27 days in Canada, United States & Rosarito Itinerary

27 days in Canada, United States & Rosarito Itinerary

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Route & dates

Start: Montreal, Canada
Drive:  6 h 30 min
1
Toronto, Canada
— 2 nights
Drive:  8 h 30 min
2
Sault Ste. Marie, Canada
— 1 night
Drive:  11 h 30 min
3
Thunder Bay, Canada
— 1 night
Drive:  9 h
4
Winnipeg, Canada
— 1 night
Drive:  6 h 30 min
5
Regina, Canada
— 1 night
Drive:  8 h
6
Calgary, Canada
— 1 night
Drive:  3 h 30 min
7
Edmonton, Canada
— 1 night
Drive:  5 h 30 min
8
Banff National Park, Canada
— 2 nights
Drive:  5 h 30 min
9
Kelowna, Canada
— 1 night
Drive:  4 h 30 min
10
Vancouver, Canada
— 3 nights
Drive:  17 h
11
San Francisco, United States
— 2 nights
Drive:  6 h 30 min
12
Los Angeles, United States
— 2 nights
Drive:  2 h 30 min
13
San Diego, United States
— 1 night
Fly + Drive:  14 h 30 min
14
Rosarito, Mexico
— 1 night
Drive + Fly:  22 h 30 min
15
Grand Canyon National Park, United States
— 2 nights
+2
Bus + Taxi + Fly:  14 h
End: Montreal, Canada

2
nights
Toronto, Canada

Toronto ©
Possibly the world's most diverse city, Toronto houses over 80 ethnic communities speaking nearly 150 different languages or dialects.
Kick off your visit on the 23rd (Sat): have some family-friendly fun at Levelup Reality, examine the collection at Hockey Hall of Fame, hunt for treasures at St. Lawrence Market, contemplate in the serene atmosphere at St James Anglican Cathedral, then appreciate the extensive heritage of The Distillery District, and finally view the masterpieces at Eskimo Art Gallery. Keep things going the next day: tour the pleasant surroundings at Gibraltar Point Beach, kick back and relax at Kew-Balmy Beach, wander the streets of Cabbagetown, learn about wildlife with up-close encounters at Toronto Zoo, then contemplate the long history of Spadina Museum, and finally step into the grandiose world of Casa Loma.

To find traveler tips, more things to do, ratings, and other tourist information, go to the Toronto trip planning website.

Montreal to Toronto is an approximately 3.5- hour combination of bus, flight, and ferry. You can also fly; or drive. Expect a daytime high around 22°C in May, and nighttime lows around 11°C. On the 25th (Mon), you'll have the morning to explore before heading off to Sault Ste. Marie.

Things to do in Toronto

Museums Parks Historic Sites
Find places to stay May 23 — 25:
Highlights from your plan
Levelup Reality ©
Levelup Reality
Casa Loma ©
Casa Loma
The Distillery District ©
The Distillery District

1
night
Sault Ste. Marie, Canada

Sault Ste. Marie ©
Near the U.S./Canada border, Sault Ste.
Start off your visit on the 25th (Mon): hike along Sault ste Marie Boardwalk.

To find other places to visit, photos, reviews, and other tourist information, refer to the Sault Ste. Marie journey planning tool.

Traveling by combination of ferry and flight from Toronto to Sault Ste. Marie takes 3 hours. Alternatively, you can fly; or drive. Traveling from Toronto in May, Sault Ste. Marie is a bit cooler at night with lows of 6°C. On the 26th (Tue), you'll have the morning to explore before heading off to Thunder Bay.

Things to do in Sault Ste. Marie

Parks Casinos Trails
Find places to stay May 25 — 26:
Highlights from your plan
Sault ste Marie Boardwalk ©
Sault ste Marie Boardwalk
Fort Creek Conservation Area ©
Fort Creek Conservation Area
OLG Casino Sault Ste Marie ©
OLG Casino Sault Ste Marie

1
night
Thunder Bay, Canada

Thunder Bay ©
A welcome breath of civilization for travelers crossing the vast Canadian landscape between the two oceans, Thunder Bay represents a transportation hub linking the country's sprawling agricultural interior with the rest of the world.
Kick off your visit on the 26th (Tue): indulge your thirst for a good beer at Sleeping Giant Brewing Company and then identify plant and animal life at Mission Island Marsh Conservation Area.

For maps, photos, reviews, and tourist information, read our Thunder Bay trip itinerary planner.

You can fly from Sault Ste. Marie to Thunder Bay in 3.5 hours. Other options are to drive; or do a combination of bus and train. Traveling from Sault Ste. Marie in May, Thunder Bay is little chillier at night with lows of 2°C. You will have some time to spend on the 27th (Wed) before leaving for Winnipeg.

Things to do in Thunder Bay

Parks Wildlife Nature

Side Trip

Kakabeka Falls
Find places to stay May 26 — 27:
Highlights from your plan
Kakabeka Falls ©
Kakabeka Falls
Cascades Conservation Area ©
Cascades Conservation Area
Fort William Historical Park ©
Fort William Historical Park

1
night
Winnipeg, Canada

Winnipeg ©
At the confluence of two rivers, Winnipeg started out as a small trading post in an area inhabited by indigenous tribes for thousands of years before the European arrival.
On the 27th (Wed), examine the collection at Canadian Museum for Human Rights and then contemplate the long history of The Forks National Historic Site.

To find photos, where to stay, ratings, and other tourist information, read Winnipeg journey planner.

Getting from Thunder Bay to Winnipeg by flight takes about 3.5 hours. Other options: drive; or take a bus. Traveling from Thunder Bay to Winnipeg, you'll gain 1 hour due to the time zone difference. Traveling from Thunder Bay in May, expect a bit warmer with lows of 8°C in Winnipeg. Finish your sightseeing early on the 28th (Thu) to allow enough time to travel to Regina.

Things to do in Winnipeg

Historic Sites Museums
Find places to stay May 27 — 28:
Highlights from your plan
The Forks National Historic Site ©
The Forks National Historic Site
Canadian Museum for Human Rights
Canadian Museum for Human Rights

1
night
Regina, Canada

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.
Kick off your visit on the 28th (Thu): view the masterpieces at Yvette Moore Fine Art Gallery, steep yourself in history at Tunnels of Moose Jaw, admire the majestic nature at Wakamow Valley, then look for all kinds of wild species at Buffalo Pound Provincial Park, then identify plant and animal life at Saskatchewan Burrowing Owl Interpretive Centre, and finally putt your heart out at Squirrely Putt & Play.

To find traveler tips, reviews, where to stay, and other tourist information, read our Regina online tour planner.

Fly from Winnipeg to Regina in 3 hours. Alternatively, you can drive; or do a combination of train and bus. Traveling from Winnipeg in May, you can expect nighttime temperatures to be slightly colder in Regina, with lows of 4°C. Finish your sightseeing early on the 29th (Fri) so you can travel to Calgary.

Things to do in Regina

Parks Museums Outdoors

Side Trips

Moose Jaw, Regina Beach Recreation Site, Wascana Trails
Find places to stay May 28 — 29:
Highlights from your plan
Wakamow Valley ©
Wakamow Valley
Tunnels of Moose Jaw ©
Tunnels of Moose Jaw
Stone Hall Castle ©
Stone Hall Castle

1
night
Calgary, Canada

Known as the "Stampede City" thanks to its world-famous annual rodeo, Calgary remains a tale of two cities.
Start off your visit on the 30th (Sat): see what you can catch with a fishing tour, learn more about the world around you at Bow Habitat Station, meet the residents at The Calgary Zoo, stroll around Fort Calgary, then see the interesting displays at Glenbow Museum, and finally walk around Prince's Island Park.

To find reviews, maps, more things to do, and tourist information, go to the Calgary trip itinerary planning app.

Fly from Regina to Calgary in 3 hours. Alternatively, you can drive; or take a bus. The time zone difference when traveling from Regina to Calgary is minus 1 hour. While traveling from Regina, expect slightly colder days and about the same nights in Calgary, ranging from highs of 19°C to lows of 3°C. Wrap up your sightseeing on the 30th (Sat) to allow time to drive to Edmonton.

Things to do in Calgary

Outdoors Wildlife Tours
Find places to stay May 29 — 30:
Highlights from your plan
Fishing Charters & Tours
The Calgary Zoo ©
The Calgary Zoo
Fort Calgary ©
Fort Calgary

1
night
Edmonton, Canada

Edmonton ©
Though it suffers from frigid temperatures for much of the year, Edmonton offers a range of tourist activities for all four seasons.
Kick off your visit on the 31st (Sun): wander the streets of Whyte Avenue, find something for the whole family at Fort Edmonton Park, visit Old Strathcona, then buy something for everyone on your list at West Edmonton Mall, then find something for the whole family at World Waterpark, and finally get up close and personal with brilliant marine life at Marine Life.

To see traveler tips, more things to do, ratings, and tourist information, you can read our Edmonton trip itinerary builder.

You can drive from Calgary to Edmonton in 3.5 hours. Alternatively, you can take a bus; or fly. In May, daily temperatures in Edmonton can reach 21°C, while at night they dip to 7°C. Cap off your sightseeing on the 31st (Sun) early enough to go by car to Banff National Park.

Things to do in Edmonton

Shopping Parks Zoos & Aquariums
Find places to stay May 30 — 31:
Highlights from your plan
Whyte Avenue ©
Whyte Avenue
Fort Edmonton Park ©
Fort Edmonton Park
Old Strathcona ©
Old Strathcona

2
nights
Banff National Park, Canada

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.
Get ready for a full day of sightseeing on the 1st (Mon): get into the urban bustle at Banff Centre for Arts and Creativity, play a few rounds at Banff Springs Golf Course, take some stellar pictures from Little Beehive, then explore the galleries of Canada House Art Gallery, then stop by Willock & Sax Gallery, and finally admire the sheer force of Bow Falls.

To see other places to visit, ratings, more things to do, and other tourist information, read our Banff National Park vacation maker website.

You can drive from Edmonton to Banff National Park in 5.5 hours. Alternatively, you can do a combination of flight and bus; or take a bus. Prepare for little chillier weather when traveling from Edmonton in May: high temperatures in Banff National Park hover around 15°C and lows are around -1°C. Cap off your sightseeing on the 2nd (Tue) early enough to go by car to Kelowna.

Things to do in Banff National Park

Parks Outdoors Trails

Side Trip

Yoho National Park
Find places to stay May 31 — Jun 2:
Highlights from your plan
Moraine Lake ©
Moraine Lake
Plain of Six Glaciers ©
Plain of Six Glaciers
Big Beehive ©
Big Beehive

1
night
Kelowna, Canada

Kelowna ©
At the heart of British Columbia's wine country, Kelowna is at once both urban and rural, featuring a modern downtown encircled by picturesque hills carpeted with vineyards and orchards.
Kick off your visit on the 3rd (Wed): zoom along the surf with a waterskiing or jet-skiing adventure, stroll through Gellatly Bay Aquatic Park, tour the pleasant surroundings at Boyce-Gyro Beach Park, make a splash at H2O Adventure + Fitness Centre, then explore the activities along Lake Okanagan, and finally do a tasting at Summerhill Pyramid Winery. Here are some ideas for day two: tour the pleasant surroundings at Kettle Valley Steam Railway, kick back and relax at Powell Beach, kick back and relax at Three Mile Beach, then look for gifts at Penticton Visitor Centre, then do a tasting at Sumac Ridge Estate Winery, and finally do a tasting at Off The Grid Organic Winery.

For reviews, ratings, traveler tips, and tourist information, read Kelowna journey maker.

Drive from Banff National Park to Kelowna in 5.5 hours. Alternatively, you can do a combination of bus and flight; or do a combination of bus and car. Due to the time zone difference, you'll gain 1 hour traveling from Banff National Park to Kelowna. Finish up your sightseeing early on the 4th (Thu) so you can travel to Vancouver.

Things to do in Kelowna

Outdoors Parks Tours

Side Trips

West Kelowna, Summerland, Penticton
Find places to stay Jun 2 — 4:
Highlights from your plan
Boyce-Gyro Beach Park ©
Boyce-Gyro Beach Park
Myra Canyon Park ©
Myra Canyon Park
Sumac Ridge Estate Winery ©
Sumac Ridge Estate Winery

3
nights
Vancouver, Canada

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.
On the 4th (Thu), explore the activities along English Bay and then visit a coastal fixture at Brockton Point Lighthouse. Get ready for a full day of sightseeing on the next day: enjoy the sand and surf at Sunset Beach, kick back and relax at Kitsilano Beach, wander the streets of Granville Island, enjoy the sand and surf at English Bay Beach, then stroll around Stanley Park, and finally snap pictures at Capilano Suspension Bridge Park.

To see traveler tips, photos, other places to visit, and more tourist information, read Vancouver trip planner.

Fly from Kelowna to Vancouver in 3 hours. Alternatively, you can do a combination of taxi and flight; or drive. In June in Vancouver, expect temperatures between 24°C during the day and 15°C at night. You will leave for San Francisco on the 7th (Sun).

Things to do in Vancouver

Parks Outdoors Historic Sites

Side Trips

North Vancouver, Richmond, Centennial Beach, Lighthouse Park
Find places to stay Jun 4 — 7:
Highlights from your plan
Granville Island ©
Granville Island
Stanley Park ©
Stanley Park
Kitsilano Beach ©
Kitsilano Beach

2
nights
San Francisco, United States

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Get a sense of the local culture at Alcatraz Island and SoMa. Head to Union Square and City Lights Booksellersfor plenty of shopping. Explore the numerous day-trip ideas around San Francisco: Bodega Dunes (in Bodega), St. Helena (Modus Operandi Cellars & VGS Chateau Potelle) and Safari West (in Santa Rosa). There's still lots to do: take in the views from Golden Gate Bridge, see the interesting displays at SS Jeremiah O'Brien, get a new perspective on things with Boat Tours & Water Sports, and take in the waterfront at Fisherman's Wharf.

To see photos, reviews, where to stay, and other tourist information, go to the San Francisco trip maker.

Fly from Vancouver to San Francisco in 5.5 hours. Alternatively, you can do a combination of shuttle and flight; or drive. In June in San Francisco, expect temperatures between 25°C during the day and 15°C at night. Wrap up your sightseeing on the 10th (Wed) early enough to travel to Los Angeles.

Things to do in San Francisco

Outdoors Shopping Parks

Side Trips

St. Helena, Bodega Dunes, Safari West
Find places to stay Jun 7 — 10:
Highlights from your plan
Golden Gate Bridge ©
Golden Gate Bridge
Alcatraz Island ©
Alcatraz Island
Exploratorium ©
Exploratorium

2
nights
Los Angeles, United States

Los Angeles ©
Surrounded by mountain ranges, forests, valleys, beaches, and deserts, the metropolitan area of Los Angeles is home to over 17 million people.
Do some cultural sightseeing at The Getty Center and Los Angeles County Museum of Art. Escape the urban bustle at Venice Beach and Boardwalk and Oak Canyon Nature Center. Get out of town with these interesting Los Angeles side-trips: Anaheim (Disney California Adventure Park, Disneyland Park, &more) and Third Street Promenade (in Santa Monica). And it doesn't end there: stroll through Original Muscle Beach, identify plant and animal life at Kenneth Hahn State Recreation Area, enjoy the sand and surf at Santa Monica Bay, and see the sky in a new way at Griffith Observatory.

To find other places to visit, more things to do, reviews, and tourist information, refer to the Los Angeles driving holiday planner.

Getting from San Francisco to Los Angeles by flight takes about 4 hours. Other options: do a combination of flight and train; or drive. Traveling from San Francisco in June, expect Los Angeles to be somewhat warmer, temps between 30°C and 19°C. Wrap up your sightseeing on the 13th (Sat) early enough to drive to San Diego.

Things to do in Los Angeles

Theme Parks Shopping Parks

Side Trips

Santa Monica, Anaheim
Find places to stay Jun 10 — 13:
Highlights from your plan
Disney California Adventure Park ©
Disney California Adventure Park
Disneyland Park ©
Disneyland Park
The Getty Center ©
The Getty Center

1
night
San Diego, United States

San Diego ©
Divided into neighborhoods with distinct characters and cultural heritages, San Diego sits just north of the Mexican border and offers visitors a blend of tourist attractions, including a lively nightlife, diverse cuisine, and a thriving musical scene.
On the 13th (Sat), get to know the resident critters at San Diego Zoo, admire the majestic nature at Old Town San Diego State Historic Park, tour the pleasant surroundings at La Jolla Cove, get to know the fascinating history of Razor Point and Beach Trail Loop, then admire the majestic nature at Torrey Pines State Natural Reserve, and finally enjoy the sea views from Old Point Loma Lighthouse.

To see more things to do, where to stay, photos, and tourist information, use the San Diego trip builder tool.

You can drive from Los Angeles to San Diego in 2.5 hours. Other options are to take a bus; or fly. Traveling from Los Angeles in June, expect nights in San Diego to be about the same, around 20°C, while days are little chillier, around 26°C. On the 14th (Sun), you're off to Rosarito.

Things to do in San Diego

Parks Historic Sites Nature
Find places to stay Jun 13 — 14:
Highlights from your plan
La Jolla Cove ©
La Jolla Cove
Torrey Pines State Natural Reserve ©
Torrey Pines State Natural Reserve
San Diego Zoo ©
San Diego Zoo

1
night
Rosarito, Mexico

Rosarito ©
Rosarito is a coastal resort city in the Mexican state of Baja California located approximately 10 miles south of the U.S. To see maps, ratings, photos, and more tourist information, read Rosarito online trip planner.

The Route module can help you plan travel from San Diego to Rosarito. Expect a daytime high around 28°C in June, and nighttime lows around 18°C. Wrap up your sightseeing by early afternoon on the 15th (Mon) to allow enough time to travel to Grand Canyon National Park.

Things to do in Rosarito

Shopping Museums Wineries
Find places to stay Jun 14 — 15:
Highlights from your plan
Mercado Del Mar ©
Mercado Del Mar
La Vid ©
La Vid
Rosarito Beach
Rosarito Beach

2
nights
Grand Canyon National Park, United States

Grand Canyon National Park ©
The size, shape, and color of Grand Canyon National Park combine to leave an impression on visitors as deep as the canyon itself.
Start off your visit on the 16th (Tue): head outdoors with Bar 10 Ranch Activities, explore the stunning scenery at Inner Canyon, see the interesting displays at Yavapai Geology Museum, trek along Rim Trail, then take in breathtaking views at Grand Canyon South Rim, and finally take in breathtaking views at North Rim Visitor Center. On your second day here, trek along Tonto Trail, hike along Grandview Trail, trek along North Kaibab Trail, then hike along South Kaibab Trail, then explore the stunning scenery at Yavapai Point, and finally don't miss a visit to Grand Canyon Village.

For ratings, maps, where to stay, and more tourist information, refer to the Grand Canyon National Park trip itinerary tool.

The Route module can help you plan travel from Rosarito to Grand Canyon National Park. Due to the time zone difference, you'll lose 1 hour traveling from Rosarito to Grand Canyon National Park. While traveling from Rosarito, expect somewhat warmer days and a bit cooler nights in Grand Canyon National Park, ranging from highs of 34°C to lows of 6°C. Finish up your sightseeing early on the 18th (Thu) so you can travel back home.

Things to do in Grand Canyon National Park

Parks Outdoors Trails
Find places to stay Jun 16 — 18:
Highlights from your plan
Rim Trail ©
Rim Trail
Bright Angel Trail ©
Bright Angel Trail
Grand Canyon South Rim ©
Grand Canyon South Rim

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