Want an itinerary like this for your trip?
Tell us where you're going and get a personalized plan in seconds — completely free.
Plan My Trip

Ultimate Calgary to Toronto Road Trip Itinerary

Viewed by 471 travelers

Day 1: Departing Calgary

Calgary, AB on March 10, 2025

8:00AM

Breakfast at OEB Breakfast Co.

Start your day at OEB, known for its creative breakfast dishes and fresh ingredients. Try the 'Breakfast Poutine' for a unique twist.
CAD20, 1 hour

9:30AM

Visit Calgary Tower

Enjoy panoramic views of Calgary and the Rockies from the observation deck. This iconic tower gives you a great introduction to the city.
CAD18, 1 hour

11:00AM

Hit the Road towards Regina

Begin your journey eastward toward Regina. Enjoy the beautiful Alberta landscape as you drive.
0, 5 hours

4:30PM

Arrival in Regina

Check into your hotel and freshen up before heading out for dinner.
0, 1 hour

6:00PM

Dinner at The Willow on Wascana

Enjoy a fine dining experience with views of Wascana Lake. The 'Grilled Bison Burger' is highly recommended.
CAD45, 1.5 hours
Find Hotels in Calgary

Day 2: Exploring Regina to Winnipeg

Regina, SK on March 11, 2025

8:00AM

Breakfast at The Creative City Centre

A local favorite featuring delicious coffee and baked goods. Don't miss the blueberry scones!
CAD15, 1 hour

9:30AM

Explore the Royal Saskatchewan Museum

Learn about Saskatchewan's history, culture, and natural history through fascinating exhibits.
CAD12, 2 hours

12:00PM

Lunch at The Cathedral Bistro

A cozy spot known for their homemade soup and sandwiches. Try the 'Roasted Red Pepper Basil Soup' with a side salad.
CAD25, 1 hour

1:30PM

Leave for Winnipeg

Continue your journey towards Winnipeg, known for its vibrant arts and culture.
0, 3.5 hours

5:00PM

Check-in at Hotel in Winnipeg

Arrive in Winnipeg, check into your hotel, and take a short rest.
0, 1 hour

6:30PM

Dinner at Segovia

Savor Spanish cuisine at Segovia. The 'Duck Confit' is a must-try dish.
CAD50, 1.5 hours
Find Hotels in Regina

Day 3: Winnipeg to Thunder Bay

Winnipeg, MB on March 12, 2025

8:00AM

Breakfast at Stella's Café

Start your day with a hearty breakfast. Try their 'Baked Eggs' for a filling start.
CAD18, 1 hour

9:30AM

Visit the Canadian Museum for Human Rights

This stunning architectural marvel is dedicated to the evolution, celebration, and future of human rights.
CAD22, 2 hours

12:30PM

Lunch at The Forks Market

Grab lunch from the various food vendors. Try the 'Beef Brisket Sandwich' from one of the stalls.
CAD20, 1 hour

1:30PM

Drive to Thunder Bay

Set off towards Thunder Bay, taking in the beautiful Ontario scenery.
0, 8 hours

9:30PM

Check-in and Sleep at Hotel in Thunder Bay

Arrive in Thunder Bay and relax at your hotel after a long day of travel.
0, 1 hour
Find Hotels in Winnipeg

Day 4: Thunder Bay to Sault Ste. Marie

Thunder Bay, ON on March 13, 2025

8:00AM

Breakfast at The Hoito Restaurant

This Finnish diner serves up delicious pancakes and traditional Finnish food.
CAD15, 1 hour

9:30AM

Visit Kakabeka Falls

Just 30 minutes from Thunder Bay, this stunning natural wonder is known as the 'Niagara of the North.'
CAD0, 1 hour

11:00AM

Continue Drive to Sault Ste. Marie

Head toward Sault Ste. Marie with essential stops along the way.
0, 4 hours

3:00PM

Check-in at Hotel in Sault Ste. Marie

Arrive, relax, and freshen up before your evening plans.
0, 1 hour

6:00PM

Dinner at The Groupers

Enjoy fresh fish dishes at this local eatery. Try the 'Lake Huron Perch' for an authentic taste.
CAD40, 1.5 hours
Find Hotels in Thunder Bay

Day 5: Sault Ste. Marie to Toronto

Sault Ste. Marie, ON on March 14, 2025

8:00AM

Breakfast at The Breakfast Pig

A charming spot offering comfort food classics. Order the 'French Toast' topped with berries.
CAD12, 1 hour

9:30AM

Visit the Sault Ste. Marie Canal

Explore this historic site that played an important role in allowing ships to travel between lakes Huron and Superior.
CAD0, 1 hour

11:00AM

Drive to Toronto

Set off towards Toronto, approximately a 7-hour drive filled with picturesque views.
0, 7 hours

6:00PM

Check-in at Hotel in Toronto

Arrive in Toronto and get settled in at your chosen accommodation.
0, 1 hour

7:30PM

Dinner at Canoe Restaurant

A fine dining experience offering exceptional views of the city skyline. The 'Maple Glazed Salmon' is a standout dish.
CAD80, 2 hours
Find Hotels in Sault Ste. Marie

Day 6: Exploring Toronto

Toronto, ON on March 15, 2025

8:00AM

Breakfast at Lady Marmalade

Visit this local favorite for an extensive brunch menu. Their 'Eggs Benny' is a must-try!
CAD18, 1 hour

9:30AM

Visit the CN Tower

No trip to Toronto is complete without visiting the iconic CN Tower for breathtaking views of the city.
CAD38, 2 hours

12:00PM

Lunch at St. Lawrence Market

Explore this vibrant market with a wide variety of local vendors. Try the famous 'Peameal Bacon Sandwich.'
CAD15, 1.5 hours

2:00PM

Explore the Distillery District

Wander through this historic area filled with shops, galleries, and restaurants that showcase Toronto's artistic flair.
CAD0, 2 hours

5:00PM

Dinner at The Chase

End your day with a meal at The Chase, where you can enjoy exquisite dishes like the 'Lobster Risotto.'
CAD70, 2 hours
Find Hotels in Toronto
0
Itinerary created by AI-assisted, human-reviewed

Plan Your Calgary to Toronto trip Trip

Cost Estimator
Estimate your trip budget
Packing List
Get a custom checklist
Weather Expert
Check weather & best time to go