15 days in San Francisco Bay Area Itinerary

15 days in San Francisco Bay Area Itinerary

Created using Inspirock San Francisco Bay Area vacation planner

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Route & dates

15 days in San Francisco Bay Area Itinerary

Start: San Juan, Puerto Rico
Fly + shuttle:  13​h 30​min
1
Monterey
— 3 nights
Drive:  2​h 45​min
2
Napa
— 3 nights
Drive:  1​h 15​min
3
Healdsburg
— 3 nights
Drive:  1​h 30​min
4
San Francisco
— 5 nights
Fly:  12​h 45​min
End: San Juan, Puerto Rico

3
nights
Monterey

Monterey ©
Monterey is a city in the U.S. Change things up with a short trip to Henry Cowell Redwoods State Park in Felton (about 58 minutes away). And it doesn't end there: immerse yourself in nature at Point Lobos, stop by Monterey's Tasty Olive Bar, take a memorable drive along 17-Mile Drive, and hike along Scenic Road Walkway.

For where to stay, reviews, ratings, and tourist information, you can read our Monterey travel itinerary planner.

San Juan, Puerto Rico to Monterey is an approximately 13.5-hour combination of flight and shuttle. You can also fly; or do a combination of car, flight, and shuttle. You'll gain 4 hours traveling from San Juan to Monterey due to the time zone difference. When traveling from San Juan in August, plan for slightly colder days and colder nights in Monterey: temperatures range from 24°C by day to 16°C at night. Wrap up your sightseeing on the 6th (Thu) early enough to drive to Napa.

Things to do in Monterey

Parks Outdoors Nature

Side Trips

Carmel, Pacific Grove, Henry Cowell Redwoods State Park
Highlights from your plan
Point Lobos ©
Point Lobos
Pacific Grove Oceanview Boulevard ©
Monterey Bay Aquarium ©
Monterey Bay Aquarium

3
nights
Napa

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.
Explore the numerous day-trip ideas around Napa: MacLaren (in Sonoma), St. Helena (Anderson's Conn Valley Vineyards, Pride Mountain Vineyards, & more) and Benziger Family Winery (in Glen Ellen). And it doesn't end there: indulge your senses at some of the top wineries in the area, stop by Woodhouse Chocolate, stroll around Sonoma Plaza, and do a tasting at V. Sattui Winery.

To find more things to do, traveler tips, reviews, and other tourist information, read Napa trip itinerary planning site .

You can drive from Monterey to Napa in 3 hours. Alternatively, you can do a combination of flight, subway, and bus; or take a bus. Traveling from Monterey in August, you will find days in Napa are somewhat warmer (30°C), and nights are about the same (15°C). Wrap up your sightseeing on the 9th (Sun) early enough to drive to Healdsburg.

Things to do in Napa

Wineries Tours Museums

Side Trips

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

3
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.
Step out of Healdsburg with an excursion to Sonoma Coast State Beach in Sonoma--about 38 minutes away. There's lots more to do: awaken your taste buds at some of the top wineries in the area, learn about winemaking at Alexander Valley Vineyards, take in the exciting artwork at Patrick Amiot, and examine the collection at Charles M. Schulz Museum.

For ratings, other places to visit, and other tourist information, refer to the Healdsburg trip planner .

Getting from Napa to Healdsburg by car takes about 1.5 hours. Other options: do a combination of bus and taxi. Expect a daytime high around 32°C in August, and nighttime lows around 14°C. Wrap up your sightseeing on the 12th (Wed) to allow time to drive to San Francisco.

Things to do in Healdsburg

Wineries Parks Tours

Side Trips

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

5
nights
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: snap pictures at Golden Gate Bridge, head off the coast to Alcatraz Island, get curious at California Academy of Sciences, and take a leisurely stroll along Fisherman's Wharf.

For more things to do, other places to visit, reviews, and tourist information, read San Francisco road trip tool .

You can drive from Healdsburg to San Francisco in 1.5 hours. Alternatively, you can take a bus; or take a train. Traveling from Healdsburg in August, expect nights in San Francisco to be about the same, around 17°C, while days are little chillier, around 26°C. Cap off your sightseeing on the 17th (Mon) early enough to travel back home.

Things to do in San Francisco

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

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