24 days in California & Winnipeg Itinerary

24 days in California & Winnipeg Itinerary

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Route & dates

24 days in California & Winnipeg Itinerary

Start: Brandon, Canada
Fly + Drive:  15​h 45​min
1
Death Valley National Park, United States
— 3 nights
Drive:  6​h 15​min
2
San Simeon, United States
— 2 nights
Drive:  3​h
3
Monterey, United States
— 4 nights
Drive:  4​h 30​min
4
Yosemite National Park, United States
— 4 nights
Drive:  4​h
5
San Francisco, United States
— 4 nights
Fly:  8​h 45​min
6
Winnipeg, Canada
— 3 nights
Drive:  3​h 45​min
End: Brandon, Canada

3
nights
Death Valley National Park, United States

Death Valley National Park ©
Extreme heat and dryness create extreme landscapes in Death Valley National Park.
Get outdoors at Zabriskie Point and Badwater Basin. Eschew the tourist crowds and head to Artists Dr and Gower Gulch Loop. There's much more to do: explore the stunning scenery at Fall Canyon, go deep underground at Eureka Mine, take some stellar pictures from Dante's View, and hike along Wildrose Peak Trail.

To find maps, ratings, more things to do, and other tourist information, use the Death Valley National Park vacation planning tool .

Brandon, Canada to Death Valley National Park is an approximately 16-hour flight. You can also drive. Due to the time zone difference, you'll gain 2 hours traveling from Brandon to Death Valley National Park. In May in Death Valley National Park, expect temperatures between 33°C during the day and 15°C at night. Cap off your sightseeing on the 26th (Sun) early enough to go by car to San Simeon.

Things to do in Death Valley National Park

Parks Outdoors Nature
Find places to stay May 23 — 26:
Highlights from your plan
Zabriskie Point ©
Zabriskie Point
Artists Dr ©
Artists Dr
Badwater Basin ©
Badwater Basin

2
nights
San Simeon, United States

San Simeon ©
When you arrive in tiny San Simeon, which lies halfway between San Francisco and Los Angeles, you can see why William Randolph Hearst chose this coastal locale for his famous hilltop castle.
Attractions like Elephant Seal Rookery and Piedras Blancas make great kid-friendly stops. You'll explore and learn at artifacts gallery and Ephraim Pottery West Gallery. Step out of San Simeon to go to Big Sur and see Pacific Valley Bluff Trail, which is approximately 52 minutes away. There's still lots to do: explore the historical opulence of Hearst Castle, contemplate in the serene atmosphere at The Old Santa Rosa Creek Chapel, enjoy the sea views from Piedras Blancas Light Station, and kick back and relax at Moonstone Beach.

You can plan San Simeon trip in no time by asking Inspirock to help create your itinerary.

You can drive from Death Valley National Park to San Simeon in 6.5 hours. Alternatively, you can do a combination of car, bus, and train; or do a combination of bus and taxi. Traveling from Death Valley National Park in May, plan for slightly colder nights in San Simeon, with lows around 10°C. Finish your sightseeing early on the 29th (Wed) to allow enough time to drive to Monterey.

Things to do in San Simeon

Parks Outdoors Wildlife

Side Trips

Cambria, Pacific Valley Bluff Trail
Find places to stay May 26 — 29:
Highlights from your plan
Hearst Castle ©
Hearst Castle
Moonstone Beach ©
Moonstone Beach
Piedras Blancas ©
Piedras Blancas

4
nights
Monterey, United States

Monterey ©
Monterey is a city in the U.S. You'll visit kid-friendly attractions like Point Lobos and Dolphin & Whale Watching. Visiting Monterey Bay and Carmel River State Beach will get you outdoors. Change things up with these side-trips from Monterey: Big Sur (Hawthorne Gallery, Julia Pfeiffer Burns State Park, & more). There's still lots to do: explore and take pictures at Seventeen Mile Drive and kick back and relax at Lovers Point.

To find maps, photos, traveler tips, and other tourist information, go to the Monterey trip planner .

You can drive from San Simeon to Monterey in 3 hours. Other options are to take a train; or do a combination of car and bus. Expect little chillier weather when traveling from San Simeon in May: highs in Monterey hover around 21°C, while lows dip to 12°C. Cap off your sightseeing on the 2nd (Sun) early enough to go by car to Yosemite National Park.

Things to do in Monterey

Outdoors Parks Beaches

Side Trips

Big Sur, Carmel, Lovers Point
Find places to stay May 29 — Jun 2:
Highlights from your plan
Julia Pfeiffer Burns State Park ©
Julia Pfeiffer Burns State Park
Point Lobos ©
Point Lobos
Carmel River State Beach ©
Carmel River State Beach

4
nights
Yosemite National Park, United States

Yosemite National Park ©
Massive granite mountains, towering waterfalls, groves of Giant Sequoia trees, and wilderness as far as the eye can see distinguish the landscape of Yosemite National Park.
You'll discover tucked-away gems like Bodie State Historic Park and Yosemite Falls. Visiting Glacier Point and Bridalveil Fall will get you outdoors. Go for a jaunt from Yosemite National Park to Lee Vining to see Mono Lake County Park about 50 minutes away. And it doesn't end there: take some stellar pictures from Tunnel View, take in the dramatic scenery at Vernal Fall, explore the striking landscape at North Dome, and don't miss a visit to Tuolumne Grove of Giant Sequoias.

For where to stay, photos, ratings, and other tourist information, read Yosemite National Park day trip site .

Traveling by car from Monterey to Yosemite National Park takes 4.5 hours. Alternatively, you can do a combination of shuttle, flight, and car; or do a combination of flight and car. Traveling from Monterey in June, expect nights in Yosemite National Park to be a bit cooler, around 7°C, while days are a bit warmer, around 30°C. Wrap up your sightseeing on the 6th (Thu) to allow time to drive to San Francisco.

Things to do in Yosemite National Park

Parks Nature Trails

Side Trips

Bodie State Historic Park, Mono Lake County Park
Find places to stay Jun 2 — 6:
Highlights from your plan
Bodie State Historic Park ©
Bodie State Historic Park
Bridalveil Fall ©
Bridalveil Fall
Glacier Point ©
Glacier Point

4
nights
San Francisco, United States

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Alcatraz Island and Exploratorium are good opportunities to explore the local culture. Deepen your sense of the past at sights like Castello di Amorosa and The Embarcadero. Explore the numerous day-trip ideas around San Francisco: Muir Woods National Monument (in Mill Valley), Bodega Dunes (in Bodega) and Goat Rock Beach (in Jenner). And it doesn't end there: snap pictures at Golden Gate Bridge, take a tour of SS Jeremiah O'Brien, identify plant and animal life at Armstrong Redwood State Reserve, and take a leisurely stroll along Fisherman's Wharf.

For reviews, photos, other places to visit, and more tourist information, read our San Francisco trip planner .

Traveling by car from Yosemite National Park to San Francisco takes 4 hours. Alternatively, you can do a combination of car and flight; or do a combination of bus and flight. When traveling from Yosemite National Park in June, plan for slightly colder days in San Francisco, with highs around 25°C, while nights are somewhat warmer with lows around 15°C. Finish your sightseeing early on the 10th (Mon) so you can travel to Winnipeg.

Things to do in San Francisco

Parks Nature Historic Sites

Side Trips

Muir Woods National Monument, Armstrong Redwood State Reserve, Bodega Dunes, Goat Rock Beach, Castello di Amorosa
Find places to stay Jun 6 — 10:
Highlights from your plan
Muir Woods National Monument ©
Muir Woods National Monument
Alcatraz Island ©
Alcatraz Island
Golden Gate Bridge ©
Golden Gate Bridge

3
nights
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.
Explore hidden gems such as Miami Railway Museum and Bethel Heritage Park. Canadian Fossil Discovery Centre and Pembina Hills Arts Centre will appeal to museum buffs. Get out of town with these interesting Winnipeg side-trips: Lorette Golf Course (in Lorette) and Manitoba Baseball Hall Of Fame Museum (in Morden). There's lots more to do: examine the collection at Canadian Museum for Human Rights, contemplate the long history of Sir Hugh John Macdonald House Dalnavert, get a taste of the local shopping with Plug In Institute of Contemporary Art, and take in the architecture and atmosphere at St. John's Anglican Cathedral.

To find traveler tips, other places to visit, and other tourist information, read Winnipeg trip itinerary planning tool .

You can fly from San Francisco to Winnipeg in 9 hours. Other options are to drive; or take a bus. You'll lose 2 hours traveling from San Francisco to Winnipeg due to the time zone difference. In June, plan for daily highs up to 27°C, and evening lows to 15°C. Wrap up your sightseeing on the 14th (Fri) to allow time to travel back home.

Things to do in Winnipeg

Museums Historic Sites Golf

Side Trips

Morden, Miami Railway Museum, Bethel Heritage Park, Lorette Golf Course
Find places to stay Jun 10 — 14:
Highlights from your plan
Canadian Fossil Discovery Centre ©
Canadian Fossil Discovery Centre
Canadian Museum for Human Rights ©
Canadian Museum for Human Rights
The Forks National Historic Site ©
The Forks National Historic Site

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