Itinerary: San Francisco and Napa Valley for Four Nights

This itinerary hits all my favorite vineyards without making you trek all over the valley. (I also really love Scribe Winery in Sonoma and Sam’s General Store is the cutest coffeeshop ever in Calistoga, but those are long drives.) 

If you needed to sub in other nearby vineyards or wanted to spend one more day in wine country rather than SF, Cakebread CellarsMumm Napa, and Turnbull would be my three suggestions. Not everyone loves a red eye (ok, no one likes red eyes), so you could always tag on that night in San Francisco at the end and leave early Wednesday. I just always find I’m ready to head home and detox by that point in the trip. 

Of note: This trip is undeniably expensive. You may not be staying at the Four Seasons or eating at French Laundry, but everything in Napa is expensive and this itinerary includes some top restaurants and vineyards. 

Nickel and Nickel vineyard and winery

Friday 

5 pm: Arrive at SFO.

6:30 pm: Check into Grand Hyatt Union Square.

7:30 pm: Dinner at Liholiho Yacht Club (reservations required, short walk from hotel, order the spam fried rice and enjoy the hip hop music). Alternate option: Good Good Culture Club has the same owners, similar great food and fun vibe, but requires a drive (reservations also required).

Saturday

7 am: If you’re still on East Coast time and can’t sleep, catch an Uber and take a walk from the Presidio to the Golden Gate Bridge for gorgeous early morning views of the bay and bridge without the crowds.

9:30 am: Walk to breakfast at Grand Creperie at the Ferry Building.

10 am: Walk around the Ferry Building’s Saturday Farmers Market and down the bay and back to see the sea lions at Fisherman’s Wharf.

12:30 pm: Lunch at Hog Island Oyster Co. back at Ferry Building. (You’ll have to wait in line—they don’t take reservations, but it’s always worth it. Order the oysters, obviously.)

2 pm: Catch an Uber to Mission District for shopping (TopdrawerSerendipityDog Eared Books) and people watching/skyline views at Mission Delores Park

4:30 pm: Uber back to hotel to change for dinner. 

5:30 pm: Uber to drinks at the rooftop View Lounge

7 pm: Uber to dinner at China Live (reservations required).

Golden Gate Bridge view from the National Park

Sunday

8:30 am: Walk to pick up rental car at nearby Hilton Union Square.

9 am: Depart San Francisco.

9:30 am: Stop for breakfast at Equator Coffee in Sausalito and walk around charming little town. (Cute shop next door called Karl the Store.)

11:30 am: Arrive in Yountville and check in to the Napa Valley Lodge

12 pm: Lunch at Restoration Hardware Yountville (reservations required, just down the block from the hotel). 

2 pm: Wine tasting at Stewart Cellars (reservations required) tasting room across the street from RH.

3:30 pm: Uber to Domaine Carneros (reservations required) for wine and cheese tasting on the patio. (approximately 30-minute drive—this is the furthest distance to a vineyard on this itinerary, but worth it).

6 pm: Uber back to Napa Valley Lodge.

7 pm: Walk to dinner at Bottega Napa Valley (reservations required).

Monday 

8 am: Take a bike ride through town and the nearby vineyards with one of the hotel’s complimentary cycles

9:30 am: Walk to breakfast at Bouchon Bakery (you’ll wait in line, totally worth it).

10:30 am: Uber to wine tasting at Hall St. Helena (reservations required).

12:30 pm: Uber to picnic lunch and wine tasting at V. Sattui Winery (reservations for tasting required, not for lunch from on-site market). 

3:30 pm: Uber to Bubble Bar Mondays at Domaine Chandon.

5:30 pm: Return to Napa Valley Lodge.

6 pm: Walk to tapas dinner at Coqueta Napa Valley (Reservations required, and order the warm citrus and fennel olives.) 

Tuesday:

7:30 am: Explore the eastern side of town by bike. If you get there early enough, you can watch the colorful hot air balloons taking off.

9 am: Breakfast poolside at the hotel.

10:30 am: Uber to Nickel and Nickel (reservations required) estate tour and wine tasting on the porch. 

12 pm: Uber to Oakville Grocery to pick up BYO picnic lunch to have in the garden with your wine tasting at Tres Sabores (Special reservations required for this experience at the vineyard. Possibly my favorite thing I’ve ever done in Napa. Also, if you can work in a little extra time at Oakville Grocery, it’s fun to explore and they have a small Napa Valley museum.)

12:30 pm: Uber to Tres Sabores for lunch and tasting. 

2:30 pm: Return to Yountville and enjoy afternoon at leisure for the poolside hammocks, more bike riding, and getting packed. 

6 pm: Begin drive back to SF, stopping for dinner at Gott’s Roadside in Napa

8 pm: Arrive SFO and drop rental car.

9:30 pm: Depart SFO.

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