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Epic Road Trip: Toronto to San Diego in 4 Days

Viewed by 64 travelers

Day 1: Toronto to Chicago

Toronto, Canada on March 3, 2025

8:00AM

Breakfast at The Morning After

Start your day with a hearty breakfast at The Morning After, known for its creative brunch options and delicious eggs benedict.
CAD20, 1 hour

9:00AM

Depart for Chicago

Hit the road towards Chicago, which is approximately an 8-hour drive from Toronto. Be sure to take breaks along the way for refreshments.
N/A, 8 hours

5:00PM

Dinner at Lou Malnati's Pizzeria

Enjoy authentic Chicago deep-dish pizza at Lou Malnati's, a staple for pizza lovers. The buttery crust and fresh ingredients are a must-try.
USD25, 1.5 hours

7:00PM

Explore Millennium Park

Take a stroll in Millennium Park to see the iconic Cloud Gate sculpture and enjoy the beautiful urban landscape.
Free, 1 hour
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Day 2: Chicago to Kansas City

Chicago, USA on March 4, 2025

8:00AM

Breakfast at Wildberry Pancakes and Cafe

Indulge in a delicious breakfast with fluffy pancakes and fresh berries. The menu has a wide variety to satisfy every palate.
USD20, 1 hour

9:00AM

Depart for Kansas City

Set out towards Kansas City, which is about a 9-hour drive. Plan for rest stops along the scenic route.
N/A, 9 hours

6:00PM

Dinner at Joe's Kansas City Bar-B-Que

One of the best BBQ spots in Kansas City, Joe's is famous for its burnt ends and flavorful sauces. Don't miss this culinary experience.
USD25, 1.5 hours

8:00PM

Visit Country Club Plaza

Explore the beautiful Country Club Plaza, known for its Spanish architecture and vibrant shops and restaurants.
Free, 1 hour
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Day 3: Kansas City to San Diego

Kansas City, USA on March 5, 2025

8:00AM

Breakfast at The Corner Restaurant

Enjoy a tasty breakfast at this local favorite featuring hearty breakfast sandwiches and fresh coffee to fuel your journey.
USD15, 1 hour

9:00AM

Depart for San Diego

Begin your final leg to San Diego, approximately a 16-hour drive. Aim to break it into two segments, with a stop for the night.
N/A, 8 hours

5:00PM

Dinner at In-N-Out Burger (On the Road)

As you get closer to San Diego, grab a quick bite at In-N-Out Burger for a Californian classic. The fresh burgers and fries are always a hit.
USD15, 1 hour

6:00PM

Check into Hotel

Rest up at a comfortable hotel in a city along the route. Choose a good spot based on where you find yourself in the evening.
N/A, 2 hours
Find Hotels in Kansas City

Day 4: San Diego Arrival

San Diego, USA on March 6, 2025

8:00AM

Breakfast at Great Maple

Start your first morning in San Diego with brunch at Great Maple, famous for its modern twist on classic American fare and maple bacon doughnuts.
USD25, 1 hour

9:00AM

Relax at Balboa Park

Spend the morning exploring the beautiful gardens and museums in Balboa Park. It's a must-see cultural hub in San Diego.
Free, 2 hours

12:00PM

Lunch at The Fish Market

Enjoy a fresh seafood lunch at The Fish Market overlooking the harbor, offering a wide variety of ocean-fresh dishes.
USD30, 1.5 hours

3:00PM

Visit San Diego Zoo

Wander through the world-famous San Diego Zoo, home to thousands of animals in naturalistic habitats.
USD65, 4 hours

7:00PM

Dinner at Sicilian Venice

Wrap up your day with an Italian dinner at Sicilian Venice, known for its delicious pasta and warm ambiance.
USD35, 2 hours
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