Mon – Fri, 9am – 5pm EST

Ontario & Québec Family Adventure: Cities, Lakes & Wilderness

Pair Toronto, Ottawa, and Montréal with private lakeside stays, paddling, hiking, and plenty of room to set your own pace

Travel from Toronto to Montréal on a two-week family road trip that leaves room for both city exploring and long afternoons by the lake. Spend time in Toronto’s neighbourhoods, settle into a private cottage in the Haliburton Highlands, visit Canada’s capital, and stay off-grid at Kenauk Nature before finishing in Montréal. With paddling, hiking, museums, guided experiences, and free days built in, the journey gives families plenty to do without filling every hour.

14 Days from $8695/person CAD
Or Call Us
1-888-712-4667Mon - Fri, 9am - 5pm EST
Itinerary/Overview
Inclusions
Travel Details
Options Extras
Itinerary/Overview

Itinerary/Overview

DAY 1: ARRIVE IN TORONTO

Pick up your rental car and settle into your hotel in Toronto’s Annex neighbourhood. The University of Toronto, museums, shops, cafés, and restaurants are all nearby, making it easy to explore on foot. Keep your first day simple with a neighbourhood walk or an early dinner before your Ontario and Québec road trip begins.

Accommodation: Kimpton Saint George (or similar)

DAY 2: EXPLORE TORONTO’S NEIGHBOURHOODS

Spend the day getting to know Toronto beyond its skyline. Explore neighbourhoods such as Kensington Market, browse independent shops in Queen West, seek out the city’s multicultural food scene, or spend time around the University of Toronto and Bloor-Yorkville. With no fixed sightseeing schedule, you can follow your family’s interests and change plans as you go.

Accommodation: Kimpton Saint George (or similar)

DAY 3: TORONTO OR NIAGARA FALLS

Choose another day in Toronto or make the drive to Niagara Falls. At the falls, viewpoints provide different perspectives on the Niagara River and Horseshoe Falls, while experiences such as Journey Behind the Falls and seasonal boat tours take you closer to the water. A quieter alternative is Niagara-on-the-Lake, known for heritage architecture, compact streets, and lakeside paths.

Accommodation: Kimpton Saint George (or similar)

DAY 4: TORONTO TO THE HALIBURTON HIGHLANDS

Leave Toronto and drive north into the Haliburton Highlands, where your home for the next three nights is a private lakeside cabin. Settle in, head down to the waterfront, or simply enjoy the change of pace after several days in the city. This marks the first of two longer nature stays built into the journey.

Accommodation: Haliburton Post House

DAY 5: ONTARIO LAKE LIFE

There is nowhere you need to be today. Swim from the waterfront, take a canoe, kayak, or paddleboard onto the lake, spend time on the dock, or settle into the easy rhythm of an Ontario cottage stay. The region also offers artisan studios, local shops, and outdoor sculpture installations for those who prefer gentle exploration.

Meal: Continental breakfast basket
Accommodation: Haliburton Post House

DAY 6: A FREE DAY IN THE HALIBURTON HIGHLANDS

Enjoy another day by the water or head out to see more of the Haliburton Highlands. Hiking and cycling trails, local communities, studios, shops, and outdoor art provide options away from the cottage. Or stay exactly where you are for another day of swimming, paddling, games, and time together by the lake.

Meal: Continental breakfast basket
Accommodation: Haliburton Post House

DAY 7: HALIBURTON HIGHLANDS TO OTTAWA

Drive east to Ottawa, with the option to make a longer journey through Algonquin Provincial Park for a walk or scenic stop along the way. After arriving in Canada’s capital, spend the evening exploring the compact downtown core. Parliament Hill, the Rideau Canal, and surrounding streets are all easy places to begin.

Meal: Continental breakfast basket
Accommodation: Lord Elgin Hotel (or similar)

DAY 8: OTTAWA TO THE QUÉBEC WILDERNESS

Start the morning at one of Ottawa’s national museums or galleries, with choices spanning Canadian history, nature, art, science, aviation, and technology. Pick up groceries before leaving the city and continue into Québec. Families interested in wildlife can consider an optional stop at Parc Omega before arriving at their private cabin retreat surrounded by forest and lakes.

Accommodation: Kenauk Nature (or similar)

DAY 9: A DAY TO DISCONNECT

Wake up with a full day devoted to the outdoors. Explore the lakes by canoe or kayak, follow trails through the surrounding forest, go swimming, fish, or simply spend time around your cabin and waterfront. The remote setting and lack of a sightseeing schedule make this a chance for the whole family to slow the pace of the trip.

Accommodation: Kenauk Nature (or similar)

DAY 10: GUIDED ADVENTURE & FREE TIME

Add a guided outdoor experience such as fishing or climbing, with the rest of the day left open. Depending on your family’s interests, spend the afternoon hiking, paddling, swimming, or relaxing back at the cabin. The combination of a guided activity and unstructured time allows family members with different interests and energy levels to enjoy the day their own way.

Accommodation: Kenauk Nature (or similar)

DAY 11: QUÉBEC WILDERNESS TO MONTRÉAL

Leave the forest behind for the relatively short drive to Montréal. After checking into your centrally located hotel, spend the afternoon getting acquainted with the city. Walk through the downtown core or Old Montréal, find a neighbourhood restaurant for dinner, or simply follow whatever catches your attention on your first afternoon in the city.

Accommodation: Hotel Bonaventure Montréal (or similar)

DAY 12: DISCOVER MONTRÉAL WITH A LOCAL GUIDE

Meet a local guide for a private walking tour tailored to your family’s interests and pace. Depending on the route, you might explore areas such as Old Montréal, the Plateau, Mile End, or Little Italy while learning about the people, food, architecture, and cultures that have shaped the city. The private format allows the experience to adapt to the people travelling with you.

Accommodation: Hotel Bonaventure Montréal (or similar)

DAY 13: MONTRÉAL OR THE EASTERN TOWNSHIPS

Keep your final full day open. Stay in Montréal to revisit a favourite neighbourhood, explore a museum or public market, or spend time in one of the city’s parks. Alternatively, take a day trip into the Eastern Townships, where small communities, rural landscapes, and local food producers offer a very different perspective on southern Québec.

Accommodation: Hotel Bonaventure Montréal (or similar)

DAY 14: DEPART MONTRÉAL

Enjoy an easy final morning in Montréal before returning your rental car and making your way to the airport for your flight home

Inclusions

Included

  • 14 Days Standard SUV (Type W) – Ford Edge or similar. Car Rental includes
    • Unlimited Kilometres
    • Loss Damage Waiver (LDW)
    • CAD $1Million Third Party Liability Insurance Coverage
    • One (1) Additional Driver
  • 13 nights accommodation at the following properties or similar:
    • 3 nights in Toronto at Kimpton Saint George
    • 3 nights in the Haliburton Highlands at Haliburton Post House in a private cottage
    • 1 night in Ottawa at Lord Elgin Hotel
    • 3 nights in Montebello at Kenauk Nature in a private cottage
    • 3 nights in Montréal at Hotel Bonaventure
  • Meals: Daily continental breakfast basket & 1 dinner at Haliburton Post House
  • Activity at Kenauk Nature: guided fishing or climbing
  • Private guided walking tour of Montréal (3 hours)
  • Applicable taxes

Not Included

  • Guide and activity gratuities
  • Meals not mentioned above
  • Fuel, parking fees, tolls, and one-way rental fees
  • Car rental fuel, Personal Accident Insurance Plus (PAI Plus), Personal Effects Protection (PEP), and other optional services including refueling charges, additional driver fees, GPS, baby seats, ski racks etc.
  • Optional activities not specified in the itinerary
  • Personal expenses and insurance
Travel Details

Primary Location

Ontario & Québec, Canada

Departures

June - October

Pricing Details

  • Rates are based on double occupancy
  • This trip is subject to availability at the time of booking
  • A non-refundable deposit of 30% of the total package price is required at the time of booking. The remaining balance is due 90 days prior to arrival. From 90 days prior to arrival, 60% of the total package price is non-refundable. From 45 days prior to arrival, the package is 100% non-refundable.
    IMPORTANT INFORMATION:
  • Car Rental Minimum Age is 21 years old. All drivers under the age of 25 will be subject to a daily surcharge. Some vehicle categories may not be available to drivers under 25
Options Extras

Optional Extras

  • Flight to Toronto and from Montreal
  • Additional nights
  • Optional activities include:
    • Admission to the CN Tower
    • Toronto Little Canada
    • Distillery District Walking Tour (1 Hour)
    • Niagara Falls Canada Tour from Toronto
    • Montreal Full Day Bicycle Rental
    • Montreal – Ritz Carlton Afternoon Tea

    Share a few details


    This helps us understand where to begin.






    Including a phone number can help us follow up more quickly or clarify details if needed.










    Our experiences range widely in style and investment depending on destination, season, and how the trip is designed.
    We specialize in thoughtfully curated journeys rather than off-the-shelf packages.





    Reply STOP to opt-out. Reply HELP for support. Message & data rates may apply. Message frequency may vary. See our Privacy Policy and Terms of Service.

    This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.