Fun Times in Toronto & Montréal

Make the Most of your Getaway

Whether you are looking for a romantic getaway, fun times with friends or a short family vacation, it makes sense to let the insiders at Fresh Tracks Canada take care of the essential details, so you can relax and make the most of your time in these two exciting cosmopolitan cities. When you call, ask us how we can personalize your getaway to take in any festivals or events going on when you plan to visit.

  • Starting From

    $1,995 USD

    per person
  • Trip length

    5 days

    4 nights
  • Hot Spots
    Toronto, Montreal

Have an Adventure in the City

Montréal and Toronto are both very safe, cosmopolitan cities – but you can still have an adventure! We’ve worked hard to bring you the best, most creative ways to get out and enjoy these cities as the locals do – from getting around by bike, to taking a walk-through funky neighborhoods, to sampling the best of the gastronomic delights on food and wine tours.

A Cultural Mash-Up

On this short getaway, not only will you experience Canada’s two official languages – English in Toronto and French in Montréal – you’ll also get to experience the best of Canada’s multi-cultural philosophy. One minute you might be in the Italian neighbourhood, the next you are in the Somali ‘hood – and we’ll help you feel right at home wherever you are.

Travel by Train

You could drive between Toronto and Montréal of course – and we’re happy to arrange that – but we think the better, more relaxing way to go is by train. Sit back, relax and let the world go by as you share precious time with your friends and family.


Think of this itinerary as just a starting point. Our experienced Canadian Insiders will create a personalized experience for you that matches your schedule, travel style and budget.

VIEW MAP List days
Day 01

Toronto Arrival

Welcome to Toronto - Canada's bustling metropolis with activities for everyone!

Private Transfer from Airport

(1 of 2 activities)

A driver will meet you at the airport in time for your flight arrival, and drive you to your hotel.

CN Tower Dinner

(2 of 2 activities)

Take in the magnificent views of Toronto from one of the best vantage points in the city, the 360 Restaurant located high above in the CN Tower.

Overnight in Toronto

Overnight in a Boutique level hotel, such as Le Germain Hotel Toronto Mercer. You'll enjoy the unique character of these properties, which are often in historic buildings. They feature intimate service, excellent restaurants, and modern luxuries.

Day 02

Discover Toronto Like a Local

There are so many exciting events and attractions in Toronto, you’ll have a hard time deciding what to see and do during your stay. Between film festivals, internationally-inspired culinary events, major league sports, live music of all genres, theatre and one-of-a-kind experiences, a world of opportunities awaits in Toronto!

Toronto Island Twilight Bike Tour

(1 of 3 options)

Explore the car-free neighborhoods on Toronto's eastern Islands and visit historic landmarks such as the Gibraltar Point Lighthouse and the Royal Canadian Yacht club. Enjoy the sunset and some incredible views of the Toronto skyline as it lights up the evening sky.

St. Lawrence Market Food Tour

(2 of 3 options)

With a local guide, enjoy an interpretive stroll through Toronto's "old town" before visiting St. Lawrence Market to learn, eat and savour the flavours of the Market's best vendors. Sample everything from home-made mustard to one Toronto's most beloved sandwiches.

Niagara-On-The-Lake Winery Tour (Extra Cost)

(3 of 3 options)

Travel the lush Niagara Peninsula on this delightful wine tour. You will visit two renowned Niagara wineries and enjoy a wine tasting as well as a tour of each winery. This tour also includes lunch at a charming eatery on the Niagara Parkway.

Day 03

Toronto to Montreal

Today you travel from the metropolis of Toronto to the lively and cultural French Canadian city of Montreal.

Private Transfer to Train Station

(1 of 4 activities)

You will be met by your own private driver and vehicle to make your way in comfort from your hotel to Union Station.

Via Rail Corridor Train - Business Class

(2 of 4 activities)

Travel by train from Toronto to Montreal. Enjoy the scenery as you pass through open farmland and along the shores of Lake Ontario. You will be seated in a spacious business class seat. Enjoy exclusive access to the in-station business class lounge before your trip. Food and cocktail service is included onboard.

Private Transfer from Train Station

(3 of 4 activities)

A private driver will pick you up at the train station and take you to your Montreal hotel.

Dinner in Montreal

(4 of 4 activities)

Staying in such a food centric city, we wanted to give you a chance to sample some of the best cuisine. We've included a dinner tonight at one of our favorite Montreal restaurants.

Overnight in Montreal

Overnight in a Deluxe level hotel, such as the Auberge Du Vieux Port. In Deluxe hotels, you'll be staying in some of Canada's most iconic hotels and resorts. Enjoy outstanding locations, attentive service, and world-class amenities.

Day 04

Explore Montreal

Montréal is a big, busy, exhilarating city, with so much to see and do. Explore the stunning architecture while sampling the delicious food along the cobblestone streets in Old Montréal.

Montreal South Bicycle Tour

(1 of 3 options)

Cycle the Downtown and Vieux-Montreal neighbourhoods of Montreal on a sightseeing tour. Your local guide will share history, stories, and anecdotes while stopping at the must-see sights.

Old Montreal Walking Tour

(2 of 3 options)

Accompanied by a dynamic professional guide, this 2 hour walking tour includes abundant information about the history, architecture and secrets of Old Montreal. A visit to Notre-Dame Basilica is included in your tour.

Old Montreal Food Tour

(3 of 3 options)

Taste the delicious diversity of Montreal during your walking food tour of the city's thriving culinary scene and the many food-focused retailers in Old Montreal. As you follow the narrow and winding streets of Old Montreal, your guide will feed your hunger for knowledge on the history of Montreal and its many culinary pleasures.

Day 05

Depart Montreal

After exploring Canada's eastcoast metropolis' you make your way home but not without fond memories to enjoy for a lifetime.

Private Transfer to Airport

(1 of 1 activities)

Today you will be picked up by a private vehicle and your driver will take you to the Airport in comfort.


Below you'll find examples of this trip's accommodation options.
Please call us for the full list or advice on how to customize your experience.

Let's personalize this trip idea with your own flair so that it's unique to you.
We're always here to open up possibilities and clear up uncertainties.
We're with you every step to help you plan and enjoy your trip, and get you home safely.


To make sure that your holiday is full of only good surprises, here's a comprehensive list of what is (and isn't) included in your package.


  • 4 hotel nights

Train Experiences:

  • Business Class on VIA Rail’s Corridor Train

Toronto Activity Options:

Choose 1 of 3:

  1. Toronto Island Twilight Bike
  2. St. Lawrence Market Food Tour
  3. Niagara-On-The-Lake Winery Tour (extra cost)

Montreal Activity Options:

Choose 1 of 3:

  1. Montreal South Bicycle Tour
  2. Old Montreal Walking Tour
  3. Old Montreal Food Tour

Meal Inclusions:

  • Feature Dinner in Toronto
  • Feature Dinner in Montreal
  • Lunch onboard the train in Business Class

Transfer Inclusions:

  • Personalized and private transfer from your arrival airport
  • Private train station transfers in Toronto and Montreal
  • Personalized and private departure transfer, in time for your flight home

Important Schedule and Trip Notes:

  • Toronto Food Tour varies by day of the week.
  • Toronto Island Bike Tour operates from April to mid-October 2019.
  • Montreal Walking Food Tour available Tuesdays to Saturdays end of June to end of August, and Thursdays, Fridays, Saturdays only May, June and Sept to mid Oct 2019.
  • The Old Montreal Walking Tour is available from May to October 2019. During the month of May the tour is only available on Friday, Saturday and Sunday.

Other Inclusions:

  • Documentation package
  • Gratuities for private transfers and tours (unless otherwise noted)
  • Fresh Tracks Canada customer service support – from the time you book, you will be assigned your own personal Vacation Coordinator with whom you can reach out to with any questions or requests.
  • Meals, other than those mentioned
  • Airfare (but do not hesitate to ask for help)
  • Gratuities for rail, hotel, tour & transfer staff
  • Trip Cancellation & Travel Medical Insurance (highly recommended)
  • Canadian Sales Taxes
  • There are currently no seasonal restrictions


This trip is available for departures between May and October.

Starting From

$1,995 USD
per person

based on double occupancy, May 2019 departure and our base class.

We offer a range of packages across all four seasons. Please speak with one of our travel advisors about personalizing your trip and getting a comprehensive quote.

Get a personalized quote


3 reviews
Dina, Matthew, Grace & Lisa

Dina, Matthew, Grace & Lisa


21 Aug 2017

The kids had a blast!

The Montreal bike tour was amazing and our tour guide was the best! The people were friendly, the city was beautiful and the hotel superior. Everything about the Niagara falls tour was wonderful, from the bus driver to the winery, the boat ride and the meal. The kids had a blast!

Yvette & Sylvia

Yvette & Sylvia


25 Aug 2015

Thank you so much for arranging such an enjoyable and stress-free trip

We had a wonderful trip. We loved every place we visited. We were particularly impressed with the hotels in Niagara on the Lake and Montreal. Shuttle, train, and city tour arrangements all ran very smoothly. Drivers/tour guides were timely, friendly, and helpful. We consider our find (your service) a gem. We will definitely spread the word and recommend you to… Read More

John & Mary

John & Mary


05 Jun 2007

It was flawless

The trip was excellent. The logistics worked perfectly, the hotels were good and the service second to none. The sightseeing tours of Toronto and Quebec were fine and interesting. We knew Toronto quite well from previous visits, but we learned quite a lot of the history etc. on this trip. We have a friend in Toronto and on our first… Read More


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