20 days in San Francisco Bay Area Itinerary

20 days in San Francisco Bay Area Itinerary

Created using Inspirock San Francisco Bay Area holiday planner

This plan was created by another user.  Make it your plan

Route & dates

20 days in San Francisco Bay Area Itinerary

Start: Newark
Fly:  9​h 15​min
— 3 nights
Drive:  2​h 45​min
— 5 nights
Drive:  1​h 15​min
— 4 nights
Drive:  1​h 30​min
San Francisco
— 7 nights
Fly:  7​h
End: Newark


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. Carmel is known for beaches, historic sites, spas, shopping, and trails. Your plan includes some of its best attractions: admire the majestic nature at Point Lobos, admire the masterpieces at Casa Serrano, Historic Adobe, grab your bike and head to Monterey Peninsula Recreational Trail, and make a trip to Fairy Tale Cottages of Hugh Comstock.

To see more things to do, reviews, maps, and more tourist information, refer to the Carmel trip maker website .

Newark to Carmel is an approximately 9.5-hour flight. You can also do a combination of flight and shuttle; or drive. The time zone changes from Eastern Standard Time to Pacific Standard Time, which is usually a -3 hour difference. In October, daily temperatures in Carmel can reach 70°F, while at night they dip to 52°F. Cap off your sightseeing on the 19th (Sat) early enough to go by car to Napa.

Things to do in Carmel

Outdoors Parks Golf

Side Trips

Monterey, Pacific Grove, Pebble Beach Golf Links
Highlights from your plan
Point Lobos ©
Point Lobos
Pacific Grove Oceanview Boulevard ©
Pacific Grove Oceanview Boulevard
Monterey Bay Aquarium ©
Monterey Bay Aquarium


Napa ©
Located just 80 km (50 mi) north of San Francisco, Napa sits at the southern end of the scenic Napa Valley, one of the world's major wine regions.
Get out of town with these interesting Napa side-trips: Schramsberg Vineyards (in Calistoga), St. Helena (Beringer Vineyards, Modus Operandi Cellars, & more) and Benziger Family Winery (in Glen Ellen). And it doesn't end there: indulge your taste buds at Food & Drink, do a tasting at Bell Wine Cellars, stop by Oxbow Public Market, and make a trip to Sonoma Barracks.

To see photos, more things to do, and more tourist information, refer to the Napa trip planner .

Getting from Carmel to Napa by car takes about 3 hours. Other options: do a combination of flight, subway, and bus; or take a bus. When traveling from Carmel in October, plan for a bit warmer days in Napa, with highs around 77°F, while nights are little chillier with lows around 45°F. Wrap up your sightseeing on the 24th (Thu) to allow time to drive to Healdsburg.

Things to do in Napa

Wineries Tours Museums

Side Trips

St. Helena, Sonoma, B Cellars Vineyards and Winery, Benziger Family Winery, Inglenook
Highlights from your plan
Anderson's Conn Valley Vineyards ©
Anderson's Conn Valley Vineyards
Wine Tours & Tastings
Pride Mountain Vineyards ©
Pride Mountain Vineyards


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.
Explore Healdsburg's surroundings by going to Armstrong Redwood State Reserve (in Guerneville), Sonoma Coast State Beach (in Sonoma) and Petaluma Seed Bank (in Petaluma). There's still lots to do: indulge your taste buds at Food & Drink, do a tasting at Gracianna Winery, take in the exciting artwork at Patrick Amiot, and identify plant and animal life at Safari West.

To see where to stay, reviews, traveler tips, and other tourist information, you can read our Healdsburg trip planning app .

Traveling by car from Napa to Healdsburg takes 1.5 hours. Alternatively, you can do a combination of bus and taxi. In October, daytime highs in Healdsburg are 79°F, while nighttime lows are 46°F. Cap off your sightseeing on the 28th (Mon) early enough to go by car to San Francisco.

Things to do in Healdsburg

Wineries Parks Wildlife

Side Trips

Santa Rosa, Guerneville, Petaluma Seed Bank, Patrick Amiot, Sonoma Coast State Beach
Highlights from your plan
Wine Tours & Tastings
Gracianna Winery ©
Gracianna Winery
Jordan Vineyard & Winery ©
Jordan Vineyard & Winery

San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
San Francisco is known for nature, museums, parks, nightlife, and shopping. Your plan includes some of its best attractions: take in the views from Golden Gate Bridge, take some stellar pictures from Twin Peaks, take in nature's colorful creations at Japanese Tea Garden, and explore the wealth of natural beauty at Alcatraz Island.

To see maps, where to stay, ratings, and tourist information, use the San Francisco online attractions planner .

You can drive from Healdsburg to San Francisco in 1.5 hours. Alternatively, you can take a bus; or take a train. While traveling from Healdsburg, expect slightly colder days and somewhat warmer nights in San Francisco, ranging from highs of 73°F to lows of 56°F. Wrap up your sightseeing by early afternoon on the 4th (Mon) to allow time for travel back home.

Things to do in San Francisco

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