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Ultimate 21-Day Toronto and Beyond Adventure

Ultimate 21-Day Toronto and Beyond Adventure Itinerary

Last updated: 2024 Jun 14

City Icons and Culinary Delights

Morning
Start your Toronto adventure with a hearty breakfast at The Black Hoof, known for its innovative dishes. Afterward, visit the iconic CN Tower and enjoy panoramic views of the city from the observation deck.
Afternoon
For lunch, head to Kinka Izakaya for authentic Japanese cuisine. Spend your afternoon exploring the fascinating exhibits at the Royal Ontario Museum (ROM), one of the largest museums in North America.
Evening
Dine at Canoe Restaurant and Bar, where you can savor Canadian cuisine while overlooking the city skyline. After dinner, take a leisurely stroll at Toronto Harbour to end your first day.
Bedtime
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Historic Landmarks and Distillery District

Morning
Enjoy a classic breakfast at Terroni, known for its Italian fare. Then, step back in time with a visit to the historic Casa Loma, followed by a walk through the charming Distillery Historic District.
Afternoon
Have lunch at Pizzeria Libretto - Danforth, a local favorite for authentic Neapolitan pizza. Spend your afternoon exploring the stalls at the St. Lawrence Market, one of the world's great markets.
Evening
Dine at Lee Restaurant, offering a modern take on Asian cuisine. Afterward, catch a performance at the Elgin and Winter Garden Theatre Centre, a National Historic Site and the last operating double-decker theatre in the world.
Bedtime
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Island Escape and Entertainment

Morning
Start with a delightful breakfast at Momofuku Noodle Bar. Then, take a ferry to the Toronto Islands and spend the morning exploring the natural beauty and relaxed atmosphere.
Afternoon
Enjoy a casual lunch at Seven Lives Tacos Y Mariscos, known for its vibrant and flavorful tacos. Afterward, visit the Ripley's Aquarium of Canada to witness marine life from around the globe.
Evening
For dinner, experience the innovative menu at Alo Restaurant, a Michelin-starred establishment. Cap off the evening with a live performance at the Scotiabank Arena (Air Canada Centre).
Bedtime
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Cultural Immersion and Evening Delights

Morning
Begin with a visit to the Art Gallery of Ontario (AGO) and enjoy the diverse range of art. For breakfast, head to Bar Raval for a unique Spanish-inspired start to your day.
Afternoon
Have a leisurely lunch at Pai Northern Thai Kitchen, known for its authentic flavors. Spend your afternoon exploring the vibrant and eclectic Kensington Market and the neighboring Chinatown.
Evening
Dine at Byblos Toronto, offering a Mediterranean escape in the heart of the city. Afterward, enjoy the lively atmosphere of Yonge-Dundas Square and the surrounding entertainment district.
Bedtime
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Sports, Shopping, and Evening Elegance

Morning
Start with a breakfast at Buca Osteria & Bar, known for its rustic Italian dishes. Then, visit the Hockey Hall of Fame to immerse yourself in the history of the sport.
Afternoon
Enjoy a shopping spree at the upscale Bloor-Yorkville area, with lunch at Sukhothai for some of the best Thai food in the city. Afterward, take a guided tour of the Queen's Park and learn about its historical and architectural significance.
Evening
Indulge in a fine dining experience at Jacobs & Co. Steakhouse, where you can enjoy some of the best steaks in the city. End the night with a sophisticated cocktail at Bar Isabel, known for its elegant ambiance and expertly crafted drinks.
Bedtime
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Helicopter Thrills and Evening Views

Morning
Start your day with a luxurious breakfast at Canoe Restaurant and Bar, offering stunning views of the city. Afterward, take to the skies on a Toronto City Sightseeing Helicopter Tour for a unique perspective of Toronto's landmarks.
Afternoon
For lunch, head to Richmond Station, a neighborhood restaurant known for its seasonal and locally sourced menu. Spend your afternoon at High Park, enjoying the green spaces and, if in season, the beautiful cherry blossoms.
Evening
Dine at Miku Toronto, where you can enjoy aburi sushi and other Japanese dishes with a waterfront view. After dinner, take a romantic walk along the Toronto Harbour and enjoy the city lights reflecting on the water.
Bedtime
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Waterfront Wonders and Evening Entertainment

Morning
Start with a delicious breakfast at La Carnita, known for its vibrant atmosphere and tasty Mexican-inspired dishes. Then, take a morning cruise to the base of Niagara Falls for an up-close encounter with this natural wonder.
Afternoon
Enjoy a sumptuous lunch at Scaramouche Restaurant Pasta Bar & Grill, offering a panoramic view of the city. Afterward, visit the Toronto Music Garden and relax in the harmonious surroundings.
Evening
Dine at Bar Raval, where you can enjoy a variety of pintxos and Spanish-inspired cocktails. End the evening with a visit to The Second City, a world-renowned comedy club where many famous comedians got their start.
Bedtime
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Hidden Gems and Evening Eats

Morning
Enjoy a leisurely breakfast at Terroni, known for its authentic Italian cuisine. Then, start your day with a visit to the lesser-known Fort York National Historic Site, where you can learn about the history of Toronto.
Afternoon
For lunch, head to Momofuku Noodle Bar and savor their delicious noodle dishes. Afterward, explore the vibrant street art and eclectic shops of Graffiti Alley.
Evening
Dine at King Taps, a lively restaurant with a wide selection of beers on tap and a menu of Italian-inspired dishes. After dinner, take a stroll through Toronto's Fashion District and enjoy the trendy boutiques and nightlife.
Bedtime
Find amazing hotels in Toronto.

Urban Parks and Evening Elegance

Morning
Start your day with a delightful breakfast at Lee Restaurant, offering a modern take on Asian cuisine. Then, spend your morning at Trinity Bellwoods Park, a popular spot for locals to relax and enjoy the outdoors.
Afternoon
Have lunch at Byblos Toronto, where you can indulge in Mediterranean flavors. Afterward, visit the Design Exchange (DX) to explore the world of design and innovation.
Evening
Dine at The Carbon Bar, known for its southern-style BBQ and live music. After dinner, catch a performance at The Opera House, a historic venue that hosts a variety of musical acts.
Bedtime
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Culinary Tour and Evening Jazz

Morning
Start with a breakfast at Bar Isabel, a stylish spot known for its Spanish-inspired dishes. Then, take a guided 3–Hour Secret Food Tour to discover the hidden culinary gems of Toronto.
Afternoon
After a satisfying food tour, enjoy a leisurely afternoon at Toronto Beaches, exploring the boardwalk and relaxing by the water. For lunch, visit Jacobs & Co. Steakhouse for a sumptuous meal.
Evening
Dine at Miku Toronto, where you can enjoy innovative Japanese cuisine with a view of the waterfront. End your evening with live jazz at The Rex Hotel Jazz & Blues Bar, a Toronto institution for jazz lovers.
Bedtime
Find amazing hotels in Toronto.

Fashion, Art, and Evening Views

Morning
Start with a breakfast at The Black Hoof, known for its innovative dishes. Then, spend your morning exploring the boutiques and designer stores of Yorkville Village.
Afternoon
Have lunch at Sukhothai, a local favorite for authentic Thai cuisine. Afterward, immerse yourself in the contemporary art at the Mercer Union - A Centre for Contemporary Art.
Evening
Dine at Canoe Restaurant and Bar, where you can savor Canadian cuisine while overlooking the city skyline. After dinner, take a romantic walk along the Toronto Harbour and enjoy the city lights reflecting on the water.
Bedtime
Find amazing hotels in Toronto.

History, Culture, and Evening Elegance

Morning
Start with a visit to the Bata Shoe Museum, where you can explore the history of footwear. For breakfast, head to Buca Osteria & Bar for a rustic Italian meal.
Afternoon
Afterward, visit the Textile Museum of Canada to admire its diverse collection. Have lunch at Pai Northern Thai Kitchen, known for its authentic flavors.
Evening
Dine at Lee Restaurant, offering a modern take on Asian cuisine. Afterward, enjoy a performance at The Royal Conservatory of Music, a world-renowned music venue.
Bedtime
Find amazing hotels in Toronto.

Culinary Delights and Evening Entertainment

Morning
Start with a delicious breakfast at La Carnita, known for its vibrant atmosphere and tasty Mexican-inspired dishes. Then, take a morning cruise to the base of Niagara Falls for an up-close encounter with this natural wonder.
Afternoon
Enjoy a sumptuous lunch at Scaramouche Restaurant Pasta Bar & Grill, offering a panoramic view of the city. Afterward, visit the Toronto Music Garden and relax in the harmonious surroundings.
Evening
Dine at Bar Raval, where you can enjoy a variety of pintxos and Spanish-inspired cocktails. End the evening with a visit to The Second City, a world-renowned comedy club where many famous comedians got their start.
Bedtime
Find amazing hotels in Toronto.

Hidden Gems and Evening Eats

Morning
Enjoy a leisurely breakfast at Terroni, known for its authentic Italian cuisine. Then, start your day with a visit to the lesser-known Fort York National Historic Site, where you can learn about the history of Toronto.
Afternoon
For lunch, head to Momofuku Noodle Bar and savor their delicious noodle dishes. Afterward, explore the vibrant street art and eclectic shops of Graffiti Alley.
Evening
Dine at King Taps, a lively restaurant with a wide selection of beers on tap and a menu of Italian-inspired dishes. After dinner, take a stroll through Toronto's Fashion District and enjoy the trendy boutiques and nightlife.
Bedtime
Find amazing hotels in Toronto.

Urban Parks and Evening Elegance

Morning
Start your day with a delightful breakfast at Lee Restaurant, offering a modern take on Asian cuisine. Then, spend your morning at Trinity Bellwoods Park, a popular spot for locals to relax and enjoy the outdoors.
Afternoon
Have lunch at Byblos Toronto, where you can indulge in Mediterranean flavors. Afterward, visit the Design Exchange (DX) to explore the world of design and innovation.
Evening
Dine at The Carbon Bar, known for its southern-style BBQ and live music. After dinner, catch a performance at The Opera House, a historic venue that hosts a variety of musical acts.
Bedtime
Find amazing hotels in Toronto.

Culinary Tour and Evening Jazz

Morning
Start with a breakfast at Bar Isabel, a stylish spot known for its Spanish-inspired dishes. Then, take a guided 3–Hour Secret Food Tour to discover the hidden culinary gems of Toronto.
Afternoon
After a satisfying food tour, enjoy a leisurely afternoon at Toronto Beaches, exploring the boardwalk and relaxing by the water. For lunch, visit Jacobs & Co. Steakhouse for a sumptuous meal.
Evening
Dine at Miku Toronto, where you can enjoy innovative Japanese cuisine with a view of the waterfront. End your evening with live jazz at The Rex Hotel Jazz & Blues Bar, a Toronto institution for jazz lovers.
Bedtime
Find amazing hotels in Toronto.

Fashion, Art, and Evening Views

Morning
Start with a breakfast at The Black Hoof, known for its innovative dishes. Then, spend your morning exploring the boutiques and designer stores of Yorkville Village.
Afternoon
Have lunch at Sukhothai, a local favorite for authentic Thai cuisine. Afterward, immerse yourself in the contemporary art at the Mercer Union - A Centre for Contemporary Art.
Evening
Dine at Canoe Restaurant and Bar, where you can savor Canadian cuisine while overlooking the city skyline. After dinner, take a romantic walk along the Toronto Harbour and enjoy the city lights reflecting on the water.
Bedtime
Find amazing hotels in Toronto.

History, Culture, and Evening Elegance

Morning
Start with a visit to the Bata Shoe Museum, where you can explore the history of footwear. For breakfast, head to Buca Osteria & Bar for a rustic Italian meal.
Afternoon
Afterward, visit the Textile Museum of Canada to admire its diverse collection. Have lunch at Pai Northern Thai Kitchen, known for its authentic flavors.
Evening
Dine at Lee Restaurant, offering a modern take on Asian cuisine. Afterward, enjoy a performance at The Royal Conservatory of Music, a world-renowned music venue.
Bedtime
Find amazing hotels in Toronto.

Culinary Delights and Evening Entertainment

Morning
Start with a delicious breakfast at La Carnita, known for its vibrant atmosphere and tasty Mexican-inspired dishes. Then, take a morning cruise to the base of Niagara Falls for an up-close encounter with this natural wonder.
Afternoon
Enjoy a sumptuous lunch at Scaramouche Restaurant Pasta Bar & Grill, offering a panoramic view of the city. Afterward, visit the Toronto Music Garden and relax in the harmonious surroundings.
Evening
Dine at Bar Raval, where you can enjoy a variety of pintxos and Spanish-inspired cocktails. End the evening with a visit to The Second City, a world-renowned comedy club where many famous comedians got their start.
Bedtime
Find amazing hotels in Toronto.

Hidden Gems and Evening Eats

Morning
Enjoy a leisurely breakfast at Terroni, known for its authentic Italian cuisine. Then, start your day with a visit to the lesser-known Fort York National Historic Site, where you can learn about the history of Toronto.
Afternoon
For lunch, head to Momofuku Noodle Bar and savor their delicious noodle dishes. Afterward, explore the vibrant street art and eclectic shops of Graffiti Alley.
Evening
Dine at King Taps, a lively restaurant with a wide selection of beers on tap and a menu of Italian-inspired dishes. After dinner, take a stroll through Toronto's Fashion District and enjoy the trendy boutiques and nightlife.
Bedtime
Find amazing hotels in Toronto.

Urban Parks and Evening Elegance

Morning
Start your day with a delightful breakfast at Lee Restaurant, offering a modern take on Asian cuisine. Then, spend your morning at Trinity Bellwoods Park, a popular spot for locals to relax and enjoy the outdoors.
Afternoon
Have lunch at Byblos Toronto, where you can indulge in Mediterranean flavors. Afterward, visit the Design Exchange (DX) to explore the world of design and innovation.
Evening
Dine at The Carbon Bar, known for its southern-style BBQ and live music. After dinner, catch a performance at The Opera House, a historic venue that hosts a variety of musical acts.
Bedtime
Find amazing hotels in Toronto.

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