11-Day Family Adventure: Calgary to Charlottetown

Day 1: Explore Calgary

Calgary, Canada on July 4, 2025

8:00AM

Breakfast at OEB Breakfast Co.

Start your journey with a delightful breakfast of eggs benedict and pancakes at this local favorite.
Located in downtown Calgary, easy to reach before heading out.
CAD 60, 1.5 hours

10:00AM

Visit Calgary Zoo

Visit the sprawling Calgary Zoo and see its amazing collection of animals from around the world, engaging the kids while learning about wildlife.
Head south for a 10-minute drive from OEB Breakfast Co.
CAD 90, 3 hours

1:00PM

Lunch at The Nash

Enjoy a farm-to-table lunch featuring locally sourced cuisine perfect for the whole family.
15-minute drive from the zoo.
CAD 80, 1.5 hours

3:00PM

Heritage Park Historical Village

Step back in time at this historical village that showcases prairie life with interactive exhibits and rides.
20-minute drive from lunch.
CAD 80, 3.5 hours

7:00PM

Dinner at Charcut Roast House

Indulge in a sumptuous dinner featuring artisan meats and delicious sides.
Located nearby in downtown Calgary.
CAD 150, 2 hours

9:00PM

Evening Stroll at Prince's Island Park

Finish your day with a relaxing evening walk along the Bow River at this beautiful city park.
10-minute drive from dinner.
Free, 1 hour
View Hotel Availability

Day 2: Nature at Grasslands

Grasslands National Park, Canada on July 5, 2025

7:00AM

Breakfast at Stage West World Casino

Fuel up with breakfast at this nearby casino's buffet before hitting the road.
15-minute drive from your hotel.
CAD 50, 1.5 hours

9:00AM

Drive to Grasslands National Park

Set out on a picturesque drive to Grasslands boosting stunning views of vast prairies.
Approximately 3.5-hour drive.
CAD 40 (fuel), 3.5 hours

12:30PM

Lunch Picnic at Grasslands

Pack a picnic and enjoy lunch surrounded by the beautiful grasslands, spotting unique wildlife.
Bring food from Calgary or purchase at a nearby store.
CAD 30, 1 hour

1:30PM

Hiking in Grasslands

Embark on a family-friendly hike on one of the scenic trails that showcase the park’s stunning landscape.
Park trails easily accessible after lunch.
Free, 3 hours

5:30PM

Explore the Visitor Center

Visit the Visitor Center to learn more about the park's ecology and history and to grab souvenirs.
Located near the entrance to the park.
Free, 1 hour

6:30PM

Dinner at Cypress Hills Resort

End your adventurous day with a delightful dinner at the nearby resort restaurant.
15-minute drive from the park.
CAD 90, 1.5 hours

8:00PM

Stargazing at Grasslands

Enjoy a spectacular stargazing experience far away from city lights; let the kids marvel at the galaxy.
Explore near your accommodation or park's viewing areas.
Free, 1 hour
View Hotel Availability

Day 3: City Escape to Fargo

Fargo, USA on July 6, 2025

7:00AM

Breakfast at The Hotel Fort Garry

Recharge with breakfast at the hotel's charming café before hitting the road.
Located 30 minutes from Grasslands National Park.
CAD 50, 1.5 hours

8:30AM

Drive to Fargo

Hit the road from Grasslands to Fargo, enjoying the rural scenery on the way.
Approximate 5-hour drive via Interstate 29.
CAD 60 (fuel), 5 hours

1:30PM

Lunch at Radio Free Fargo

Relax at this local gem serving creative sandwiches and salads while enjoying live music.
Located downtown Fargo.
USD 80, 1.5 hours

3:00PM

Visit the Plains Art Museum

Explore this exquisite museum featuring works reflecting the culture of the region and the surrounding states.
Take a short walk from lunch.
USD 15, 1.5 hours

5:00PM

Explore Historic Fargo Theatre

Admire the historic charm of Fargo Theatre and learn about its rich cultural history.
Short drive from the museum.
USD 10, 2 hours

7:00PM

Dinner at The Boiler Room

Savor a dinner of hand-crafted dishes in a unique, cozy atmosphere.
Located not far from the theatre.
USD 100, 2 hours

9:00PM

Relax at Lindenwood Park

Take a stroll as the sun sets over the river at this lovely park with scenic views.
5-minute drive from dinner.
Free, 1 hour
View Hotel Availability

Day 4: Fun in Wisconsin Dells

Wisconsin Dells, USA on July 7, 2025

7:00AM

Breakfast at One More Bite

Enjoy a hearty breakfast at this family-friendly diner with a wide selection of delicious options.
Close to your Fargo hotel.
USD 50, 1.5 hours

8:30AM

Drive to Wisconsin Dells

Embark on a drive from Fargo to Wisconsin Dells, known for its water parks and family attractions.
About a 5-hour drive via I-94.
USD 60 (fuel), 5 hours

1:30PM

Lunch at Buffalo Phil's Pizza & Grille

Enjoy a fun atmosphere and satisfying pizza to energize the family for the day ahead.
Located in the heart of Wisconsin Dells.
USD 80, 1.5 hours

3:00PM

Noah's Ark Waterpark

Spend the afternoon splashing around at America’s largest water park, where fun awaits for everyone.
Short drive or walk from lunch.
USD 130, 3 hours

6:00PM

Dinner at The Del Bar

Dine at this classic Wisconsin spot specializing in steak and seafood in a charming atmosphere.
5-minute drive from the water park.
USD 120, 2 hours

8:00PM

Evening Stroll at the River Walk

Take a leisurely stroll along the picturesque river walk to wind down after an exciting day.
Close to your dinner location.
Free, 1 hour
View Hotel Availability

Day 5: Urban Exploration in Chicago

Chicago, USA on July 8, 2025

7:00AM

Breakfast at Wildberry Pancakes and Cafe

Start your day with delicious pancakes and a vibrant atmosphere to energize everyone.
About 10 minutes from your hotel in Wisconsin Dells.
USD 70, 1.5 hours

8:30AM

Drive to Chicago

Travel south to Chicago for an exciting urban adventure, with plenty to explore.
Around a 3.5-hour drive via I-90.
USD 40 (fuel), 3.5 hours

12:30PM

Lunch at Lou Malnati's Pizzeria

Taste authentic Chicago-style deep-dish pizza at one of Chicago’s most famous pizzerias.
Located centrally in Chicago.
USD 100, 1.5 hours

2:00PM

Millennium Park Exploration

Discover the vibrant sights of Millennium Park, including the famous Cloud Gate sculpture.
10-minute drive or walk from lunch.
Free, 2 hours

4:00PM

Visit the Field Museum

Engage in interactive exhibits and fascinating artifacts at one of the largest natural history museums in the world.
Short drive from Millennium Park.
USD 100, 3 hours

7:00PM

Dinner at The Smith

Dine on exquisite American cuisine in this upscale ambiance for a memorable evening.
Short drive from the museum.
USD 150, 2 hours

9:00PM

Navy Pier Evening Stroll

End your exciting day with a leisurely stroll at Navy Pier, taking in the beautiful lights of the city.
About 10-minute drive from dinner.
Free, 1 hour
View Hotel Availability

Day 6: Cleveland's Cultural Gems

Cleveland, USA on July 9, 2025

7:00AM

Breakfast at Blue Door Kitchen & Garden

Savor a delightful breakfast featuring fresh ingredients and seasonal fare.
Short drive from your hotel.
USD 60, 1.5 hours

8:30AM

Drive to Cleveland

Travel from Chicago to Cleveland to discover its artistic and cultural treasures.
Around a 5-hour drive via I-90.
USD 50 (fuel), 5 hours

1:30PM

Lunch at West Side Market Café

Grab a casual lunch featuring fresh, local ingredients at this bustling market café.
Short drive from the car park.
USD 70, 1 hour

2:30PM

Explore Rock & Roll Hall of Fame

Experience the history of rock music through interactive exhibits and memorabilia at this iconic museum.
Located on the shores of Lake Erie.
USD 40, 2.5 hours

5:00PM

Cleveland Botanical Garden

Wander the beautifully curated gardens and the stunning glasshouse at this peaceful oasis.
Short drive from the hall.
USD 20, 2 hours

7:00PM

Dinner at Lola Bistro

Enjoy an upscale dining experience with a creative menu focusing on locally-sourced ingredients.
Short drive from the botanical gardens.
USD 130, 2 hours

9:00PM

Evening Walk at Edgewater Park

Unwind by strolling along the beautiful lakefront park, enjoying views of the city skyline.
5-minute drive from dinner.
Free, 1 hour
View Hotel Availability

Day 7: Toronto Treasures

Toronto, Canada on July 10, 2025

7:00AM

Breakfast at St. Lawrence Market

Indulge in a great breakfast from various vendors offering everything from pastries to fresh coffee.
Close to your Cleveland hotel.
USD 50, 1.5 hours

8:30AM

Drive to Toronto

Transition back into Canada and head to the vibrant city of Toronto.
A 4-5 hour drive via I-90 and QEW.
CAD 60 (fuel), 5 hours

1:30PM

Lunch at The Chase Fish and Oyster

Enjoy a fabulous seafood lunch at this trendy restaurant known for its fresh catch.
Located in downtown Toronto.
CAD 120, 1.5 hours

3:00PM

Visit CN Tower

Take in breathtaking views of the city at the iconic CN Tower, and enjoy the glass floor experience.
Short walk from lunch.
CAD 50, 1.5 hours

4:30PM

Ripley's Aquarium of Canada

Explore a mesmerizing underwater world with interactive exhibits and a walk-through tunnel.
Located next to CN Tower.
CAD 40, 2.5 hours

7:00PM

Dinner at Canoe Restaurant

Savor upscale Canadian cuisine with breathtaking views overlooking the city from the 54th floor.
Short drive from the aquarium.
CAD 200, 2 hours

9:00PM

Stroll through Distillery District

Enjoy a charming evening stroll through the historic Distillery District, known for its cobblestone streets and unique shops.
1-mile drive from dinner.
Free, 1 hour
View Hotel Availability

Day 8: Ottawa's Historical Wonders

Ottawa, Canada on July 11, 2025

7:00AM

Breakfast at The Whalesbone

Start your day with a seafood-inspired breakfast at this local favorite.
Close to your Toronto hotel.
CAD 60, 1.5 hours

8:30AM

Drive to Ottawa

Journey to the capital city of Canada, enjoying the scenic route as you go.
Around a 4-5 hour drive via Highway 416.
CAD 50 (fuel), 5 hours

1:30PM

Lunch at ByWard Market

Explore ByWard Market and pick from various food options, with many vendors offering local delicacies.
Located in downtown Ottawa.
CAD 100, 1.5 hours

3:00PM

Canadian Museum of History

Discover the cultural history of Canada through informative exhibits and breathtaking architecture.
Short drive from the market.
CAD 20, 2.5 hours

5:30PM

Parliament Hill Tour

Embark on a guided tour of Canada's Parliament buildings, an essential part of the nation's history.
Short drive from the museum.
Free, 1.5 hours

7:00PM

Dinner at Play Food & Wine

Indulge in a stylish dinner featuring a menu driven by seasonal ingredients and wine pairings.
Short drive from Parliament Hill.
CAD 130, 2 hours

9:00PM

Stroll along the Rideau Canal

Enjoy a lovely evening walk by the scenic Rideau Canal, especially picturesque in the twilight.
1-mile drive from the restaurant.
Free, 1 hour
View Hotel Availability

Day 9: Cultural Delights in Montreal

Montreal, Canada on July 12, 2025

7:00AM

Breakfast at L'Avenue

Wake up to a delightful breakfast at this popular Montreal spot known for its creative menu.
Close to your Ottawa hotel.
CAD 60, 1.5 hours

8:30AM

Drive to Montreal

Set out on a 2-hour drive to the vibrant city of Montreal, known for its rich culture and arts scene.
Approximately 2-hour drive via Highway 40.
CAD 30 (fuel), 2 hours

10:30AM

Explore Mount Royal Park

Take in panoramic views of the city and enjoy a family-friendly nature walk in the park.
A short drive away from your hotel.
Free, 2 hours

12:30PM

Lunch at Schwartz's Deli

Savor the famous Montreal-style smoked meat sandwich at this iconic deli, a must-try for any visitor.
A short distance from Mount Royal Park.
CAD 40, 1.5 hours

2:00PM

Visit the Montreal Museum of Fine Arts

Explore the extensive collection of art within one of Canada’s most renowned art museums.
Short drive from the deli.
CAD 20, 3 hours

5:30PM

Explore Old Montreal

Stroll through cobblestone streets filled with boutiques, cafes, and rich history.
A quick drive away.
Free, 1.5 hours

7:00PM

Dinner at Toqué!

Experience a fine dining experience highlighting Quebec's culinary heritage in an upscale atmosphere.
Located close to your hotel.
CAD 200, 2 hours

9:00PM

Evening Canal Walk

Finish your day with a picturesque walk along the Lachine Canal, seeing the waterfront lights.
Located near the restaurant.
Free, 1 hour
View Hotel Availability

Day 10: Quebec City's Heritage

Quebec City, Canada on July 13, 2025

7:00AM

Breakfast at Les Cafés de l'Ancien Port

Enjoy a delightful breakfast with stunning views of the Old Port at this charming café.
Close to your Montreal hotel.
CAD 60, 1.5 hours

8:30AM

Drive to Quebec City

Travel to Quebec City to explore its rich history and beautiful architecture.
About a 3-hour drive via Highway 20.
CAD 40 (fuel), 3 hours

11:30AM

Lunch at Le Lapin Sauté

Savor local dishes in this delightful restaurant located in Old Quebec, ideal for families.
Short drive into Old Quebec.
CAD 80, 1.5 hours

1:00PM

Explore Old Quebec

Wander around Old Quebec, a UNESCO World Heritage site, filled with history and culture.
Stroll around the charming streets.
Free, 2 hours

3:00PM

Visit Château Frontenac

Snap photos at one of the most photographed hotels in the world, a remarkable icon of the city.
Walking distance from Old Quebec.
Free, 1 hour

4:00PM

Montmorency Falls

Marvel at the stunning Montmorency Falls, higher than Niagara Falls, with scenic trails and views.
Short drive from downtown.
CAD 15, 2 hours

6:30PM

Dinner at Le Cercle

Wind down with a cozy dinner featuring local ingredients and innovative dishes.
Return to Quebec City.
CAD 120, 2 hours

9:00PM

Evening Stroll along Dufferin Boardwalk

Enjoy a peaceful evening walk along the boardwalk with captivating views of the St. Lawrence River.
Short drive from dinner.
Free, 1 hour
View Hotel Availability

Day 11: Final Destination - Charlottetown

Charlottetown, Canada on July 14, 2025

7:00AM

Breakfast at Cora's

Enjoy a vibrant breakfast at this chains specialty in fresh fruit and hearty Canadian breakfasts.
Close to your Quebec City hotel.
CAD 50, 1.5 hours

8:30AM

Drive to Charlottetown

Journey to the beautiful Prince Edward Island and your final destination of Charlottetown.
About a 5-hour drive including ferry.
CAD 70 (fuel and ferry fee), 5 hours

1:30PM

Lunch at The Pilot House

Enjoy a delicious lunch near the waterfront at this popular local spot known for its seafood.
Located in downtown Charlottetown.
CAD 80, 1.5 hours

3:00PM

Explore Victoria Park

Spend the afternoon enjoying the scenic views of water, walking trails, and historical sites.
About a 5-minute drive from lunch.
Free, 2 hours

5:00PM

Visit Confederation Centre of the Arts

Immerse yourself in local culture and arts at this renowned center that showcases performances and exhibitions.
Short drive from the park.
CAD 20, 2 hours

7:30PM

Final Dinner at The PEI Brewing Company

Enjoy a final delicious dinner at a craft brewery with locally brewed beers and comfort food.
Located a short drive away.
CAD 100, 2 hours

9:30PM

Evening Walk Along the Waterfront

End your journey with a relaxing stroll along the waterfront, reflecting on your fabulous adventure.
Located close to the brewery.
Free, 1 hour
View Hotel Availability