36 days in San Francisco Bay Area Itinerary

36 days in San Francisco Bay Area Itinerary

Created using Inspirock San Francisco Bay Area journey planner

Make it your trip
Fly
1
Monterey
— 4 nights
Drive
2
San Francisco
— 14 nights
Drive
3
Point Reyes National Seashore
— 5 nights
Drive
4
Healdsburg
— 6 nights
Drive
5
Yountville
— 6 nights
Fly

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1

Monterey

— 4 nights
Monterey is a city in the U.S. state of California, on the southern edge of Monterey Bay on California's Central Coast. Monterey is known for zoos & aquariums, scenic drive, and wildlife. Your trip includes some of its best attractions: immerse yourself in nature at Point Lobos, get up close and personal with brilliant marine life at Monterey Bay Aquarium, cruise along 17-Mile Drive, and kick back and relax at Asilomar State Beach.

To find traveler tips, photos, maps, and more tourist information, go to the Monterey trip planner.

Newark to Monterey is an approximately 7.5-hour flight. You can also drive; or take a bus. Due to the time zone difference, you'll gain 3 hours traveling from Newark to Monterey. Prepare for little chillier weather when traveling from Newark in August: high temperatures in Monterey hover around 70°F and lows are around 57°F. Finish your sightseeing early on the 26th (Fri) to allow enough time to drive to San Francisco.

Things to do in Monterey

Parks · Outdoors · Beaches · Nature

Side Trips

San Francisco

— 14 nights

City by the Bay

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Get out of town with these interesting San Francisco side-trips: Lawrence Hall of Science (in Berkeley) and Mill Valley (Muir Woods National Monument & Dipsea Trail). There's much more to do: take in the views from Golden Gate Bridge, take a stroll through Union Square, engage your brain at Exploratorium, and admire the natural beauty at Japanese Tea Garden.

For ratings, other places to visit, photos, and tourist information, you can read our San Francisco tour itinerary maker site.

You can drive from Monterey to San Francisco in 2 hours. Other options are to fly; or take a bus. In August, daytime highs in San Francisco are 73°F, while nighttime lows are 59°F. Finish up your sightseeing early on the 9th (Fri) so you can go by car to Point Reyes National Seashore.

Things to do in San Francisco

Parks · Neighborhoods · Museums · Historic Sites

Side Trips

Point Reyes National Seashore

— 5 nights
Change things up with these side-trips from Point Reyes National Seashore: Santa Rosa (Safari West, Valley of the Moon Pottery & North Eagle Gallery, &more), Schramsberg Vineyards (in Calistoga) and Simraceway Performance Driving Center (in Sonoma).

For photos, other places to visit, more things to do, and other tourist information, read Point Reyes National Seashore tour itinerary maker tool.

Traveling by car from San Francisco to Point Reyes National Seashore takes 2 hours. Alternatively, you can take a bus. Traveling from San Francisco in September, expect nights in Point Reyes National Seashore to be slightly colder, around 51°F, while days are a bit warmer, around 83°F. Wrap up your sightseeing on the 14th (Wed) early enough to drive to Healdsburg.

Things to do in Point Reyes National Seashore

Wildlife · Parks · Outdoors · Wineries

Side Trips

Healdsburg

— 6 nights
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.
You'll find plenty of places to visit near Healdsburg: Jenner (Fort Ross State Historic Park & Salt Point State Park) and Sonoma Coast State Beach (in Sonoma). Dedicate the 18th (Sun) to wine at some of the top wineries in the area. The adventure continues: do a tasting at Alexander Valley Vineyards.

To see reviews, ratings, other places to visit, and tourist information, you can read our Healdsburg holiday planning tool.

Getting from Point Reyes National Seashore to Healdsburg by car takes about 2 hours. Other options: do a combination of bus and train; or take a bus. In September, plan for daily highs up to 84°F, and evening lows to 51°F. Wrap up your sightseeing on the 20th (Tue) early enough to drive to Yountville.

Things to do in Healdsburg

Wineries · Parks · Tours · Nature

Side Trips

Yountville

— 6 nights
Named after the man responsible for establishing Napa Valley's first vineyard, Yountville is a destination for foodies.
Get out of town with these interesting Yountville side-trips: Sonoma (Sonoma Valley Museum of Art, Passaggio Wines, &more) and Chateau St. Jean (in Kenwood). It doesn't end there: do a tasting at Anderson's Conn Valley Vineyards.

For reviews, other places to visit, and more tourist information, read Yountville day trip site.

You can drive from Healdsburg to Yountville in 1.5 hours. Other options are to take a bus; or do a combination of bus and subway. In September in Yountville, expect temperatures between 81°F during the day and 51°F at night. Wrap up your sightseeing by early afternoon on the 26th (Mon) to allow time for the flight back home.

Things to do in Yountville

Wineries · Museums · Historic Sites · Shopping

Side Trips