Ultimate 16-Day Canadian Adventure: Toronto, Niagara Falls, and Montreal Itinerary

Begin your day with a visit to the majestic Casa Loma, where you can explore the castle and its beautiful gardens. Enjoy a morning coffee at Bar Reyna, known for its Mediterranean-inspired menu and vibrant atmosphere.

For lunch, experience the diverse offerings of St. Lawrence Market, one of the world's great markets. Afterward, take a guided tour of the Distillery Historic District, learning about its history and enjoying its unique shops and galleries.

Dine at The Pilot, a historic restaurant with a rooftop patio offering panoramic views of the city. After dinner, take a leisurely walk through the charming Toronto Islands, enjoying the serene island atmosphere and the glittering skyline.

Start your day with a visit to the Hockey Hall of Fame, where you can explore the history of the sport. Grab a quick breakfast at Jack Astor's Bar & Grill Front Street before heading to the nearby Scotiabank Arena (Air Canada Centre) for a guided tour.

Enjoy a classic Canadian lunch at The Rabbit Hole, a cozy spot with a menu that highlights local ingredients. Spend your afternoon at the Rogers Centre, catching a live game or taking a guided tour of the stadium.

For dinner, indulge in the steakhouse experience at Hy's Steakhouse & Cocktail Bar. Afterward, if there's a live performance, enjoy the vibrant atmosphere of Yonge-Dundas Square, often referred to as Toronto's Times Square.

Enjoy a peaceful morning at Toronto High Park, exploring its natural beauty and visiting the zoo if you wish. Have breakfast at Woods Restaurant & Bar, known for its elegant setting and excellent cuisine.

Visit the Royal Ontario Museum (ROM) after lunch, where you can admire its world-class collections. For a unique dining experience, head to Founder Restaurant & Cocktail Bar, which offers a blend of modern and traditional dishes.

Take a leisurely stroll through the serene Queen's Park, and then enjoy a delightful evening at the Sugar Beach, known for its urban beach vibe and the nearby Redpath Waterfront Trail. For dinner, try Azure Restaurant & Bar, offering a sophisticated menu with a view of the waterfront.

Embark on a guided day trip to the majestic Niagara Falls, with the option of taking a boat cruise to experience the falls up close. Enjoy breakfast on the way, and take in the stunning views of the Canadian countryside.

Explore the charming town of Niagara-on-the-Lake, known for its wineries and historic sites. Have lunch at a local restaurant, and if time permits, visit one of the wineries for a tasting.

Return to Toronto and relax with a dinner at Bang Sue Bar, offering a fusion of Thai and Vietnamese cuisine in a stylish setting.

Start your day with a visit to the lesser-known Gibraltar Point Lighthouse on the Toronto Islands, followed by a delightful breakfast at Elm Street Bar & Lounge, known for its cozy atmosphere and diverse menu.

Explore the vibrant and eclectic Toronto Kensington Market, where you can find unique shops and diverse cuisine. Enjoy a casual lunch at one of the market's eateries, and then take a guided walking tour to learn about the area's history and culture.

Dine at The Carbon Bar, known for its innovative take on Southern-style BBQ and live music. After dinner, take a haunted night walking tour of the city (if available), exploring its spooky side and hearing chilling tales of the paranormal.

Begin your day with a visit to the Niagara Falls, where you can witness the awe-inspiring power of the falls. Enjoy breakfast with a view at Table Rock House Restaurant, located right by the falls.

Take a leisurely drive along the Niagara Parkway, stopping at scenic viewpoints and perhaps visiting a few of the local wineries for tastings. For lunch, enjoy a meal at The Keg Steakhouse + Bar - Fallsview, offering both great food and a stunning vista.

Experience the falls from a different perspective with an Evening Illumination Cruise, where you can see the cascading waters lit up in a rainbow of colors. After the cruise, enjoy a fine dining experience at Pinnacle Restaurant at Grand Niagara, where the cuisine is as impressive as the view.

Head to the charming town of Niagara-on-the-Lake, where you can explore the quaint shops and enjoy a morning coffee at The Irish Harp Pub. If you're interested, you can also visit the Fort George National Historic Site to learn about the area's history.

Have lunch at Cannery Restaurant, known for its fresh and local cuisine. Afterward, take a leisurely bike ride through the surrounding vineyards and countryside, or visit one of the many nearby wineries for a tasting.

Return to Niagara Falls and enjoy a relaxing dinner at Weinkeller, where you can pair your meal with a selection from their extensive wine list. After dinner, take a stroll along Clifton Hill, known for its vibrant atmosphere and entertainment options.

Start your day with a visit to the Art Gallery of Ontario (AGO), where you can explore a vast collection of works from renowned artists. Enjoy a breakfast at Bar Isabel, known for its elegant setting and excellent cuisine.

After the museum, take a guided walking tour of the Queen Street West area, known for its vibrant arts scene and unique shops. For lunch, stop at Moxies Toronto Downtown Restaurant, offering a diverse menu in a modern setting.

Enjoy a live performance at the Second City, a renowned comedy club with a history of launching the careers of famous comedians. For dinner, head to Reds Wine Tavern, where you can enjoy a meal in a relaxed atmosphere with an extensive wine list.

Start your day with a visit to the Mississauga Jurassic World The Exhibition, a unique experience for fans of the franchise. Enjoy breakfast at Jack's Dundas Square, located in the heart of the city.

Explore the vibrant Yonge-Dundas Square and the surrounding area, known for its shopping and entertainment options. For lunch, try Jack Astor's Bar & Grill Front Street, offering a casual dining experience with a diverse menu.

Dine at Bang Sue Bar, known for its fusion of Thai and Vietnamese cuisine in a stylish setting. After dinner, take a guided evening tour of the city, where you can see the iconic landmarks illuminated against the night sky.

Start your day with a visit to the Scotiabank Arena (Air Canada Centre), where you can take a guided tour and learn about the history of the venue. Enjoy breakfast at The Rabbit Hole, a cozy spot with a menu that highlights local ingredients.

After the arena, explore the vibrant Yonge-Dundas Square and the surrounding area, known for its shopping and entertainment options. For lunch, try Jack Astor's Bar & Grill Front Street, offering a casual dining experience with a diverse menu.

Dine at Bang Sue Bar, known for its fusion of Thai and Vietnamese cuisine in a stylish setting. After dinner, take a guided evening tour of the city, where you can see the iconic landmarks illuminated against the night sky.

Start your day with a visit to the Toronto High Park, where you can enjoy the natural beauty and visit the zoo if you wish. Have breakfast at Woods Restaurant & Bar, known for its elegant setting and excellent cuisine.

Visit the Royal Ontario Museum (ROM) after lunch, where you can explore its world-class collections. For a unique dining experience, head to Founder Restaurant & Cocktail Bar, which offers a blend of modern and traditional dishes.

Take a leisurely stroll through the serene Queen's Park, and then enjoy a delightful evening at the Sugar Beach, known for its urban beach vibe and the nearby Redpath Waterfront Trail. For dinner, try Azure Restaurant & Bar, offering a sophisticated menu with a view of the waterfront.

Start your day with a visit to the Hockey Hall of Fame, where you can explore the history of the sport. Grab a quick breakfast at Jack Astor's Bar & Grill Front Street before heading to the nearby Scotiabank Arena (Air Canada Centre) for a guided tour.

Enjoy a classic Canadian lunch at The Rabbit Hole, a cozy spot with a menu that highlights local ingredients. Spend your afternoon at the Rogers Centre, catching a live game or taking a guided tour of the stadium.

For dinner, indulge in the steakhouse experience at Hy's Steakhouse & Cocktail Bar. Afterward, if there's a live performance, enjoy the vibrant atmosphere of Yonge-Dundas Square, often referred to as Toronto's Times Square.

Start your day with a visit to the Toronto High Park, where you can enjoy the natural beauty and visit the zoo if you wish. Have breakfast at Woods Restaurant & Bar, known for its elegant setting and excellent cuisine.

Visit the Royal Ontario Museum (ROM) after lunch, where you can explore its world-class collections. For a unique dining experience, head to Founder Restaurant & Cocktail Bar, which offers a blend of modern and traditional dishes.

Take a leisurely stroll through the serene Queen's Park, and then enjoy a delightful evening at the Sugar Beach, known for its urban beach vibe and the nearby Redpath Waterfront Trail. For dinner, try Azure Restaurant & Bar, offering a sophisticated menu with a view of the waterfront.

Start your day with a visit to the Hockey Hall of Fame, where you can explore the history of the sport. Grab a quick breakfast at Jack Astor's Bar & Grill Front Street before heading to the nearby Scotiabank Arena (Air Canada Centre) for a guided tour.

Enjoy a classic Canadian lunch at The Rabbit Hole, a cozy spot with a menu that highlights local ingredients. Spend your afternoon at the Rogers Centre, catching a live game or taking a guided tour of the stadium.

For dinner, indulge in the steakhouse experience at Hy's Steakhouse & Cocktail Bar. Afterward, if there's a live performance, enjoy the vibrant atmosphere of Yonge-Dundas Square, often referred to as Toronto's Times Square.

Start your day with a visit to the Toronto High Park, where you can enjoy the natural beauty and visit the zoo if you wish. Have breakfast at Woods Restaurant & Bar, known for its elegant setting and excellent cuisine.

Visit the Royal Ontario Museum (ROM) after lunch, where you can explore its world-class collections. For a unique dining experience, head to Founder Restaurant & Cocktail Bar, which offers a blend of modern and traditional dishes.

Take a leisurely stroll through the serene Queen's Park, and then enjoy a delightful evening at the Sugar Beach, known for its urban beach vibe and the nearby Redpath Waterfront Trail. For dinner, try Azure Restaurant & Bar, offering a sophisticated menu with a view of the waterfront.