59 days in California Itinerary

59 days in California Itinerary

Created using Inspirock United States travel route planner

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Route & dates

59 days in California Itinerary

Start: Great Falls
Fly + taxi:  7​h
1
Healdsburg
— 9 nights
Drive:  1​h 15​min
2
Philo
— 4 nights
Drive:  3​h 45​min
3
Plymouth
— 7 nights
Drive:  2​h 15​min
4
Yosemite National Park
— 7 nights
Drive:  4​h 45​min
5
Carmel
— 7 nights
Drive:  2​h 15​min
6
Paso Robles
— 9 nights
Drive:  2​h 30​min
7
Santa Barbara
— 7 nights
Drive:  5​h 15​min
8
Death Valley National Park
— 7 nights
+2
taxi + bus + Fly:  8​h 30​min
End: Great Falls

9
nights
Healdsburg

Healdsburg ©
The quaint city of Healdsburg is one of northern California's wine capitals, serving as the meeting point for three of Sonoma's most important wine-producing regions.
Discover out-of-the-way places like Sapphire Hill Winery and Mazzocco Sonoma. Venture out of the city with trips to BobDog Winery (in Cloverdale), Clearlake Oaks (Brassfield Estate Winery & Cache Creek Vineyards & Winery) and Calistoga (Storybook Mountain Vineyards, Tedeschi Family Winery, & more). There's more to do: do a tasting at Williams Selyem Winery.

For reviews, ratings, traveler tips, and other tourist information, read our Healdsburg visit planner.

Great Falls to Healdsburg is an approximately 7-hour combination of flight and taxi. You can also do a combination of shuttle, flight, and taxi; or drive. Traveling from Great Falls to Healdsburg, you'll gain 1 hour due to the time zone difference. When traveling from Great Falls in January, plan for warmer days and somewhat warmer nights in Healdsburg: temperatures range from 60°F by day to 37°F at night. Wrap up your sightseeing on the 10th (Thu) to allow time to travel to Philo.

Things to do in Healdsburg

Wineries Historic Sites

Side Trips

Calistoga, Geyserville, St. Helena, Clearlake Oaks, Fort Ross Vineyard & Winery
Find places to stay Jan 1 — 10:
Highlights from your plan
Stephen & Walker Winery ©
Stephen & Walker Winery
Sapphire Hill Winery ©
Sapphire Hill Winery
Brassfield Estate Winery ©
Brassfield Estate Winery

4
nights
Philo

Philo ©
Philo is a census-designated place in Mendocino County, California. You'll explore the less-touristy side of things at Navarro Vineyards and Phillips Hill Winery. Explore Philo's surroundings by going to Barra of Mendocino Winery (in Redwood Valley), Yorkville Cellars (in Yorkville) and Nelson Family Vineyards (in Ukiah). And it doesn't end there: do a tasting at Handley Cellars Winery, admire the verdant scenery at Anderson Valley, and admire the majestic nature at Hendy Woods State Park.

To see more things to do, photos, traveler tips, and other tourist information, you can read our Philo holiday planning tool .

Drive from Healdsburg to Philo in 1.5 hours. In January, daytime highs in Philo are 59°F, while nighttime lows are 37°F. Finish up your sightseeing early on the 14th (Mon) so you can travel to Plymouth.

Things to do in Philo

Wineries Parks Nature

Side Trips

Boonville, Ukiah, Yorkville Cellars, Barra of Mendocino Winery, Saracina Vineyards
Find places to stay Jan 10 — 14:
Highlights from your plan
Navarro Vineyards ©
Navarro Vineyards
Handley Cellars Winery ©
Handley Cellars Winery
Lula Cellars ©
Lula Cellars

7
nights
Plymouth

Plymouth ©
Plymouth is a city in Amador County, California, United States. Discover out-of-the-way places like Windwalker Vineyards and Cantiga Wineworks. Explore Plymouth's surroundings by going to Placerville (Narrowgate Vineyards & Holly's Hill Vineyard), Chatom Vineyards Inc (in Murphys) and Fair Play (Perry Creek Vineyards, Charles B. Mitchell Vineyards, & more). There's still lots to do: learn about winemaking at Renwood Winery.

Before you visit Plymouth, use our trip planner to discover what you can do and see there.

Traveling by car from Philo to Plymouth takes 4 hours. While traveling from Philo, expect little chillier days and about the same nights in Plymouth, ranging from highs of 54°F to lows of 42°F. Wrap up your sightseeing on the 21st (Mon) early enough to travel to Yosemite National Park.

Things to do in Plymouth

Wineries Golf Outdoors

Side Trips

Fair Play, Camino, Placerville, Lodi, Saint Sava Serbian Orthodox Church
Find places to stay Jan 14 — 21:
Highlights from your plan
Windwalker Vineyards ©
Windwalker Vineyards
Cantiga Wineworks ©
Cantiga Wineworks
Charles B. Mitchell Vineyards ©
Charles B. Mitchell Vineyards

7
nights
Yosemite National Park

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.
Step off the beaten path and head to Valley View and Idle Hour Winery. Get out of town with these interesting Yosemite National Park side-trips: June Lake (June Mountain & June Lake Brewing) and Groveland (Yosemite Cellars & Pine Mountain Lake Golf Course). On the 28th (Mon), spend an exhilarating day on the slopes at Yosemite Ski and Snowboard Area. There's still lots to do: make a trip to Olmsted Point, take your sightseeing to a higher altitude at Cathedral Beach Picnic Area, admire the sheer force of Yosemite Falls, and snap pictures at Pohono Bridge.

To see reviews, ratings, photos, and tourist information, read Yosemite National Park road trip site .

Drive from Plymouth to Yosemite National Park in 3 hours. Expect slightly colder weather when traveling from Plymouth in January: highs in Yosemite National Park hover around 44°F, while lows dip to 13°F. Finish your sightseeing early on the 28th (Mon) so you can drive to Carmel.

Things to do in Yosemite National Park

Parks Outdoors Nature

Side Trips

Groveland, June Lake, Idle Hour Winery
Find places to stay Jan 21 — 28:
Highlights from your plan
Glacier Point ©
Glacier Point
Olmsted Point ©
Olmsted Point
Idle Hour Winery ©
Idle Hour Winery

7
nights
Carmel

Carmel ©
Carmel-by-the-Sea, often simply called Carmel, is a city in Monterey County, California, United States, founded in 1902 and incorporated on October 31, 1916. Eschew the tourist crowds and head to Julia Pfeiffer Burns State Park and Parsonage Winery Tasting Room. Change things up with these side-trips from Carmel: Carmel Valley (Joyce Vineyards, Cima Collina, & more), Big Sur (Pfeiffer State Beach, Partington Cove, & more) and Scheid Vineyards (in Greenfield). There's still lots to do: look for gifts at The Cheese Shop, immerse yourself in nature at Point Lobos, do a tasting at Hahn Estate Winery, and kick back and relax at Del Mar Beach.

To find traveler tips, maps, ratings, and more tourist information, read Carmel online driving holiday planner .

Drive from Yosemite National Park to Carmel in 5 hours. Alternatively, you can do a combination of car, flight, and bus; or do a combination of car, flight, shuttle, and bus. When traveling from Yosemite National Park in January, plan for somewhat warmer days and much warmer nights in Carmel: temperatures range from 62°F by day to 44°F at night. Wrap up your sightseeing on the 4th (Mon) early enough to drive to Paso Robles.

Things to do in Carmel

Outdoors Parks Beaches

Side Trips

Carmel Valley, Big Sur, Monterey, Soledad, Pacific Grove
Find places to stay Jan 28 — Feb 4:
Highlights from your plan
Carmel River State Beach ©
Carmel River State Beach
Julia Pfeiffer Burns State Park ©
Julia Pfeiffer Burns State Park
Parsonage Winery Tasting Room ©
Parsonage Winery Tasting Room

9
nights
Paso Robles

Paso Robles ©
A town of hot springs and wine, Paso Robles (or "Pass of the Oaks") feels like a desert paradise to those who travel here.
Explore hidden gems such as JUSTIN Vineyards and Winery and Kiamie Wine Cellars. Get out of town with these interesting Paso Robles side-trips: Cambria (Moonstone Beach & Cambria Nursery & Florist), Elephant Seal Rookery (in San Simeon) and Morro Rock (in Morro Bay). There's more to do: learn about winemaking at Derby Wine Estates.

To see reviews, maps, where to stay, and tourist information, read our Paso Robles trip maker tool .

Traveling by car from Carmel to Paso Robles takes 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Carmel in February, plan for slightly colder nights in Paso Robles, with lows around 38°F. Finish your sightseeing early on the 13th (Wed) to allow enough time to drive to Santa Barbara.

Things to do in Paso Robles

Wineries Parks Outdoors

Side Trips

Templeton, Cambria, Elephant Seal Rookery, Ancient Peaks Winery, Morro Rock
Find places to stay Feb 4 — 13:
Highlights from your plan
Derby Wine Estates ©
Derby Wine Estates
JUSTIN Vineyards and Winery ©
JUSTIN Vineyards and Winery
Moonstone Beach ©
Moonstone Beach

7
nights
Santa Barbara

Santa Barbara ©
Nestled between the Pacific Ocean and the Santa Ynez Mountains, Santa Barbara is a solid vacation destination with its wide beaches, renowned wineries, and some of California's finest shopping and dining options.
You'll explore the less-touristy side of things at Carpinteria State Beach and Santa Ynez Valley. Get out of town with these interesting Santa Barbara side-trips: Casa Dumetz Wines (in Los Alamos), Los Olivos (Demetria Winery & Vineyard, Koehler Winery, & more) and Lompoc (Taste of Sta. Rita Hills, Montemar Winery, & more). Dedicate the 16th (Sat) to wine at some of the top wineries in the area. The adventure continues: learn about winemaking at Sunstone Vineyards & Winery, look for all kinds of wild species at Douglas Family Preserve, contemplate the long history of Old Mission Santa Barbara, and admire the natural beauty at Alice Keck Park Memorial Gardens.

To find ratings, where to stay, more things to do, and tourist information, refer to the Santa Barbara online road trip planner .

Getting from Paso Robles to Santa Barbara by car takes about 2.5 hours. Other options: take a bus; or take a train. Traveling from Paso Robles in February, expect somewhat warmer with lows of 44°F in Santa Barbara. Wrap up your sightseeing on the 20th (Wed) early enough to drive to Death Valley National Park.

Things to do in Santa Barbara

Wineries Tours Parks

Side Trips

Los Olivos, Lompoc, Santa Ynez, Casa Dumetz Wines, Carivintas Winery
Find places to stay Feb 13 — 20:
Highlights from your plan
Carhartt Vineyard ©
Carhartt Vineyard
Carpinteria State Beach ©
Carpinteria State Beach
Sunstone Vineyards & Winery ©
Sunstone Vineyards & Winery

7
nights
Death Valley National Park

Death Valley National Park ©
Extreme heat and dryness create extreme landscapes in Death Valley National Park.
Discover out-of-the-way places like Ubehebe Crater and Mosaic Canyon. Get out of town with these interesting Death Valley National Park side-trips: Lone Pine (California Historical Landmark 507, Museum of Western Film History, & more). There's much more to do: take in breathtaking views at Golden Canyon, explore and take pictures at Artists Dr, explore the striking landscape at Zabriskie Point, and admire the sheer force of Darwin Falls.

To see traveler tips, ratings, and more tourist information, refer to the Death Valley National Park driving holiday app .

You can drive from Santa Barbara to Death Valley National Park in 5.5 hours. Other options are to do a combination of train, bus, and car; or take a bus. Traveling from Santa Barbara in February, Death Valley National Park is a bit cooler at night with lows of 37°F. Wrap up your sightseeing by early afternoon on the 28th (Thu) to allow time for travel back home.

Things to do in Death Valley National Park

Parks Nature Outdoors

Side Trip

Lone Pine
Find places to stay Feb 20 — 28:
Highlights from your plan
Golden Canyon ©
Golden Canyon
Mosaic Canyon ©
Mosaic Canyon
Ubehebe Crater ©
Ubehebe Crater

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