9 days in San Francisco, Sonoma County & Napa Valley Itinerary

9 days in San Francisco, Sonoma County & Napa Valley Itinerary

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Route & dates

9 days in San Francisco, Sonoma County & Napa Valley Itinerary

Start: San Diego
Fly:  3​h 30​min
1
San Francisco
— 2 nights
Drive:  1​h 15​min
2
Sonoma
— 2 nights
Drive:  1​h
3
Healdsburg
— 2 nights
Drive:  1​h
4
St. Helena
— 2 nights
Fly:  3​h 45​min
End: San Diego

2
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
On the 16th (Sat), snap pictures at Golden Gate Bridge. Get ready for a full day of sightseeing on the 17th (Sun): admire the natural beauty at Japanese Tea Garden, then head off the coast to Alcatraz Island, and then take a leisurely stroll along Fisherman's Wharf.

To find where to stay, traveler tips, and tourist information, use the San Francisco trip planner.

San Diego to San Francisco is an approximately 3.5-hour flight. You can also do a combination of flight and train; or drive. Traveling from San Diego in May, San Francisco is a bit cooler at night with lows of 53°F. Wrap up your sightseeing on the 18th (Mon) to allow time to drive to Sonoma.

Things to do in San Francisco

Historic Sites Parks Tours
Highlights from your plan
Golden Gate Bridge ©
Golden Gate Bridge
Alcatraz Island ©
Alcatraz Island
Fisherman's Wharf ©
Fisherman's Wharf

2
nights
Sonoma

Set in the heart of one of the United States' most esteemed wine-producing regions, just 45 minutes from San Francisco, Sonoma boasts colonial Mexican architecture, including a mission.
On the 18th (Mon), don't miss a visit to Sonoma Barracks. Get ready for a full day of sightseeing on the 19th (Tue): explore and take pictures at Sonoma Plaza, then view the masterpieces at Lisa Kristine Gallery Sonoma, and then indulge your senses at some of the top wineries in the area.

To find traveler tips, reviews, and other tourist information, read our Sonoma trip planner .

You can drive from San Francisco to Sonoma in 1.5 hours. Alternatively, you can take a bus; or do a combination of subway and bus. Expect a bit cooler evenings in Sonoma when traveling from San Francisco in May, with lows around 46°F. Cap off your sightseeing on the 20th (Wed) early enough to go by car to Healdsburg.

Things to do in Sonoma

Tours Outdoors Shopping

Side Trip

Napa
Highlights from your plan
Wine Tours & Tastings
Sonoma Plaza ©
Sonoma Plaza
Oxbow Public Market ©
Oxbow Public Market

2
nights
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.
Kick off your visit on the 21st (Thu): do a tasting at Alexander Valley Vineyards, savor the flavors at Food & Drink, learn about winemaking at Sapphire Hill Winery, then learn about winemaking at Gracianna Winery, and finally do a tasting at Stephen & Walker Winery. Here are some ideas for day two: learn about winemaking at Jordan Vineyard & Winery, examine the collection at Charles M. Schulz Museum, and then look for all kinds of wild species at Safari West.

To see more things to do, photos, other places to visit, and tourist information, read our Healdsburg trip planner .

Getting from Sonoma to Healdsburg by car takes about an hour. Other options: take a bus. In May in Healdsburg, expect temperatures between 76°F during the day and 48°F at night. Cap off your sightseeing on the 22nd (Fri) early enough to go by car to St. Helena.

Things to do in Healdsburg

Wineries Wildlife Parks

Side Trip

Santa Rosa
Highlights from your plan
Wine Tours & Tastings
Sapphire Hill Winery ©
Sapphire Hill Winery
Jordan Vineyard & Winery ©
Jordan Vineyard & Winery

2
nights
St. Helena

St. Helena ©
The city of St.
On the 23rd (Sat), learn about winemaking at Pride Mountain Vineyards, learn about winemaking at Modus Operandi Cellars, learn about winemaking at Beringer Vineyards, do a tasting at Inglenook, then learn about winemaking at V. Sattui Winery, and finally stop by Dean & DeLuca. On your second day here, learn about winemaking at Anderson's Conn Valley Vineyards, indulge your taste buds at Domaine Chandon, then do a tasting at Robert Mondavi Winery, and finally witness a stunning natural landmark at Old Faithful Geyser of California.

To see more things to do, reviews, ratings, and tourist information, read our St. Helena online day trip planner .

Getting from Healdsburg to St. Helena by car takes about an hour. Other options: do a combination of taxi and bus; or do a combination of bus and taxi. May in St. Helena sees daily highs of 76°F and lows of 48°F at night. Finish your sightseeing early on the 24th (Sun) so you can travel back home.

Things to do in St. Helena

Wineries Parks Nature

Side Trips

Robert Mondavi Winery, Inglenook, Domaine Chandon, Old Faithful Geyser of California
Highlights from your plan
Anderson's Conn Valley Vineyards ©
Anderson's Conn Valley Vineyards
Pride Mountain Vineyards ©
Pride Mountain Vineyards
Inglenook ©
Inglenook

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