Explore Napa and Sonoma’s finest wineries on a small-group tour from Cupertino. Cross the Golden Gate, savor wines, and enjoy stunning landscapes.
Explore Napa and Sonoma’s finest wineries on a small-group tour from Cupertino. Cross the Golden Gate, savor wines, and enjoy stunning landscapes.
- Financial District - Begin the tour in downtown San Jose, where towering skyscrapers fill the skyline, and a multitude of tech companies and Fortune 500 firms thrive.
- Golden Gate Bridge - The tour includes a crossing of the iconic Golden Gate Bridge. On a clear day, it provides a breathtaking panoramic view of the bay and the San Francisco…
- Financial District - Begin the tour in downtown San Jose, where towering skyscrapers fill the skyline, and a multitude of tech companies and Fortune 500 firms thrive.
- Golden Gate Bridge - The tour includes a crossing of the iconic Golden Gate Bridge. On a clear day, it provides a breathtaking panoramic view of the bay and the San Francisco skyline.
- Madonna Estate - Madonna Estate wines are meticulously crafted by the Bartolucci Family, who have been Napa Valley winegrowers and winemakers for over a century. These wines are made from 100% organically grown grapes, dry-farmed on the estate vineyard.
Situated in the renowned Carneros region of Napa Valley, the Bartoluccis take immense pride in their wine craftsmanship. With skill, elegance, and care, Madonna Estate wines are designed to capture the essence of the vintage, vineyard, and variety.
1 Hour drive time and 1 Hour stay at the wine estate
- Mayo Family Winery - Established in 1993, Mayo Family Winery is a family-owned establishment in Sonoma Valley. It specializes in handcrafted, single-vineyard wines, producing over 20 unique varieties annually, including sparkling wines, Chardonnay, Pinot Noir, Zinfandel, Pinot Meunier, Grenache, Alicante Bouschet, and more. Their selection also includes Zinfandel Ports and dessert wines.
The Tasting Room in Glen Ellen offers a relaxed and casual setting, ideal for a leisurely wine-tasting experience.
- Sonoma County - For many, Sonoma—just 45 miles from San Francisco—means wine. However, the eight-acre Sonoma Plaza—the state’s largest historic plaza, surrounded by restaurants, shops, and hotels—reveals the area’s rich non-vine history. During a lunch break, there will be a stop at Downtown Sonoma Square, allowing leisure time to explore. This destination offers a delightful array of eclectic dining options, unique boutique shops, and local art galleries.
- Castello di Amorosa - Castello di Amorosa is the embodiment of a passionate dream. Fourth-generation winemaker Dario Sattui constructed an authentically styled 14th-century Tuscan castle winery to honor his Italian heritage and love for medieval architecture.
But it all began with wine.
Dario is the great-grandson of pioneering vintner Vittorio Sattui, an Italian immigrant who founded St. Helena Wine Cellars in 1885. The Sattui family resided at the winery, even after Prohibition closed the business in 1920. Dario was always captivated by the stories and photos of the old winery. As a child, he would play in the winery’s underground cellars and dream of reviving the family business.
- Cline Cellars - Renowned as one of the best wineries in the region, especially for lovers of bold reds (their Zinfandel and Cab Sauv are exceptional!). The location is stunning, with numerous spots to sit and enjoy the vineyard’s beauty.
- Cupertino - Guests will be returned to their drop-off locations.

- Water bottles
- Expert guide
- Air-conditioned vehicle
- Hotel pickup and drop-off within city limits
- Water bottles
- Expert guide
- Air-conditioned vehicle
- Hotel pickup and drop-off within city limits
- Food & Drinks
- Wine tasting
- Gratuities
- Entrance Tickets to the Wineries and Castello di Amorosa. Tickets can be purchased on the location
- Food & Drinks
- Wine tasting
- Gratuities
- Entrance Tickets to the Wineries and Castello di Amorosa. Tickets can be purchased on the location
Explore California’s top wine regions on the full-day Enchanted Napa and Sonoma Wine Tour departing from Cupertino. Journey over the iconic Golden Gate Bridge and visit esteemed wineries such as Madonna Estate and Mayo Family Winery. Discover the magnificent Castello di Amorosa, a Tuscan-inspired castle winery, while taking in the stunning landscapes of…
Explore California’s top wine regions on the full-day Enchanted Napa and Sonoma Wine Tour departing from Cupertino. Journey over the iconic Golden Gate Bridge and visit esteemed wineries such as Madonna Estate and Mayo Family Winery. Discover the magnificent Castello di Amorosa, a Tuscan-inspired castle winery, while taking in the stunning landscapes of Napa and Sonoma. With a knowledgeable guide providing insights into the wine industry, this small-group tour is ideal for wine enthusiasts seeking a personalized experience.
- Small-group tour limited to 5 travelers for individualized attention
- Scenic drive includes the Golden Gate Bridge and picturesque vineyard views
- Visits to several renowned wineries and the distinctive Castello di Amorosa
- Tour lasts 8–9 hours, with convenient pickup and drop-off services
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.