59 days in San Francisco Bay Area Itinerary

59 days in San Francisco Bay Area Itinerary

Created using Inspirock San Francisco Bay Area journey planner
Make it your trip
Fly
1
Napa
— 10 nights
Drive
2
Healdsburg
— 10 nights
Drive
3
Point Reyes National Seashore
— 5 nights
Drive
4
Monterey
— 11 nights
Drive
5
San Francisco
— 22 nights
Fly

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Napa — 10 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.
You'll find plenty of places to visit near Napa: St. Helena (VGS Chateau Potelle, Modus Operandi Cellars, &more), Jack London State Historic Park (in Glen Ellen) and Deerfield Ranch Winery (in Kenwood). Dedicate the 7th (Fri) to wine at some of the top wineries in the area. Next up on the itinerary: learn about winemaking at B Cellars Vineyards and Winery, stop by Petaluma Seed Bank, make a trip to Sonoma Barracks, and steep yourself in history at Lachryma Montis.

To see where to stay, maps, ratings, and other tourist information, read Napa online itinerary planner.

Tampa to Napa is an approximately 7.5-hour flight. You can also drive; or take a bus. You'll gain 3 hours traveling from Tampa to Napa due to the time zone difference. Expect a bit cooler temperatures when traveling from Tampa in January; daily highs in Napa reach 59°F and lows reach 37°F. Wrap up your sightseeing on the 11th (Tue) to allow time to drive to Healdsburg.
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Wineries · Tours · Historic Sites · Parks
Side Trips

Healdsburg — 10 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.
Explore Healdsburg's surroundings by going to Calistoga (Vincent Arroyo Winery & Sharpsteen Museum). There's still lots to do: learn about winemaking at Sapphire Hill Winery and indulge your taste buds at Food & Drink.

To find more things to do, traveler tips, maps, and other tourist information, read Healdsburg trip itinerary builder website.

Getting from Napa to Healdsburg by car takes about 1.5 hours. Other options: take a bus; or do a combination of bus and train. In January, daytime highs in Healdsburg are 60°F, while nighttime lows are 37°F. Wrap up your sightseeing on the 21st (Fri) early enough to drive to Point Reyes National Seashore.
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Wineries · Tours · Museums · Parks
Side Trips

Point Reyes National Seashore — 5 nights

You'll find plenty of places to visit near Point Reyes National Seashore: Stinson Beach (Adubon Canyon Ranch & Martin Griffin Preserve), Bolinas (Bolinas Museum & Bolinas Lagoon) and Sonoma County Wildlife Rescue (in Petaluma).

For reviews, photos, other places to visit, and more tourist information, read Point Reyes National Seashore online itinerary planner.

You can drive from Healdsburg to Point Reyes National Seashore in 2 hours. Alternatively, you can drive; or do a combination of train and bus; or take a bus. January in Point Reyes National Seashore sees daily highs of 58°F and lows of 39°F at night. Cap off your sightseeing on the 26th (Wed) early enough to go by car to Monterey.
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Parks · Wildlife · Outdoors · Tours
Side Trips

Monterey — 11 nights

Monterey is a city in the U.S. state of California, on the southern edge of Monterey Bay on California's Central Coast. You'll find plenty of places to visit near Monterey: National Steinbeck Center (in Salinas), Ano Nuevo Elephant Seal Tours (in Pescadero) and Henry Cowell Redwoods State Park (in Felton). There's much more to do: immerse yourself in nature at Point Lobos, get up close and personal with brilliant marine life at Monterey Bay Aquarium, view the masterpieces at Gallery by the Sea Carmel, and explore the landscape on two wheels at Monterey Peninsula Recreational Trail.

To find photos, maps, other places to visit, and tourist information, go to the Monterey day trip planner.

Getting from Point Reyes National Seashore to Monterey by car takes about 4 hours. Other options: drive; or do a combination of bus and flight; or do a combination of bus and shuttle. Expect a daytime high around 62°F in January, and nighttime lows around 44°F. Wrap up your sightseeing on the 6th (Sun) to allow time to drive to San Francisco.
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Parks · Outdoors · Museums · Shopping
Side Trips

San Francisco — 22 nights

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: Oakland (Redwood Regional Park & Oakland California Temple), Sulphur Creek Nature Center (in Hayward) and Berkeley (University of California, Berkeley & Grizzly Peak). Dedicate the 26th (Sat) to wine at some of the top wineries in the area. The adventure continues: snap pictures at Golden Gate Bridge, walk around Golden Gate Park, head off the coast to Alcatraz Island, and get curious at California Academy of Sciences.

To find where to stay, traveler tips, reviews, and tourist information, refer to the San Francisco trip itinerary builder site.

Traveling by car from Monterey to San Francisco takes 2 hours. Alternatively, you can fly; or take a bus. February in San Francisco sees daily highs of 62°F and lows of 48°F at night. On the 28th (Mon), wrap the sightseeing up by early afternoon so you can fly back home.
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Parks · Neighborhoods · Museums · Outdoors
Side Trips