5 days in Oakland, Napa Valley & Sonoma County Itinerary

5 days in Oakland, Napa Valley & Sonoma County Itinerary

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Route & dates

5 days in Oakland, Napa Valley & Sonoma County Itinerary

Start: Charlotte
Fly:  7 h 45 min
1
Oakland
— 1 night
Drive:  1 h 30 min
2
Calistoga
— 1 night
Drive:  45 min
3
Healdsburg
— 1 night
Bus + Fly:  11 h
End: Charlotte

1
night
Oakland

Oakland ©
Oakland is the largest city and the county seat of Alameda County, California, United States. On the 30th (Wed), stroll through Tilden Park Little Farm and then enjoy the sand and surf at Point Isabel.

For traveler tips, maps, more things to do, and tourist information, you can read our Oakland sightseeing planner.

Charlotte to Oakland is an approximately 8-hour combination of flight and subway. You can also drive; or take a bus. The time zone difference when traveling from Charlotte to Oakland is minus 3 hours. Plan for slightly colder temperatures traveling from Charlotte in August, with highs in Oakland at 72°F and lows at 57°F. Finish up your sightseeing early on the 31st (Thu) so you can go by car to Calistoga.

Things to do in Oakland

Parks

Side Trips

Tilden Park Little Farm, Point Isabel
Find places to stay Aug 30 — 31:
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Point Isabel ©
Point Isabel
Tilden Park Little Farm ©
Tilden Park Little Farm

1
night
Calistoga

Calistoga ©
Indulgence is the name of the game in Calistoga.
On the 31st (Thu), learn about winemaking at Schramsberg Vineyards, learn about winemaking at Pride Mountain Vineyards, indulge your taste buds at VGS Chateau Potelle Winery, do a tasting at V. Sattui, then do a tasting at Robert Mondavi Winery, and finally take in the exciting artwork at Mumm Napa.

To see reviews, photos, other places to visit, and tourist information, use the Calistoga trip builder.

Traveling by car from Oakland to Calistoga takes 1.5 hours. Alternatively, you can do a combination of subway, flight, and taxi; or do a combination of subway and bus. When traveling from Oakland in August, plan for a bit warmer days in Calistoga, with highs around 83°F, while nights are little chillier with lows around 52°F. Finish your sightseeing early on the 1st (Fri) so you can drive to Healdsburg.

Things to do in Calistoga

Wineries Shopping Museums

Side Trips

St. Helena, Mumm Napa, Robert Mondavi Winery
Find places to stay Aug 31 — Sep 1:
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Pride Mountain Vineyards ©
Pride Mountain Vineyards
VGS Chateau Potelle ©
VGS Chateau Potelle
Schramsberg Vineyards ©
Schramsberg Vineyards

1
night
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.
On the 1st (Fri), settle in for a delightful tour with a horse-drawn carriage tour, then get interesting insight from Tours, and then do a tasting at Stephen & Walker Winery.

To find photos, traveler tips, where to stay, and tourist information, you can read our Healdsburg itinerary maker.

Drive from Calistoga to Healdsburg in an hour. Alternatively, you can take a bus. In September in Healdsburg, expect temperatures between 83°F during the day and 49°F at night. On the 2nd (Sat), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Healdsburg

Wineries

Side Trip

BobDog Winery
Find places to stay Sep 1 — 2:
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Stephen & Walker Winery ©
Stephen & Walker Winery
Ferrari-Carano Winery ©
Ferrari-Carano Winery
BobDog Winery ©
BobDog Winery

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