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Ultimate 7-Day Baseball Road Trip from Toronto to Chicago

Ultimate 7-Day Baseball Road Trip from Toronto to Chicago Itinerary

Last updated: 2024 Jun 14

Baseball and City Sights Kickoff

Morning
Start your baseball-themed road trip with a hearty breakfast at Sukhothai, known for its delicious Thai cuisine. Afterward, visit the iconic CN Tower and enjoy panoramic views of the city.
Afternoon
For lunch, head to Pai Northern Thai Kitchen for authentic Northern Thai dishes. In the afternoon, explore the Ripley's Aquarium of Canada.
Evening
Enjoy a fine dining experience at Canoe Restaurant and Bar, offering stunning views of the city. Conclude the day with a leisurely walk at the Distillery Historic District.
Bedtime
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Cultural Immersion and Baseball Excitement

Morning
Indulge in a delicious brunch at The Black Hoof, known for its unique and high-quality dishes. Afterward, explore the Royal Ontario Museum (ROM).
Afternoon
For lunch, savor Mediterranean cuisine at Byblos Toronto. In the afternoon, take a Toronto City Sightseeing Helicopter Tour for a unique perspective of the city.
Evening
Head to Rogers Centre to watch a Toronto Blue Jays baseball game. After the game, have a late dinner at Bar Isabel, known for its Spanish-inspired dishes.
Bedtime
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Royal Ontario Museum (ROM)

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Toronto City Sightseeing Helicopter Tour

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Niagara Falls Excursion and Evening Delights

Morning
Start your day with a delightful breakfast at Lee Restaurant, offering modern Asian cuisine. Take a guided day trip to From Toronto Niagara Falls Day Trip with Cruise Option.
Afternoon
Enjoy a memorable lunch at Terroni, known for its authentic Italian dishes. Return to Toronto in the afternoon and spend some time at High Park.
Evening
For dinner, experience the vibrant atmosphere of Kinka Izakaya, a popular Japanese pub. Conclude the day with a guided night tour including CN Tower entry.
Bedtime
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Culinary Delights and City Exploration

Morning
Enjoy a leisurely breakfast at Sukhothai. Explore the diverse neighborhoods of Toronto, starting with Kensington Market.
Afternoon
For lunch, visit Pizzeria Libretto - Danforth for authentic Neapolitan pizza. Continue your city exploration with a visit to St. Lawrence Market.
Evening
Dine at Momofuku Noodle Bar, known for its innovative Asian-inspired dishes. Take a stroll along the Harbourfront Centre and enjoy the waterfront views.
Bedtime
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Crossing the Border to Detroit

Morning
Start your day with a classic American breakfast at Seva Detroit, known for its vegetarian cuisine. Cross the border into the USA and make your way to Detroit.
Afternoon
Upon arrival, have lunch at Slows Bar BQ, a renowned barbecue restaurant. Visit the Detroit Institute of Arts or take a Detroit River Sightseeing Cruise for a different perspective of the city.
Evening
Enjoy a Detroit-style pizza for dinner at Buddy's Pizza. Take a walk along the Detroit Riverwalk and enjoy the views of the city skyline.
Bedtime
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Exploring Cleveland and Progressive Field

Morning
Start your day with a delicious breakfast at West Side Market, a historic market in Cleveland. Make your way to Cleveland, Ohio.
Afternoon
Have lunch at Momocho, known for its modern Mexican cuisine. Explore the Rock and Roll Hall of Fame or take a walk through the Cleveland Metroparks.
Evening
In the evening, savor a pre-game dinner at Lola Bistro, owned by renowned chef Michael Symon. Head to Progressive Field to watch a Cleveland Guardians baseball game.
Bedtime
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Final Stop: Wrigley Field and Chicago Delights

Morning
Enjoy a classic Chicago breakfast at Wildberry Pancakes and Cafe. Make your way to Chicago, Illinois, for the final leg of your baseball road trip.
Afternoon
Have lunch at Giordano's, a famous deep-dish pizza restaurant. Explore the city, visiting iconic landmarks like The Bean at Millennium Park and taking an Architecture River Cruise.
Evening
Conclude your baseball road trip with a game at Wrigley Field, watching the Chicago Cubs in action. After the game, enjoy a farewell dinner at Alinea, a three-Michelin-star restaurant.
Bedtime
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