San Francisco and Napa Valley Adventure 5 days Itinerary

Begin your day with breakfast at Zazie, a charming French bistro in Cole Valley known for its delightful pancakes and eggs benedict. Afterward, head to Alcatraz Island by ferry from Pier 33. The Alcatraz Island Tour offers an intriguing glimpse into the history of this infamous prison.

After returning from Alcatraz, have lunch at Hog Island Oyster Co., located in the Ferry Building Marketplace. Enjoy fresh oysters while overlooking the bay. Spend your afternoon exploring Chinatown; don't miss visiting the Golden Gate Fortune Cookie Factory where you can see how fortune cookies are made.

For dinner, head to House of Prime Rib on Van Ness Avenue for an indulgent meal featuring prime rib cooked to perfection. After dinner, catch a show or concert at The Fillmore, one of San Francisco's most historic music venues.

Start your day early with breakfast at Tartine Bakery in San Francisco around 8 AM before embarking on your scenic drive to Napa Valley via Highway 29 which offers picturesque views of vineyards along the way.

Arrive in Napa Valley around noon and have lunch at Bistro Don Giovanni, known for its Italian cuisine made from fresh local ingredients. At 1:30 PM visit Castello di Amorosa, a stunning medieval-style castle winery offering wine tastings under $50 USD.

In the evening visit another nearby winery such as V.Sattui Winery which also offers tastings under $50 USD before checking into your hotel accommodation under $200 per night like The White House Inn in Napa Valley.

Begin your day with an early breakfast at Boon Fly Café, known for its delicious donuts and hearty breakfast options. Afterward, embark on an unforgettable experience with Santa Rosa: Hot Air Balloon Flight Above Sonoma County. Soar above the picturesque vineyards and rolling hills of Sonoma County, taking in breathtaking views that you will cherish forever.

After your balloon flight, head to Oxbow Public Market for a diverse selection of lunch options. Enjoy fresh oysters, gourmet sandwiches, or artisanal cheeses while soaking in the lively atmosphere. Post-lunch, visit Calistoga, a charming town known for its hot springs and mud baths. Spend the afternoon relaxing and rejuvenating in one of the local spas.

For dinner, dine at Mustards Grill, a Napa Valley institution offering farm-to-table cuisine with a focus on fresh, local ingredients. After dinner, take a leisurely stroll through downtown Napa, exploring boutique shops and enjoying the vibrant nightlife.

Start your final day with breakfast at Bouchon Bakery in Yountville, famous for its pastries and coffee. Afterward, take part in Napa Valley: Airplane Napa Valley Tour, where you'll get to see the stunning landscape from above once again but this time from an airplane.

Ad Hoc is an excellent choice for lunch; this restaurant by Thomas Keller offers a daily-changing menu featuring American comfort food made from seasonal ingredients. In the afternoon, enjoy a leisurely visit to another winery such as Robert Mondavi Winery for one last wine tasting experience.

The French Laundry is perfect for your final dinner in Napa Valley if you're looking to splurge on an unforgettable dining experience. This three-Michelin-starred restaurant offers exquisite dishes crafted by renowned chef Thomas Keller. End your trip with a peaceful evening walk through Yountville before heading back to your hotel.