15 days in Napa, Santa Rosa & Oakland Itinerary
Created using Inspirock California trip planner
Start from...
1
Napa
— 11 nights
Drive
2
Santa Rosa
— 2 nights
Drive
3
Oakland
— 1 night
End at...
Tue, Sep 27 - Tue, Oct 11
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Napa — 11 nights

America's Wine Country
Get in touch with nature at Sonoma Valley and Skyline Wilderness Park. Step off the beaten path and head to Hess Persson Estates and Jarvis Estate. Change things up with these side-trips from Napa: Castello di Amorosa (in Calistoga) and St. Helena (Anderson's Conn Valley Vineyards, Modus Operandi Cellars, &more). There's still lots to do: learn about winemaking at Palmaz Vineyards and admire the verdant scenery at Swanson Vineyards Salon.
To find traveler tips, where to stay, more things to do, and more tourist information, you can read our Napa online tour itinerary builder.
The Route module shows you travel options from your home to Napa. September in Napa sees daily highs of 81°F and lows of 51°F at night. Wrap up your sightseeing on the 8th (Sat) to allow time to drive to Santa Rosa.
more
To find traveler tips, where to stay, more things to do, and more tourist information, you can read our Napa online tour itinerary builder.
The Route module shows you travel options from your home to Napa. September in Napa sees daily highs of 81°F and lows of 51°F at night. Wrap up your sightseeing on the 8th (Sat) to allow time to drive to Santa Rosa.
Side Trips
Highlights from your trip
Santa Rosa — 2 nights
Where Everything Comes Together
On the 8th (Sat), do a tasting at Schweiger Vineyards, learn about winemaking at Vincent Arroyo Winery, then learn about winemaking at Bennett Lane Winery, and finally view the masterpieces at Valley of the Moon Pottery & North Eagle Gallery. On the next day, learn about winemaking at Copain Wines, do a tasting at Lynmar Estate Winery, then do a tasting at Sapphire Hill Winery, then do a tasting at Stephen & Walker Winery, and finally do a tasting at Christopher Creek Winery.
For photos and tourist information, read Santa Rosa route planning app.
You can drive from Napa to Santa Rosa in an hour. Alternatively, you can drive; or take a bus; or do a combination of bus and train. In October, daytime highs in Santa Rosa are 79°F, while nighttime lows are 46°F. Wrap up your sightseeing on the 10th (Mon) to allow time to drive to Oakland.
more
For photos and tourist information, read Santa Rosa route planning app.
You can drive from Napa to Santa Rosa in an hour. Alternatively, you can drive; or take a bus; or do a combination of bus and train. In October, daytime highs in Santa Rosa are 79°F, while nighttime lows are 46°F. Wrap up your sightseeing on the 10th (Mon) to allow time to drive to Oakland.
Side Trips
Highlights from your trip
Oakland — 1 night

Kick off your visit on the 10th (Mon): pick up some local products at Monterey Market, hike along Marina Bay Trail, then step aboard USS Potomac, and finally learn about winemaking at Summers Winery.
To find traveler tips, maps, ratings, and more tourist information, you can read our Oakland driving holiday planner.
Drive from Santa Rosa to Oakland in 1.5 hours. Alternatively, you can drive; or take a bus; or do a combination of bus and subway. Traveling from Santa Rosa in October, you will find days in Oakland are little chillier (73°F), and nights are a bit warmer (52°F).
more
To find traveler tips, maps, ratings, and more tourist information, you can read our Oakland driving holiday planner.
Drive from Santa Rosa to Oakland in 1.5 hours. Alternatively, you can drive; or take a bus; or do a combination of bus and subway. Traveling from Santa Rosa in October, you will find days in Oakland are little chillier (73°F), and nights are a bit warmer (52°F).
Side Trips
Highlights from your trip