24 days in California & Winnipeg Itinerary

24 days in California & Winnipeg Itinerary

Created using Inspirock trip itinerary maker

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Route & dates

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
Taxi + Bus:  4 h 30 min
4
Yosemite National Park, United States
— 4 nights
Fly:  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. You'll explore the less-touristy side of things at Artists Dr and Dante's View. The adventure continues: explore the stunning scenery at Fall Canyon, tour the pleasant surroundings at Wildrose Peak Trail, steep yourself in history at Eureka Mine, and don't miss a visit to Mesquite Flat Sand Dunes.

To see ratings, where to stay, and more tourist information, refer to the Death Valley National Park trip builder website.

Brandon, Canada to Death Valley National Park is an approximately 15.5-hour combination of flight and car. You can also drive. Traveling from Brandon to Death Valley National Park, you'll gain 2 hours due to the time zone difference. May in Death Valley National Park sees daily highs of 33°C and lows of 15°C at night. Finish your sightseeing early on the 26th (Sun) to allow enough time to drive 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.
Family-friendly places like Hearst Castle and Moonstone Beach will thrill your kids. Ephraim Pottery West Gallery and Artifacts Gallery will appeal to museum buffs. Step out of San Simeon with an excursion to Pacific Valley Bluff Trail in Big Sur--about 48 minutes away. There's still lots to do: enjoy the sand and surf at Piedras Blancas, visit a coastal fixture at Piedras Blancas Light Station, trek along Bluff Trail, and look for all kinds of wild species at Friends of the Elephant Seal.

To find other places to visit, more things to do, where to stay, and more tourist information, use the San Simeon trip builder tool.

You can drive from Death Valley National Park to San Simeon in 6.5 hours. Alternatively, you can fly; or do a combination of car, bus, and train. Plan for little chillier nights when traveling from Death Valley National Park in May since evenings lows in San Simeon dip to 10°C. Finish up your sightseeing early on the 29th (Wed) so you can go by car 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
Friends of the Elephant Seal ©
Friends of the Elephant Seal

4
nights
Monterey, United States

Monterey ©
Monterey is a city in the U.S. You'll explore the less-touristy side of things at Point Lobos and Carmel River State Beach. You'll visit kid-friendly attractions like Julia Pfeiffer Burns State Park and Pfeiffer State Beach. Venture out of the city with trips to Big Sur (Hawthorne Gallery, McWay Falls, &more). Next up on the itinerary: see majestic marine mammals with a dolphin and whale watching tour, contemplate the waterfront views at Monterey Bay, and enjoy the sand and surf at Lovers Point.

For ratings, photos, maps, and more tourist information, read our Monterey travel route tool.

You can drive from San Simeon to Monterey in 3 hours. Other options are to do a combination of taxi, train, and bus; or do a combination of car and bus. Traveling from San Simeon in May, you will find days in Monterey are little chillier (21°C), and nights are about the same (12°C). Finish up your sightseeing early on the 2nd (Sun) so you can travel 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.
Discover out-of-the-way places like Glacier Point and Yosemite Falls. Attractions like Yosemite, Tunnel View and Bridalveil Fall make great kid-friendly stops. Change things up with these side-trips from Yosemite National Park: Bodie State Historic Park (in Bridgeport) and Mono Lake County Park (in Lee Vining). And it doesn't end there: take in the dramatic scenery at Vernal Fall, hike along Wawona Meadow, don't miss a visit to Tuolumne Grove of Giant Sequoias, and take in the dramatic natural features at North Dome.

Use Inspirock's suggestions to plan your Yosemite National Park trip and find the best activities and attractions for your vacation.

Traveling by combination of taxi and bus from Monterey to Yosemite National Park takes 5.5 hours. Alternatively, you can fly. While traveling from Monterey, expect a bit warmer days and slightly colder nights in Yosemite National Park, ranging from highs of 30°C to lows of 7°C. Cap off your sightseeing on the 6th (Thu) early enough to travel to San Francisco.

Things to do in Yosemite National Park

Parks Nature Wildlife

Side Trips

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

4
nights
San Francisco, United States

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Family-friendly places like Alcatraz Island and Golden Gate Bridge will thrill your kids. Let the collections at Exploratorium and SS Jeremiah O'Brien capture your imagination. You'll find plenty of places to visit near San Francisco: Bodega Dunes (in Bodega), Castello di Amorosa (in Calistoga) and Muir Woods National Monument (in Mill Valley). And it doesn't end there: admire the majestic nature at Armstrong Redwood State Reserve, kick back and relax at Goat Rock Beach, take in the waterfront at Fisherman's Wharf, and take a stroll through The Embarcadero.

For ratings, other places to visit, and tourist information, go to the San Francisco day trip planning website.

Getting from Yosemite National Park to San Francisco by flight takes about 7.5 hours. Other options: do a combination of bus and subway; or take a bus. When traveling from Yosemite National Park in June, plan for a bit cooler 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) to allow enough time to travel to Winnipeg.

Things to do in San Francisco

Parks Nature Historic Sites

Side Trips

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

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.
Attractions like Canadian Museum for Human Rights and The Forks National Historic Site make great kid-friendly stops. Satisfy your inner culture vulture at Miami Railway Museum and Manitoba Baseball Hall of Fame. Change things up with these side-trips from Winnipeg: Lorette Golf Course (in Lorette), Morden (Canadian Fossil Discovery Centre & Pembina Hills Arts Centre) and Bethel Heritage Park (in Winkler). Next up on the itinerary: steep yourself in history at Sir Hugh John Macdonald House Dalnavert, browse the exhibits of Plug In Institute of Contemporary Art, take in the spiritual surroundings of Basilique-Cathedrale de Saint Boniface, and pause for some serene contemplation at St. John's Anglican Cathedral.

For other places to visit, where to stay, traveler tips, and other tourist information, you can read our Winnipeg trip maker app.

Getting from San Francisco to Winnipeg by flight takes about 8.5 hours. Other options: drive; or do a combination of bus and train. You'll lose 2 hours traveling from San Francisco to Winnipeg due to the time zone difference. June in Winnipeg sees daily highs of 27°C and lows of 15°C at night. Cap off your sightseeing on the 14th (Fri) early enough to travel back home.

Things to do in Winnipeg

Museums Historic Sites Golf

Side Trips

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

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