Ultimate 14-Day Toronto and Calgary Itinerary: October Adventure

Day 1: Explore the Distillery

Toronto, Canada

9:00AM

Breakfast at Cluny

Start your day with a delicious French breakfast at Cluny Bistro in the Distillery District, known for its stunning architecture and atmosphere.
Located within a short walking distance from the entrance of the Distillery District.
CAD25, 1 hour

10:30AM

Distillery District Tour

Take a scenic stroll through the Distillery District, filled with galleries, boutiques, and cafes, showcasing local art.
Walking tour, self-guided or group tours available.
CAD0, 2 hours

12:30PM

Lunch at the Mill Street Brewery

Enjoy a laid-back lunch at the Mill Street Brewery, known for its craft beers and hearty pub fare in a historic setting.
On-site in the Distillery District.
CAD30, 1.5 hours

2:00PM

Royal Ontario Museum (ROM)

Discover the vast collections at ROM, ranging from natural history to world cultures, a cultural landmark in Toronto.
Take the subway from Distillery District to Museum station.
CAD23, 2.5 hours

4:30PM

Visit Kensington Market

Immerse in the vibrant atmosphere of Kensington Market, famous for its eclectic shops and street art.
Take the subway from Museum station to Queen station and then walk.
CAD0, 2 hours

6:30PM

Dinner at La Carnita

Savor some crispy tacos and handcrafted cocktails at La Carnita, a stylish taco joint in the heart of Kensington.
Within walking distance in Kensington Market.
CAD35, 1.5 hours

8:00PM

Enjoy a Live Music Show at The Garrison

End your first day with a live music performance at The Garrison, a renowned local music venue showcasing talented artists.
A short walk from La Carnita.
CAD20, 2 hours
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Day 2: Discover Toronto Islands

Toronto, Canada

9:00AM

Breakfast at St. Lawrence Market

Kick off the day with delicious pastries and coffee at St. Lawrence Market, a foodie's paradise.
Take the subway to King station and walk.
CAD15, 1 hour

10:30AM

Ferry to Toronto Islands

Catch a ferry to Toronto Islands and explore the beautiful parklands and beaches that offer stunning views of the city skyline.
Ferries leave from the Jack Layton Ferry Terminal.
CAD8, 2 hours

12:30PM

Lunch picnic on the Islands

Pack a picnic or grab snacks from local vendors and enjoy lunch on the beach with picturesque views around you.
Bring your own food or buy from local vendors.
CAD20, 1.5 hours

2:00PM

Cycling the Islands

Rent a bike and ride around the islands, discovering hidden beaches and picnic spots along the way.
Bike rentals available at the ferry terminal.
CAD15, 2 hours

4:30PM

Return to Downtown Toronto

Take the ferry back to downtown and visit the iconic CN Tower for breathtaking panoramic views of the city.
Same ferry terminal, take the ferry.
CAD8, 1 hour

5:30PM

Visit CN Tower

Experience the CN Tower's EdgeWalk or simply enjoy the breathtaking views from the observation deck.
Walking distance from the ferry terminal.
CAD38, 1.5 hours

7:00PM

Dinner at 360 Restaurant

End the day with a fine dining experience at 360 Restaurant, on the top of CN Tower, offering a rotating view of the city.
Accessible from the CN Tower.
CAD75, 2 hours
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Day 3: Cultural Tour & Urban Adventure

Toronto, Canada

9:00AM

Breakfast at Café Landwer

Savor a rich breakfast at Café Landwer, known for its Middle Eastern flair and cozy atmosphere.
A quick transit ride to College station.
CAD20, 1 hour

10:30AM

Visit the Art Gallery of Ontario (AGO)

Explore the impressive collections at the Art Gallery of Ontario, one of the most distinguished art museums in North America.
Located close to College station, a short walk.
CAD25, 2 hours

12:30PM

Lunch at Bodega

Enjoy a trendy lunch at Bodega, a local favorite known for its tapas and vibrant atmosphere.
Walking distance from AGO.
CAD35, 1.5 hours

2:00PM

Stroll through Yonge-Dundas Square

Experience the buzzing vibes of Yonge-Dundas Square, filled with shops, theaters, and street performers.
Take the subway from Queen station.
CAD0, 1 hour

3:30PM

Explore Toronto Eaton Centre

Shop and window-shop at the Toronto Eaton Centre, an iconic shopping mall with a glass-covered atrium.
Connected via Yonge-Dundas Square.
CAD0, 2 hours

5:30PM

Dinner at The Keg Steakhouse + Bar

Enjoy a classic Canadian dinner at The Keg, famed for its steak and comfortable ambiance.
A short walk from the Eaton Centre.
CAD60, 1.5 hours

7:00PM

Watch a Show at the Royal Alexandra Theatre

Conclude the night with an awe-inspiring performance at the Royal Alexandra Theatre, a great cultural experience.
Just a few blocks away.
CAD90, 2 hours
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Day 4: Niagara Falls Day Trip

Toronto, Canada

7:00AM

Breakfast at the hotel

Fuel up with a hearty breakfast at your hotel before setting off on your adventure.
Time to eat before departure.
Included, 1 hour

8:00AM

Travel to Niagara Falls

Take a guided tour or drive to Niagara Falls to witness this breathtaking natural wonder.
1.5-hour drive from Toronto or guided tour bus.
CAD100 (tour price), 1.5 hours

10:00AM

Explore Niagara Parks

Visit the beautiful gardens and parklands surrounding the falls and take great photos!
Walking around Niagara Parks is easy.
CAD0, 2 hours

12:30PM

Lunch at Queen Victoria Place Restaurant

Enjoy a meal with a view at the Queen Victoria Place Restaurant overlooking the falls.
Directly located within Niagara Parks.
CAD40, 1.5 hours

2:00PM

Maid of the Mist Boat Tour

Experience the thrills of the Maid of the Mist boat tour, getting up close to the power of the falls.
Boarding area within walking distance.
CAD30, 1 hour

3:30PM

Journey Behind the Falls

Continue your adventure with the Journey Behind the Falls experience, walking through tunnels behind the waterfalls.
Multi-attraction pass can be useful here.
CAD25, 1.5 hours

5:00PM

Return to Toronto

Head back to Toronto, reflecting on a stunning day as you travel back.
Same way back, either by car or tour.
Included in tour price, 1.5 hours

7:00PM

Dinner at Terroni

Indulge in some of the best homemade Italian dishes at Terroni to cap off your day.
Located in downtown Toronto.
CAD50, 2 hours
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Day 5: Departure to Calgary

Toronto to Calgary, Canada

9:00AM

Breakfast at Tim Hortons

Grab a classic Canadian breakfast at Tim Hortons before your journey.
Can be found at many locations in Toronto.
CAD15, 1 hour

10:30AM

Travel to Toronto Pearson Airport

Make your way to Toronto Pearson Airport for your flight to Calgary.
Use Uber or TTC to reach the airport.
CAD50, 1 hour

12:00PM

Flight from Toronto to Calgary

Enjoy your direct flight to Calgary, taking around 4 hours.
Direct flight from Toronto Pearson to Calgary International.
CAD150 (average fare), 4 hours

3:30PM

Arrival in Calgary

Arrive in Calgary and settle into your hotel, preparing for the next part of your journey.
Transportation can be arranged from the airport to the hotel.
CAD30, 1 hour

5:00PM

Dinner at Charcut Roast House

Savor a delicious meal at Charcut Roast House, known for its rustic kitchen and unique menu.
Located in Calgary’s downtown.
CAD70, 2 hours

7:30PM

Evening Stroll along the Bow River

Take a relaxing evening stroll along the Bow River, taking in the serene waters.
Short walk from the restaurant.
CAD0, 1 hour

9:00PM

Overnight in Calgary

Check in at your hotel for a restful night, surrounded by exciting adventures waiting ahead.
Located in downtown Calgary.
CAD140 (average), 0 hours
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