29 days in Canada Itinerary

29 days in Canada Itinerary

Created using Inspirock Canada trip planner

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Route & dates

29 days in Canada Itinerary

Start: George Town, Grand Cayman
Fly:  10​h
1
Vancouver
— 3 nights
Drive:  1​h 45​min
2
Whistler
— 3 nights
Drive:  4​h 45​min
3
Kamloops
— 2 nights
Drive:  5​h 30​min
4
Banff National Park
— 3 nights
Drive:  5​h 15​min
5
Edmonton
— 2 nights
Fly:  3​h 45​min
6
Regina
— 3 nights
Fly:  9​h
7
Killarney
— 1 day
Drive:  5​h 30​min
8
Niagara Falls
— 3 nights
Drive:  1​h 30​min
9
Toronto
— 5 nights
Fly:  6​h 30​min
End: George Town, Grand Cayman

3
nights
Vancouver

Vancouver ©
Known as "Hollywood North," Vancouver boasts one of the largest film/television industries in the world, second only to Los Angeles and New York.
We've included these beaches for you: Jericho Beach and Crescent Beach. Explore hidden gems such as Dolphin & Whale Watching and Adrenaline & Extreme Tours. You'll find plenty of places to visit near Vancouver: Owl Orphaned Wildlife (in Delta) and Shannon Falls Provincial Park (in Squamish). Next up on the itinerary: explore and take pictures at Granville Island, enjoy the sea views from Lighthouse Park, admire the natural beauty at Bloedel Conservatory, and contemplate the waterfront views at English Bay.

To find where to stay, ratings, reviews, and other tourist information, you can read our Vancouver trip itinerary builder site .

George Town, Cayman Islands to Vancouver is an approximately 10-hour flight. You can also do a combination of flight and shuttle; or do a combination of flight and train. Due to the time zone difference, you'll gain 3 hours traveling from George Town to Vancouver. Traveling from George Town in September, things will get much colder in Vancouver: highs are around 22°C and lows about 14°C. Finish your sightseeing early on the 21st (Sat) so you can drive to Whistler.

Things to do in Vancouver

Outdoors Parks Tours

Side Trips

Lighthouse Park, Crescent Beach, Dolphin & Whale Watching, Shannon Falls Provincial Park, Owl Orphaned Wildlife
Find places to stay Sep 18 — 21:
Highlights from your plan
Jericho Beach ©
Jericho Beach
Granville Island ©
Granville Island
Crescent Beach ©
Crescent Beach

3
nights
Whistler

Whistler ©
Home to one of the largest ski areas in North America, former logging town of Whistler provides activities and entertainment for avid nature lovers and adrenaline seekers.
Explore hidden gems such as Whistler Valley Trail and The Whistler Train Wreck Trail. Visiting Stawamus Chief Park and Lakeside Park will get you outdoors. There's lots more to do: take in the dramatic scenery at Brandywine Falls Provincial Park, head outdoors with Whistler Village Sports, tour the pleasant surroundings at Whistler Blackcomb, and explore the world behind art at Mountain Galleries at the Fairmont.

To see ratings, other places to visit, reviews, and tourist information, refer to the Whistler trip itinerary maker tool .

Drive from Vancouver to Whistler in 2 hours. Alternatively, you can take a shuttle; or take a bus. Traveling from Vancouver in September, you can expect nighttime temperatures to be slightly colder in Whistler, with lows of 7°C. Cap off your sightseeing on the 24th (Tue) early enough to go by car to Kamloops.

Things to do in Whistler

Parks Outdoors Nature

Side Trip

Stawamus Chief Park
Find places to stay Sep 21 — 24:
Highlights from your plan
Stawamus Chief Park ©
Stawamus Chief Park
Whistler Blackcomb ©
Whistler Blackcomb
Brandywine Falls Provincial Park ©
Brandywine Falls Provincial Park

2
nights
Kamloops

Frequent host of major sporting events, Kamloops calls itself the "Tournament Capital of Canada." Visitors come to watch curling and skating competitions, as well as fly fishing championships, bike races, and hockey tournaments.
On the 25th (Wed), stroll around Riverside Park - Centre of the City, then cast your line with a fishing tour, and then fly down the slopes at Sun Peaks. Here are some ideas for day two: tee off at Sunshore Golf Course, then learn about winemaking at Harper's Trail, and then kick back and relax at Pioneer Park and Beach.

To find more things to do, maps, ratings, and more tourist information, read Kamloops itinerary builder website .

Drive from Whistler to Kamloops in 5 hours. Alternatively, you can do a combination of bus and flight; or take a bus. Finish up your sightseeing early on the 26th (Thu) so you can go by car to Banff National Park.

Things to do in Kamloops

Outdoors Parks Tours

Side Trips

Sun Peaks, Sunshore Golf Course
Find places to stay Sep 24 — 26:
Highlights from your plan
Fishing Charters & Tours
Sunshore Golf Course ©
Sunshore Golf Course
Riverside Park - Centre of the City ©

3
nights
Banff National Park

Banff National Park ©
Among the world's oldest national parks, Banff National Park serves as a World Heritage-listed mecca for cyclists, hikers, skiers, bird-watchers, mountain climbers, and anyone else with a passion for exploring vast untouched wildernesses.
You'll explore the less-touristy side of things at Plain of Six Glaciers and Lake Agnes. Your cultural itinerary includes sights like Banff Avenue and Fairmont Chateau Lake Louise. You'll find plenty of places to visit near Banff National Park: Golden (Kicking Horse Pedestrian Bridge & River Rafting & Tubing). The adventure continues: get outside with Via Ferrata, contemplate the waterfront views at Lake Louise, take your sightseeing to a higher altitude at Big Beehive, and get a taste of the local shopping with Samson Native Gallery.

To find photos, where to stay, other places to visit, and more tourist information, refer to the Banff National Park trip app .

Drive from Kamloops to Banff National Park in 5.5 hours. Alternatively, you can do a combination of flight and bus; or take a bus. You'll lose 1 hour traveling from Kamloops to Banff National Park due to the time zone difference. Expect a daytime high around 15°C in September, and nighttime lows around 2°C. Wrap up your sightseeing on the 30th (Mon) early enough to drive to Edmonton.

Things to do in Banff National Park

Outdoors Parks Trails

Side Trip

Golden
Find places to stay Sep 26 — 30:
Highlights from your plan
Lake Agnes ©
Lake Agnes
Plain of Six Glaciers ©
Plain of Six Glaciers
Bow Valley Parkway ©
Bow Valley Parkway

2
nights
Edmonton

Edmonton ©
Though it suffers from frigid temperatures for much of the year, Edmonton offers a range of tourist activities for all four seasons.
Take a break from the city and head to Elk Island National Park and Cooking Lake. Step off the beaten path and head to Fort Edmonton Park and Pocahontas Coal Mine Trail. Next up on the itinerary: trek along Cavell Meadows Trail, ponder the world of politics at Alberta Legislature Building, and take in the dramatic natural features at Goat Lick.

To see photos, more things to do, reviews, and more tourist information, use the Edmonton road trip planning app .

You can drive from Banff National Park to Edmonton in 5.5 hours. Alternatively, you can do a combination of bus and flight; or take a bus. Traveling from Banff National Park in October, things will get somewhat warmer in Edmonton: highs are around 12°C and lows about 1°C. Finish your sightseeing early on the 3rd (Thu) to allow enough time to travel to Regina.

Things to do in Edmonton

Parks Nature Outdoors

Side Trips

Jasper National Park, Cooking Lake
Find places to stay Sep 30 — Oct 3:
Highlights from your plan
Elk Island National Park ©
Elk Island National Park
Cavell Meadows Trail ©
Cavell Meadows Trail
Cooking Lake ©
Cooking Lake

3
nights
Regina

Regina ©
Named after Queen Victoria, cultured Regina serves as a provincial capital and boasts many manicured parks, which make it a pleasant place to visit throughout the year.
Get some cultural insight at Stone Hall Castle and RCMP Heritage Centre. Deepen your sense of the past at sights like Tunnels of Moose Jaw and Holy Rosary Cathedral. Take a break from Regina with a short trip to Motherwell Homestead in Abernethy, about 1h 15 min away. There's much more to do: see the interesting displays at Royal Saskatchewan Museum, stroll around Wascana Centre Park, browse the fresh offerings at Regina Farmers' Market, and engage your brain at Saskatchewan Science Centre.

For other places to visit, where to stay, maps, and tourist information, refer to the Regina road trip tool .

Fly from Edmonton to Regina in 4 hours. Alternatively, you can do a combination of bus and flight; or drive. Due to the time zone difference, you'll lose 1 hour traveling from Edmonton to Regina. October in Regina sees daily highs of 13°C and lows of -1°C at night. Finish your sightseeing early on the 6th (Sun) to allow enough time to travel to Killarney.

Things to do in Regina

Museums Historic Sites Childrens Museums

Side Trips

Tunnels of Moose Jaw, Motherwell Homestead
Find places to stay Oct 3 — 6:
Highlights from your plan
Stone Hall Castle ©
Stone Hall Castle
Tunnels of Moose Jaw ©
Tunnels of Moose Jaw
Royal Saskatchewan Museum ©
Royal Saskatchewan Museum

1
day
Killarney

Killarney ©
On the 7th (Mon), explore the striking landscape of Killarney Provincial Park.

For other places to visit and more tourist information, refer to the Killarney trip itinerary planning website .

Use the Route module to find suitable travel options from Regina to Killarney. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. Traveling from Regina in October, expect a bit warmer with lows of 7°C in Killarney. Finish your sightseeing early on the 7th (Mon) to allow enough time to travel to Niagara Falls.

Things to do in Killarney

Nature Parks
Find places to stay Oct 6 — 7:
Highlights from your plan
Killarney Provincial Park ©
Killarney Provincial Park

3
nights
Niagara Falls

Niagara Falls ©
Indisputably one of the world's most impressive natural sights, Niagara Falls straddle the United States/Canada border, marking the spot at which a thundering river plunges over a major escarpment.
Satisfy your inner culture vulture at Niagara River Recreation Trail and Konzelmann Estate Winery. Get outdoors at Niagara Glen Nature Areas and Niagara Falls. There's still lots to do: admire the sheer force of Horseshoe Falls, do a tasting at Caroline Cellars Winery, sample the fine beverages at Wayne Gretzky Estates Winery and Distillery, and view the masterpieces at Niagara-On-The-Lake Hockey.

For where to stay, other places to visit, reviews, and other tourist information, refer to the Niagara Falls trip itinerary builder .

Traveling by car from Killarney to Niagara Falls takes 5.5 hours. Alternatively, you can fly. When traveling from Killarney in October, plan for somewhat warmer days in Niagara Falls, with highs around 20°C, while nights are about the same with lows around 9°C. Finish up your sightseeing early on the 11th (Fri) so you can go by car to Toronto.

Things to do in Niagara Falls

Wineries Parks Outdoors

Side Trip

Niagara-on-the-Lake
Find places to stay Oct 7 — 11:
Highlights from your plan
Niagara River Recreation Trail ©
Niagara River Recreation Trail
Konzelmann Estate Winery ©
Konzelmann Estate Winery
Horseshoe Falls ©
Horseshoe Falls

5
nights
Toronto

Toronto ©
Possibly the world's most diverse city, Toronto houses over 80 ethnic communities speaking nearly 150 different languages or dialects.
Get some cultural insight at Peterborough Lift Lock and The Distillery District. Visit HMCS Haida National Historic Site and Casa Loma for their historical value. Change things up with these side-trips from Toronto: Cobourg Beach (in Cobourg) and Burlington Waterfront Trail (in Burlington). The adventure continues: take in panoramic vistas at CN Tower, examine the collection at Hockey Hall of Fame, wander the streets of Port Credit, and go on a hair-raising tour with a ghost and vampire tour.

To see more things to do, photos, where to stay, and other tourist information, use the Toronto trip builder app .

Drive from Niagara Falls to Toronto in 1.5 hours. Alternatively, you can take a bus; or take a train. October in Toronto sees daily highs of 18°C and lows of 9°C at night. Wrap up your sightseeing by early afternoon on the 16th (Wed) to allow enough time to travel back home.

Things to do in Toronto

Neighborhoods Historic Sites Museums

Side Trips

Peterborough Lift Lock, HMCS Haida National Historic Site, Burlington Waterfront Trail, Port Credit, Cobourg Beach
Find places to stay Oct 11 — 16:
Highlights from your plan
Cobourg Beach ©
Cobourg Beach
Peterborough Lift Lock ©
Peterborough Lift Lock
The Distillery District ©
The Distillery District

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