • Financing available with UpLift

    Book now, pay later when you're eligible for Uplift

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Financing available through Uplift


Flexible monthly payments, with low rates, instant decision and easy autopay repayment plans. To find out more, click here.

Map & Itinerary

  • Start location
  • End location
  • Trip day
  • Via location
  • River route
  • Plane route

Nights spent per location

  1. 2 2 nights

    Boston

  2. 2 2 nights

    Quebec City

  3. 2 2 nights

    Montreal

  4. via via

    Rockport

  5. 2 2 nights

    Toronto

  6. 1 1 night

    Niagara Falls

  7. 1 1 night

    Detroit

  8. 2 2 nights

    Chicago

+-2 more

DAY 1 - Arrive Boston

Boston

Welcome to Boston. This forward-thinking city is also one of America's most richly historical. A hub of arts, great food, incredible architecture and a fanatical devotion to sports, this place will charm us as soon as we arrive. We'll get stuck into local culinary scene with included dinner at the famous TimeOut market. Lobster roll anyone?

INCLUDED EXPERIENCES

  • Time Out Market Dinner in Boston

DAY 2 - Boston

Boston

Boston is steeped in history, so weave your way through the 18th century today on the Freedom Trail. This red-brick path winds past a plethora of sites integral to the revolution, and is guaranteed to inspire your inner rebel. Visit Harvard University (yes, the very same) and get a tour with one of the students. This hilarious look at student life will bring out the LOLs. Take well-deserved coffee breaks at groovy cafes, have a snooze in one of the nine parks that comprise the city’s “Emerald Necklace” and reward yourself with a mouthwatering seafood feast. 

INCLUDED EXPERIENCES

  • Walk the historic Freedom Trail

  • Feel the student spirit on a 'Hahvahd' (Harvard) tour

FREE TIME ADD-ONS

  • Urban Bike Adventure

    USD $41.00

DAY 3 - Boston to Quebec City

Boston

With the luck of the Irish, we pack our bags without leaving anything behind and make for Quebec via the wilds of Maine. Whizzing by jaw-dropping scenery and spotting the occasional moose out the window is sure to give you a second wind before we cross the border to Canada.

Quebec City

Quebec’s capital – Canada's Paris – is the only walled city in North America, and once you cop an eyeful of its beauty, you’ll see why they wanted to lock it away. We’ll pull in late today, and tonight you're welcome to take a traipse through town and sample the local watering holes. 

INCLUDED EXPERIENCES

  • Scenic drive through Maine's wilderness

  • Cross the Canadian Border/Arrive in Quebec

DAY 4 - Quebec City

Quebec City

With its cobbled streets and ancient stone houses, Quebec City’s UNESCO World-Heritage-listed old town is an open-air museum. After a history lesson with a Local Guide, get out and explore more of what the region has to offer: its vibrant art scene, Parisian-style eateries and quaint river boardwalk. If your tastebuds are feeling adventurous, try munching on duckling with maple syrup – a local delicacy. What else? You could check out the Chateau Frontenac - this red brick building built in 1983 is a landmark the city is definetely proud of. Champagne anyone? The city also boasts some pretty cool nightlife, so lets get out there and boozie, French style. 

INCLUDED EXPERIENCES

  • Explore the only walled city in North America

  • Stroll the streets on a walking tour

FREE TIME ADD-ONS

  • Visit Montmorency Falls and go ziplining

DAY 5 - Quebec to Montreal

Quebec City

Bid Quebec au revoir as we head towards the jazzy island city of Montreal. Pretty scenic views, yes yes yes, we're talking panoramic. Camera at the ready.

Montreal

Together, we’ll take a spin around Montreal’s Old Port and quays before driving up to Mt Royal, which offers sensational views of the city that will leave your head reeling. Back on sea level, we’ll familiarise ourselves with a few signature sites. If you’re hungering for an adrenaline rush this afternoon, jump in a jet boat and get wet in the rapids of the St Lawrence River, or perhaps just take a wander around time trying out your best high school French. 

INCLUDED EXPERIENCES

  • Visit Old Montreal, the Old Port of Montreal and Mount Royal, Montreal’s largest park

  • See Saint Joseph's Oratory

  • See the unique Olympic Stadium

FREE TIME ADD-ONS

  • Jet Boat Ride

    USD $49.00

DAY 6 - Montreal

Montreal

Today is all yours - soak up as much of Montreal’s creative juices and infectious joie de vivre as you can take. Add some cutting-edge threads to your wardrobe at The Main, munch your way through various countries at Jean-Talon market and dance the night away at a jazz bar downtown or in the Latin Quarter. It would be rude not to grab a serving of poutine on the way home, wouldn’t it?

FREE TIME ADD-ONS

  • Food Walking Tour of Mile End

DAY 7 - Montreal to Toronto via Rockport

Montreal

Still bopping along to the sax from the night before, we bid farewell Montreal. 

Rockport

These  1000 islands are as pretty as a picture and a great way to relax and take in the views before we hit the city. On our stop, you'll have chance to board a boat and float your way along the water for an hour of bliss. These islands are dotted with historic buildings and castles. Back on land we make our way further into Canadian territory, with Toronto in our sights. 

Toronto

Welcome to Toronto, the largest city in Canada. Your Trip Manager will fill you in on the hot spots of this fabulous city soon after we arrive, and will then give you the afternoon off to find your niche in its cosmopolitan melting pot. 

INCLUDED EXPERIENCES

  • See CN Tower, Rogers Centre, eclectic shops on Yonge Street & the University of Toronto

FREE TIME ADD-ONS

  • 1000 Islands cruise

    USD $13.00

DAY 8 - Toronto

Toronto

Toronto is another one of Canada's mulit-cultural hotspots. Maybe catch a baseball game, Head to the of the CN Tower, visit Gallery 44 or Toronto Park for people watching. Tonight, feel the global vibe of this city's nightlife.  

FREE TIME ADD-ONS

  • CN Tower

    USD $27.00

  • Steam Whistle Brewery Tour

    USD $15.00

  • Second City Improv Show

    USD $53.00

DAY 9 - Toronto to Niagara

Toronto

It’s time to wash away the city grit at what is undoubtedly the best-known waterfall on the planet: Niagara Falls.

Niagara Falls

You can't get much wetter than at the world’s ninth-largest waterfall. Experience Niagara Falls’ thundering power first-hand on the Niagara Cruise boat by getting right up to its cascading base, then soar above the action in a chopper or just take in the scene from the safety of a viewing platform. And don't worry – the ponchos are our treat.

INCLUDED EXPERIENCES

  • Feel the spray as you cruise to the base of the incredible Niagara Falls

FREE TIME ADD-ONS

  • Helicopter Flight over Niagara Falls

    USD $95.00

DAY 10 - Niagara to Detroit

Niagara Falls

We leave Toronto behind us and continue on back across the border into the US and Detroit, home to Motown tunes.

Detroit

Detroit ain't what it used to be. Expect hip caps, galleries and incredible art deco skyscrapers. We'll rest up here, ready for a big day of adventures tomorrow.

DAY 11 - Detroit to Chicago

Detroit

Departing Detroit today we'll head through America's Midwest as we move on towards Chicago, known as the ‘windy city’. 

Chicago

Next up, the Great Lakes and Chicago. Fusing the cutting-edge and the traditional, Chicago serves up innovative architecture and all-American sports, as well as an arts scene that pushes the boundaries yet also keeps to its roots. There is plenty to do, so we'll start by seeing the city sights as we tour the city. Tonight, we focus on the authentic and raw theatrical nature of the back room blues clubs you'll find hidden throughout the city. 

INCLUDED EXPERIENCES

  • See Soldier Field home to "The Bears" American Football

  • See U.S. cellular, Field home to the Chicago White Sox baseball club

  • See Lake Michigan, Buckingham Fountain, the Navy Pier & Chicago River

  • See the Hancock Building, Willis Tower & the Magnificent Mile

DAY 12 - Chicago

Chicago

Head to Navy Pier for great city views, bike around town for a street level perspective, jump on an architectural cruise to further understand the city’s skyline, scoff down a Chicago style street hot dog or even see the White Sox or the Cubs play in a huge stadium game. You can't leave Chi -town with sampling their famous deep-dish pizza - come hungry! What. A. Day.

INCLUDED EXPERIENCES

  • Ciao Bella! Go local at a pizza dinner in Chicago

FREE TIME ADD-ONS

  • Architectural Cruise in Chicago

    USD $32.00

  • Bike and Roll Chicago (seasonal)

    USD $35.00

  • 360 Observation Deck in Chicago

DAY 13 - Depart Chicago

Chicago

It’s time to say goodbye to your new friends in the Windy City. Swap social deets and hug it out, no doubt with plans for a reunion somewhere exotic already well and truly underway.

Travel your way

This trip can be booked in smaller or bigger sections, so you can pick your dream adventure, tailored for you

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