Private Enchanted Napa & Sonoma Wine Tour from Cupertino
Pick your date
Highlighted days have spots open. Grey days are sold out or not running.
September 2026
Loading live availability
Who is going?
Adults
Age 13 and over
Children
Age 12 and under
Select a highlighted day to see live departure times and the exact price for your group.
Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
Not yet rated
No traveler reviews have been published for this experience yet.
Quick answer
Is Private Enchanted Napa & Sonoma Wine Tour from Cupertino worth booking?
Private Enchanted Napa & Sonoma Wine Tour from Cupertino is a 8-hour experience in San Jose, United States, from $1050 per person. It scores 31 out of 100 on the Outty Ranking, which we label “Worth a Look”. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 31 / 100
- Rating
- Not yet rated
- Duration
- 8 hours
- From
- $1050 per person
Explore and relish the enchanted day trip to California's famous wine country on this full-day tour of Napa and Sonoma County. Tour and taste wine at a Napa Valley landmark—Castello di Amorosa. You’ll stop for photos of
What you get
About this experience
Explore and relish the enchanted day trip to California's famous wine country on this full-day tour of Napa and Sonoma County. Tour and taste wine at a Napa Valley landmark—Castello di Amorosa. You’ll stop for photos of the iconic Golden Gate Bridge, enjoy wine tastings in both Napa and Sonoma, where you'll take in the delightful notes of each region, and have free time to explore historic Sonoma Square. Many of the wineries that will be visited are some of the oldest wine making families wine in the Napa and Sonoma Valley. You’ll learn of their family histories and first beginnings in California’s most famous Wine Country.
What's included
Included
- Water bottles
- Expert guide
- Hotel pickup and drop-off within city limits
- In-vehicle air conditioning
Not included
- Food & Drinks
- Wine Tasting and entrance tickets for Wineries and Castello di Amorosa
- Gratuities
- Entrance Tickets to the Wineries and Castello di Amorosa
What you'll see and do
Financial District
Start your tour from San Francisco downtown, surrounded by skyscrapers that dominate the skyline (Transamerica Pyramid, Salesforce Tower), there is a wealth of tech businesses and Fortune 500 companies.
Pass by without stopping
Golden Gate Bridge
The tour crosses the iconic Golden Gate Bridge. On a clear day, the Golden Gate Bridge offers a panoramic view of the bay and the San Francisco skyline.
Pass by without stopping
Madonna Estate
Madonna Estate wines have been handcrafted by the Bartolucci Family, Napa Valley winegrowers and winemakers for over a century. They are created from 100 percent organically grown grapes, which are dry farmed on the estate vineyard. Located in the world-renowned Carneros region of the Napa Valley, the Bartoluccis take great pride in the wines they craft. Through great skill, elegance and care, Madonna Estate wines are styled to capture the best of the vintage, the vineyard, and the variety. 1 Hour drive Time and 1 Hour stay in wine estate
120 minutes here · Admission not included
Mayo Family Winery
Mayo Family Winery, established in 1993, is a family-owned winery in Sonoma Valley. It specializes in handcrafted, single-vineyard wines, producing over 20 unique varieties each year, including sparkling wines, chardonnay, Pinot Noir, Zinfandel, Pinot Meunier, Grenache, Alicante Bouschet, and more. Their selection also features Zinfandel Ports and dessert wines. The Tasting Room in Glen Ellen offers a relaxed and casual atmosphere, perfect for a leisurely wine-tasting experience.
60 minutes here · Admission not included
Sonoma County
To many people, Sonoma—just 45 miles from San Francisco—means wine. But when you drink in the surroundings on the eight-acre Sonoma Plaza—the state’s largest historic plaza, lined by restaurants, shops, and hotels—it’s hard to ignore the area’s non-vine history. During a lunch break, we’ll make a stop at Downtown Sonoma Square where you will enjoy leisure time to explore. This destination affords a wonderful variety of eclectic dining options and one-of-a-kind boutique shops and local art galleries.
120 minutes here
Castello di Amorosa
Castello di Amorosa is the realization of an all-consuming passion. Fourth generation winemaker Dario Sattui built an authentically styled 14th century Tuscan castle winery to honor his Italian heritage and deep love for medieval architecture. But it all started 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 lived at the winery, even after Prohibition closed the business in 1920. Dario was always fascinated 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.
90 minutes here · Admission not included
Cline Cellars
one of the best wineries in the region, especially if you love the bold reds (their Zinfandel and Cab Sauv are divine!). Absolutely beautiful location with many areas to sit and enjoy the beauty of the vineyard.
60 minutes here · Admission not included
Cupertino
Drop the guests back to drop off locations
60 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers. Pickup begins about 45 minutes before departure.
Options you can book
Private Group 1-3
Private Group 1-3 Pickup included
Private Group 1-5
Private Group 1-5 Pickup included
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- BARBIL TOURS
Know before you go
- Specialized infant seats are available
- Public transportation options are available nearby
- Infants and small children can ride in a pram or stroller
- Suitable for all physical fitness levels
- Minimum age requirement for alcohol consumption is 21 years of age
Photos
Good to know
- Duration
- 8 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $1050 to $1275
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Why this scores 31
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private Enchanted Napa & Sonoma Wine Tour from Cupertino: questions travelers ask
Practical detail on this experience, plus the wider planning questions for San Jose.
How much does Private Enchanted Napa & Sonoma Wine Tour from Cupertino cost?
+
Prices start at $1050 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in San Jose usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Private Enchanted Napa & Sonoma Wine Tour from Cupertino take?
+
Plan for about 8 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in San Jose is not rushed.
Is Private Enchanted Napa & Sonoma Wine Tour from Cupertino worth it?
+
It holds an Outty Ranking of 31 out of 100, which we label "Worth a Look". That score blends traveler sentiment (0/5 across 0 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in San Jose, and how flexible the cancellation terms are.
Can I cancel or reschedule Private Enchanted Napa & Sonoma Wine Tour from Cupertino?
+
Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Private Enchanted Napa & Sonoma Wine Tour from Cupertino suitable for kids and families?
+
Yes, all ages are welcome. Families should still weigh the 8-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Private Enchanted Napa & Sonoma Wine Tour from Cupertino?
+
Around 0 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in San Jose can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
+
Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in San Jose and add a light layer if any part of the 8-hour experience runs outdoors or after sunset.
Where does Private Enchanted Napa & Sonoma Wine Tour from Cupertino start and how do I get there?
+
The exact meeting point and directions are on your voucher once you book, and they sit in central San Jose within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in San Jose?
+
San Jose mixes tech-history tours with the Winchester Mystery House, Santa Cruz Mountains wine trips, redwood hikes and easy day tours over to Monterey and San Francisco. On Outty we rank every San Jose experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include The Escape Game at Great Mall in Milpitas, 4 Hour Livermore Valley Wine Tour, Big Sur Monterey California Coast from San Jose 1 - 12 people. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit San Jose?
+
April to June and September to October. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in San Jose?
+
Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
+
Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
Ready to lock in your spot?
Pick a date, choose your group, and see the exact price for Private Enchanted Napa & Sonoma Wine Tour from Cupertino.
Pick your date
