50 days in San Francisco Bay Area Itinerary

50 days in San Francisco Bay Area Itinerary

Created using Inspirock San Francisco Bay Area trip builder
Make it your trip
Fly
1
San Francisco
— 6 nights
Drive
2
Oakland
— 1 night
Drive
3
Mill Valley
— 6 nights
Drive
4
Sonoma
— 5 nights
Drive
5
Kenwood
— 3 nights
Drive
6
Santa Rosa
— 4 nights
Drive
7
Healdsburg
— 5 nights
Drive
8
Calistoga
— 4 nights
Drive
9
St. Helena
— 5 nights
Drive
10
Napa
— 5 nights
Fly
11
Carmel
— 1 night
Taxi
12
Monterey
— 4 nights
Fly

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San Francisco — 6 nights

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
San Francisco is known for sightseeing, nature, and parks. Your trip includes some of its best attractions: take in the views from Golden Gate Bridge, take in the pleasant sights at Fisherman's Wharf, get curious at Exploratorium, and buy something for everyone on your list at Ferry Building Marketplace.

To find where to stay, photos, maps, and other tourist information, use the San Francisco trip builder site.

Tampa to San Francisco is an approximately 6.5-hour flight. You can also drive; or take a bus. The time zone difference when traveling from Tampa to San Francisco is minus 3 hours. Traveling from Tampa in July, you will find days in San Francisco are slightly colder (73°F), and nights are colder (57°F). Finish up your sightseeing early on the 10th (Sun) so you can go by car to Oakland.
Parks · Museums · Childrens Museums · Neighborhoods

Oakland — 1 night

Kick off your visit on the 11th (Mon): engage your brain at Lawrence Hall of Science, then gain insight at University of California, Berkeley, and then take in the architecture and atmosphere at Oakland California Temple.

Plan my Oakland trip by asking Inspirock to come up with tips and suggestions.

Oakland is just a short distance from San Francisco. Expect a daytime high around 73°F in July, and nighttime lows around 58°F. Finish your sightseeing early on the 11th (Mon) so you can drive to Mill Valley.
Historic Sites · Childrens Museums · Museums
Side Trip

Mill Valley — 6 nights

Mill Valley is a city in Marin County, California, United States, located about 14mi north of San Francisco via the Golden Gate Bridge. Change things up with a short trip to Alamere Falls in Bolinas (about 34 minutes away). There's much more to do: delve into the lush surroundings at Muir Woods National Monument, explore the activities along Miller Knox Regional Shoreline, walk around Stinson Beach, and admire the majestic nature at Marin Headlands.

To find reviews, photos, more things to do, and more tourist information, you can read our Mill Valley online road trip planner.

Drive from Oakland to Mill Valley in an hour. Alternatively, you can drive; or do a combination of subway and bus; or take a bus. Traveling from Oakland in July, expect nights in Mill Valley to be little chillier, around 52°F, while days are a bit warmer, around 84°F. Finish up your sightseeing early on the 17th (Sun) so you can go by car to Sonoma.
Parks · Nature · Outdoors · Beaches
Side Trips

Sonoma — 5 nights

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.
Take a break from Sonoma with a short trip to Point Reyes Safaris in Point Reyes Station, about 52 minutes away. Dedicate the 21st (Thu) to wine at some of the top wineries in the area. There's much more to do: join the crowd at Simraceway Performance Driving Center, do a tasting at Gundlach Bundschu Winery, admire the majestic nature at Petaluma Adobe State Historic Park, and tour the pleasant surroundings at Sonoma Coast State Beach.

To find maps, ratings, traveler tips, and tourist information, you can read our Sonoma trip planner.

Getting from Mill Valley to Sonoma by car takes about an hour. Other options: do a combination of bus and train; or take a bus. In July, daytime highs in Sonoma are 81°F, while nighttime lows are 52°F. Finish your sightseeing early on the 22nd (Fri) so you can drive to Kenwood.
Tours · Wineries · Parks · Outdoors
Side Trips

Kenwood — 3 nights

Kenwood, California is an unincorporated community and census-designated place (CDP) in Sonoma County, California, United States, located on Sonoma Highway (State Route 12) between the cities of Santa Rosa and Sonoma. Kenwood is known for wineries, nature, and museums. Your trip includes some of its best attractions: learn about winemaking at Benziger Family Winery, hike along Jack London State Historic Park, indulge your senses at Boutique Wine Tours, and shop like a local with Imagery Estate Winery & Art Gallery.

To see maps, reviews, where to stay, and tourist information, read our Kenwood trip itinerary planner.

Kenwood is just a stone's throw from Sonoma. In July, daily temperatures in Kenwood can reach 81°F, while at night they dip to 52°F. Finish your sightseeing early on the 25th (Mon) to allow enough time to drive to Santa Rosa.
Wineries · Shopping · Outdoors · Historic Sites
Side Trip

Santa Rosa — 4 nights

Located less than an hour's drive north of San Francisco, Santa Rosa serves as a convenient hub for travelers on their way to the world-famous Napa Valley wine country.
Change things up with these side-trips from Santa Rosa: Armstrong Redwood State Reserve (in Guerneville) and Point Reyes National Seashore (Sculptured Beach & Point Reyes Hiking Trails). There's still lots to do: tour the pleasant surroundings at Safari West, get a taste of the local shopping with Valley of the Moon Pottery & North Eagle Gallery, do a tasting at Kendall-Jackson Wine Estate & Gardens, and see the interesting displays at Charles M. Schulz Museum.

For ratings, traveler tips, maps, and other tourist information, use the Santa Rosa trip itinerary builder tool.

Santa Rosa is just a short distance from Kenwood. In July, daytime highs in Santa Rosa are 84°F, while nighttime lows are 53°F. Finish up your sightseeing early on the 29th (Fri) so you can go by car to Healdsburg.
Parks · Wineries · Outdoors · Wildlife
Side Trips

Healdsburg — 5 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.
Healdsburg is known for wineries, breweries & distilleries, and sightseeing. Your trip includes some of its best attractions: learn the secrets of beer at Ace It Bike Tours and do a tasting at Korbel Champagne Cellars.

For ratings, photos, more things to do, and more tourist information, you can read our Healdsburg holiday planning site.

Healdsburg is just a short distance from Santa Rosa. In July, plan for daily highs up to 84°F, and evening lows to 53°F. Wrap up your sightseeing on the 3rd (Wed) to allow time to drive to Calistoga.
Wineries · Outdoors · Tours · Breweries & Distilleries
Side Trips

Calistoga — 4 nights

Indulgence is the name of the game in Calistoga.
Calistoga is known for wineries, historic sites, and nature. Your trip includes some of its best attractions: learn about winemaking at Sterling Vineyards, admire the majestic nature at Bothe-Napa State Park, witness a stunning natural landmark at Old Faithful Geyser of California, and take a peaceful walk through Petrified Forest.

To find other places to visit, more things to do, ratings, and other tourist information, go to the Calistoga trip planner.

Getting from Healdsburg to Calistoga by car takes about an hour. In August, plan for daily highs up to 82°F, and evening lows to 54°F. Wrap up your sightseeing on the 7th (Sun) early enough to drive to St. Helena.
Wineries · Nature · Parks · Historic Sites

St. Helena — 5 nights

The city of St.
St. Helena is known for wineries, classes, and shopping. Your trip includes some of its best attractions: do a tasting at B Cellars Vineyards and Winery, look for gifts at Oakville Grocery, and wander the wide-open spaces of Long Meadow Ranch - Rutherford Estate.

To find more things to do, other places to visit, ratings, and tourist information, use the St. Helena day trip planner.

St. Helena is very close to Calistoga. August in St. Helena sees daily highs of 82°F and lows of 54°F at night. Finish your sightseeing early on the 12th (Fri) to allow enough time to drive to Napa.
Wineries · Shopping
Side Trips

Napa — 5 nights

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.
Dedicate the 13th (Sat) to wine at some of the top wineries in the area. The adventure continues: admire the masterpieces at Hess Persson Estates, learn about winemaking at Judd's Hill MicroCrush, and enjoy unforgettable views with a balloon tour.

To see reviews, more things to do, ratings, and tourist information, refer to the Napa trip builder website.

Napa is just a stone's throw from St. Helena. August in Napa sees daily highs of 79°F and lows of 55°F at night. Wrap up your sightseeing on the 17th (Wed) to allow time to fly to Carmel.
Wineries · Tours · Outdoors · Museums
Side Trip

Carmel — 1 night

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. Start off your visit on the 18th (Thu): learn about winemaking at Wrath Tasting Room- Carmel, then immerse yourself in nature at Point Lobos, and then trek along Scenic Road Walkway.

To see photos, traveler tips, more things to do, and more tourist information, go to the Carmel trip planner.

Traveling by flight from Napa to Carmel takes 2.5 hours. Alternatively, you can drive; or take a bus. Traveling from Napa in August, expect nights in Carmel to be about the same, around 57°F, while days are slightly colder, around 70°F. Finish up your sightseeing early on the 18th (Thu) so you can go by car to Monterey.
Parks · Outdoors · Nature · Trails

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. 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: appreciate the extensive heritage of Pacific Grove Oceanview Boulevard, sample some tasty brews at Monterey Bay Food Tours, admire nature's wide array of creatures at Monterey Bay Aquarium, and take a memorable drive along 17-Mile Drive.

To find reviews, photos, traveler tips, and more tourist information, read Monterey trip planner.

Monterey is just a stone's throw from Carmel. August in Monterey sees daily highs of 70°F and lows of 57°F at night. On the 22nd (Mon), you're off to home.
Tours · Outdoors · Parks · Breweries & Distilleries
Side Trips

Marin County travel guide

4.6
Forests · State Parks · Lookouts
Located just across the Golden Gate Bridge from San Francisco, the natural beauty of Marin County provides an optimal setting for the oldest cross-country running event in the United States. The area's first European visitors arrived as early as 1579; less than 20 years later, Portuguese explorer Sebastian Cermeno lost his ship while he was exploring the coast. Some of the Spanish influence can still be seen in the city of San Rafael, the county seat. Trails that ribbon through the mountains and along the coast inspired the first mountain bike. Artists have also garnered inspiration from the redwoods, mountains, and shores. Frank Lloyd Wright designed the county's civic center, which attracts thousands of visitors every year.