Oakville · Napa Valley
An Oakville Cabernet estate around an 1880s winery, named for Shakespeare's Falstaff, and a suggested six-hour day of tasting around it.
Book a Six-Hour Wine Tour
PlumpJack began in 1992 as a wine shop in San Francisco's Cow Hollow neighborhood, founded by Gavin Newsom. The estate winery followed in Oakville in 1995. The name comes from Sir John "Plump Jack" Falstaff, the fun-loving Shakespeare character who shared many goblets of sack with Prince Hal, and that playful spirit still runs through the place.
The 42-acre estate sits on an alluvial fan at the foot of the Vaca Mountains in the Oakville AVA, with rocky hillside soils on the east side and lighter loam toward the river. The winery itself dates to 1881 and sits in the middle of the vineyard among old oaks. PlumpJack was also a pioneer in putting screw caps on luxury Cabernet.
Visits feel relaxed rather than formal. Guests stroll past the 1880s winery and taste estate Oakville and Napa Valley wines, from the hour-long PlumpJack Experience to the Collector's Tasting with the Reserve Cabernet. It is an easy first stop for us, just off Highway 29 on Oakville Cross Road, and the sister estates Odette and 13th Vineyard are part of the same collection.
$80 for the PlumpJack Experience, 60 minutes. $120 for The Collector's Tasting with the Reserve Cabernet, 90 minutes. $200+ for the PlumpJack Collection Passport, about 6 hours across three estates with a box lunch.
Tasting fees as of September 2026. Wineries set and collect their own fees, and they change from time to time.
At a Glance
Location
620 Oakville Cross Road, Napa
AVA
Oakville
Visiting
Open daily; tastings are by reservation between 10 a.m. and 3 p.m. Bottle service runs daily 10 a.m. to 4 p.m.
Known For
Oakville estate Cabernet Sauvignon, including the Reserve Cabernet
Founded
1995 (winery building from 1881)
Good to Know
Tastings are for guests 21 and over. For help booking any experience, the winery takes calls at 707.945.1220. Bottle service has a one-bottle minimum.
Pickup at 10:00 a.m. from a nearby hotel such as Bardessono or Hotel Villagio.
Both hotels are in Yountville, about 10 minutes south of PlumpJack on Highway 29. The day below fits a six-hour tour, and extra time can be added by the hour.
The PlumpJack Experience, about an hour ($80). The Collector's Tasting ($120) runs 90 minutes and moves the rest of the day back 30 minutes.
About 18 minutes away. A small family label from a hillside vineyard above the valley, poured in private, seated tastings at The Caves at Soda Canyon. The Private Tasting is $95; the winery does not publish a duration, so we plan about an hour. Prepaid, by appointment only; no same-day requests.
About 15 minutes away. Lunch at Oenotri on First Street in downtown Napa, an Italian restaurant serving lunch daily from 11:30 a.m. Prefer a picnic? We can arrange a catered picnic at a winery that allows one; the cost is quoted when you book.
About 15 minutes away. A family-owned Yountville winery known for its research into single-clone Cabernet Sauvignon. The Grape to Glass Tour and Tasting is $60, about 90 minutes, and walks you through the winery before the seated pour. By appointment, daily 10 a.m. to 4 p.m.
Back by 4:00 p.m., six hours after pickup.
About $235 to $275 per person in tasting fees for the three wineries, paid directly to each winery.
Three wineries is the right pace for a day of serious tasting. The fourth stop is there if the day allows.
Every tour is custom. This day is a starting point: your chauffeur will shape it around what matters to you, and we plan multi-day tours for guests who want to see more of wine country.
Up to 6 guests
Elite Luxury SUV
Lincoln Navigator or Cadillac Escalade
From $750
Six-hour wine tour, plus 20% gratuity. Additional hours $125 each.
Up to 9 guests
Jet Sprinter or Executive Luxury Van
Captain's chairs and room to spread out
From $1,350
Six-hour wine tour, plus 20% gratuity. Additional hours $225 each.
Larger groups travel in more than one vehicle, and we plan the winery appointments around your group, since many wineries limit groups to 6 to 8 guests. Tasting fees are separate and paid directly to each winery. Every tour starts with six hours; add time by the hour when you book.
Yes. Tastings are booked by reservation, daily between 10 a.m. and 3 p.m. When you book a tour with us, your chauffeur makes the reservation for you.
$80 per person for the PlumpJack Experience and $120 for The Collector's Tasting, as of September 2026.
From Sir John "Plump Jack" Falstaff, the irreverent Shakespeare character and friend of Prince Hal.
PlumpJack started as a San Francisco wine shop founded by Gavin Newsom in 1992; the Oakville estate winery was founded in 1995.
Yes. The winery describes itself as a pioneer of screw caps for luxury wine.
Reserve a six-hour tour online, even if your plans are still taking shape. Your chauffeur will email you first to learn what matters to you, then build your itinerary and make the winery appointments. Extra hours can be added.
Reserve Your Tour Now, Plan the Details Later
Your plans don't need to be final to book. Reserve your six-hour tour online, and your chauffeur will email you first to learn what matters to you, then build your itinerary and make the winery appointments. Prefer to talk? Call our concierge at 888-291-2328.
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