18 days in San Francisco Bay Area Itinerary

18 days in San Francisco Bay Area Itinerary

Created using Inspirock San Francisco Bay Area trip planner

Make it your trip
Fly
1
Napa
— 5 nights
Drive
2
Healdsburg
— 6 nights
Drive
3
San Francisco
— 6 nights
Fly

S M T W T F S
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1

Napa

— 5 nights

America's Wine Country

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: Benziger Family Winery (in Glen Ellen), Valley of the Moon Pottery & North Eagle Gallery (in Santa Rosa) and St. Helena (Anderson's Conn Valley Vineyards, Modus Operandi Cellars, &more). Dedicate the 15th (Wed) to wine at some of the top wineries in the area. The adventure continues: take in the exciting artwork at Mumm Napa and learn about winemaking at Cosentino Winery.

To see where to stay, other places to visit, ratings, and more tourist information, read our Napa travel planner.

Miami to Napa is an approximately 7.5-hour flight. You can also drive; or do a combination of bus and taxi. Traveling from Miami to Napa, you'll gain 3 hours due to the time zone difference. Traveling from Miami in December, expect Napa to be colder, temps between 59°F and 35°F. Finish your sightseeing early on the 18th (Sat) so you can drive to Healdsburg.

Things to do in Napa

Wineries · Tours · Shopping · Museums

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.
Step out of Healdsburg with an excursion to Sonoma Coast State Beach in Sonoma--about 38 minutes away. Dedicate the 20th (Mon) to wine at some of the top wineries in the area. There's still lots to do: learn about winemaking at Gracianna Winery.

Plan trip to Healdsburg with our itinerary maker to find out where to go and what to do.

You can drive from Napa to Healdsburg in 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. December in Healdsburg sees daily highs of 60°F and lows of 36°F at night. Finish your sightseeing early on the 24th (Fri) to allow enough time to drive to San Francisco.

Things to do in Healdsburg

Wineries · Tours · Outdoors · Beaches

Side Trips

San Francisco

— 6 nights

City by the Bay

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Dedicate the 27th (Mon) to wine at some of the top wineries in the area. Next up on the itinerary: go for a walk through Fisherman's Wharf, snap pictures at Golden Gate Bridge, indulge your thirst for a good beer at Anchor Brewing Company, and head off the coast to Alcatraz Island.

To find photos, traveler tips, and more tourist information, refer to the San Francisco trip planner.

You can drive from Healdsburg to San Francisco in 1.5 hours. Alternatively, you can fly; or do a combination of train and bus. Plan for a bit warmer nights when traveling from Healdsburg in December since evenings lows in San Francisco dip to 45°F. Wrap up your sightseeing by early afternoon on the 30th (Thu) to allow time for the flight back home.

Things to do in San Francisco

Tours · Neighborhoods · Wineries · Breweries & Distilleries