Toronto and Montreal Trip

Sample Itinerary of Toronto and Montreal Trip

Explore two of Canada’s most beloved cities with this 10-night Toronto and Montreal Trip / Itinerary. Enjoy a scenic journey as you travel between Toronto and Montreal via rail! This Toronto and Montreal Trip offers a blend of Toronto’s stunning natural landmarks and bustling city, with Montreal’s unique Canadian energy and European charm. Whether you want to see the stunning Niagara Falls, explore Toronto’s renowned art and culture scene, or wander Montreal’s historic streets and modern neighbourhoods, this Toronto and Montreal Holiday offers two unforgettable destinations. From March 2025 fly direct to Toronto on Virgin Atlantic! Plus, why not opt for a few extra days in Quebec City. 

5 Nights in Toronto:

Fly direct to Toronto with Virgin Atlantic (service launching in March 2025). Stay for five nights in Toronto, Canada’s largest city known for being the gateway to Niagara Falls, Toronto also offers top-tier museums, fun neighbourhoods and the iconic skyline marked by the CN Tower. Toronto offers a mix of city life and natural beauty. Whether you’re wandering the city’s historic markets, taking in panoramic views, or venturing out to the majestic Niagara Falls, Toronto is packed with memorable experiences.

Things to Do in Toronto:

• Day Trip to Niagara Falls: Just 1.5 hours from Toronto, Niagara Falls is one of Canada’s most iconic natural wonders. Take a Hornblower Cruise to experience the falls up close, stroll along the scenic Niagara Parkway, or visit Clifton Hill for family-friendly entertainment. You could also opt for an overnight stay and enjoy the nearby Niagara-on-the-Lake.
• CN Tower: An architectural marvel and Toronto’s most famous landmark, the CN Tower offers spectacular views from its observation deck. Be sure to try the EdgeWalk: a hands-free walk along the tower’s outer edge.
• Kensington Market: This lively bohemian neighborhood is known for its eclectic mix of shops, cafes, and street art. Explore unique boutiques, sample international foods, and immerse yourself in the colourful local scene.
• Toronto Islands: A quick ferry ride from downtown, the Toronto Islands provide a peaceful escape from the city’s bustle. Rent a bike or walk around the park’s scenic paths, relax by the beach, and enjoy beautiful views of Toronto’s skyline from across the lake.
• Distillery District: Known for its cobblestone streets and historic buildings, the Distillery District is a pedestrian-friendly area filled with galleries, cafes, and unique shops. It’s a great place to spend an afternoon and explore Toronto’s art and cultural offerings.

Hotel Options in Toronto:

• 5-Star: Fairmont Royal York, Toronto – A historic landmark in downtown Toronto, the Fairmont Royal York combines timeless elegance with modern luxury. Enjoy beautifully appointed rooms, multiple dining options, an indoor pool, and a state-of-the-art health club. Located near Union Station and top attractions, it’s an exceptional choice for the Toronto portion of your trip!
• Midrange: Chelsea Hotel, Toronto – Located in the heart of downtown, the Chelsea Hotel offers comfortable accommodations with modern amenities, an indoor pool, and a family-friendly atmosphere. With multiple dining options, a fitness center, and close proximity to Toronto’s main attractions, it’s an ideal base for exploring the city.

5 Nights in Montreal:

After experiencing Toronto, hop on a scenic VIA Rail journey to Montreal, a city where Canadian hospitality meets European charm. From the historic streets of Old Montreal to the vibrant neighbourhoods filled with art, music, and culture, Montreal offers a dynamic blend of the old and the new. With five nights in Montreal, you’ll have time to delve into its rich history, try its famous culinary offerings, and explore its lively art scene.

Things to Do in Montreal:

• Old Montreal: Step back in time in Old Montreal, where cobblestone streets, historic architecture, and vibrant plazas create a distinctly European atmosphere. Highlights include the stunning Notre-Dame Basilica with its breathtaking blue interior and the charming Place Jacques-Cartier lined with cafes and street artists.
• Hop-On-Hop-Off Bus Tour: This convenient tour allows you to see Montreal’s top sights at your own pace, with stops including Mount Royal Park for panoramic city views, Jean-Talon Market for local flavors, and the bustling McGill University campus.
• Mount Royal Park: Designed by Frederick Law Olmsted, the creator of New York’s Central Park, Mount Royal is the perfect spot for a scenic hike or a relaxed afternoon. Climb to the lookout point for breathtaking views of Montreal’s skyline and the St. Lawrence River.
• Saint-Laurent Boulevard & Little Burgundy: Saint-Laurent Boulevard, often called “The Main,” is known for its vibrant street art, trendy cafes, and boutiques. In nearby Little Burgundy, you’ll find top-notch restaurants and jazz clubs, perfect for a night out to enjoy Montreal’s live music and dining scenes.

Hotel Options in Montreal:

• 5-Star: The Ritz-Carlton Montreal – This historic luxury hotel, known as the “Grande Dame of Sherbrooke Street,” combines elegance with modern comfort. The Ritz-Carlton offers refined rooms, a renowned restaurant, and an ideal location in the Golden Square Mile, close to top attractions and shopping.
• Midrange: Hotel Nelligan – Located in the heart of Old Montreal, this boutique hotel features rooms with brick walls and modern décor. With a rooftop terrace overlooking the St. Lawrence River and an on-site restaurant, Hotel Nelligan provides a warm, inviting atmosphere within walking distance of Montreal’s historic sites.

Optional Add-On: 3 Nights in Quebec City

Why not extend your trip with three nights in Quebec City, just a few hours from Montreal by train. Known for its well-preserved Old Quebec district, this charming city feels like a piece of Europe with its French-inspired architecture, cobblestone streets, and the majestic Château Frontenac overlooking the St. Lawrence River. Quebec City offers a deeper dive into Quebec’s rich history, culture, and culinary delights, making it an ideal addition to your Canadian adventure.

All our holidays are tailor-made and can be adapted by changing hotels durations and destinations to suit the individuals tastes and requirements – please do get in touch so we can start planning.