Diamond Mountain District · Napa Valley
A small family estate making mountain Cabernet on Diamond Mountain, with private tastings for your group, and a suggested six-hour day of tasting around it.
Book a Six-Hour Wine Tour
Walter and Joan Teachworth moved their young family to Napa Valley in the early 1990s and slowly put together an estate on Diamond Mountain, just south of Calistoga. They planted their vineyards in 1997, and by 2000 the first Teachworth vintage was in barrel. Today their children, Chris and Laura Teachworth, look after the estate and carry on their parents' plan.
The estate sits on a northwest-facing slope of the Mayacamas Range at about 700 to 850 feet, with a hand-tended vineyard surrounded by about 75 acres of mature forest. The focus is Cabernet Sauvignon from mountain fruit, blended with Cabernet Franc and Petit Verdot. Winemaker Taylor Berkley Boydstun runs daily operations in a winery with a small underground cave.
Visits are by appointment only, and each tasting is private to your group. You taste the current release Cabernet Sauvignon and other estate wines while the team talks through the land, the vintage and the family's story. Plan on 60 to 90 minutes. It is a quiet, personal visit, well suited to guests who want to learn about mountain Cabernet.
$100 for the private Essence of Teachworth tasting, 60 to 90 minutes. The fee is waived with the purchase of three estate wines.
Tasting fees as of September 2026. Wineries set and collect their own fees, and they change from time to time.
At a Glance
Location
4451 St. Helena Highway, Calistoga
AVA
Diamond Mountain District
Visiting
By appointment only, booked online in advance. Each tasting is private to your group and lasts 60 to 90 minutes.
Known For
Diamond Mountain Cabernet Sauvignon from estate mountain vineyards
Founded
2000 (first vintage; vineyards planted in 1997)
Good to Know
Tasting is for guests 21 and over. Children are welcome with a parent or guardian, and pets must stay on a leash. No smoking or vaping on the property. Cancellations need 24 hours' notice for a refund.
Pickup at 10:00 a.m. from a nearby hotel such as Four Seasons Resort and Residences Napa Valley or Indian Springs Calistoga.
Stay close and the tasting starts right away. Four Seasons Resort and Residences Napa Valley, on the Silverado Trail just south of town, and Indian Springs Calistoga, a mineral springs resort on Lincoln Avenue in Calistoga, are each about 5 minutes from Teachworth. The day below fits a six-hour tour, and extra time can be added by the hour.
The private Essence of Teachworth tasting ($100), 60 to 90 minutes, with current release Cabernet Sauvignon and other estate wines. The day below allows the full 90 minutes.
About 15 minutes away. A family estate up Deer Park Road toward Howell Mountain, around a stone winery built into the hillside in 1891 as the original Sutter Home Winery. A tasting of five current releases is $45 (waived with two bottles per person), about an hour, with a cave tour on request. By appointment daily, last tasting at 4 p.m.; up to 6 guests, larger parties call ahead; kids and leashed dogs welcome.
About 10 minutes away. Lunch at Gott's Roadside on Main Street in St. Helena, the original location of the roadside burger stand, opened in 1999, with outdoor tables and service daily from 11 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 20 minutes away. A small family winery just north of downtown Calistoga, where the staff who pour also work on the wines. The Estate Tasting of at least four wines, outdoors in the garden, is $35 and runs 60 to 90 minutes; we plan on about an hour. By appointment, with seatings on the half hour until 3 p.m.
Back by about 3:40 p.m., within six hours of pickup.
Adds about an hour. A Calistoga family estate that pours at the Wine Train Collective in the historic Calistoga Depot. Walk-ins are welcome (weekends may need a reservation); tastings are $35, Friday to Monday, noon to 6 p.m.
About $180 per person in tasting fees for the three wineries, paid directly to each winery.
Kenefick Ranch, the optional stop, pours Friday to Monday only.
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. Every tasting is by appointment and private to your group. When you book a tour with us, your chauffeur makes the reservation for you.
$100 per person for the private Essence of Teachworth tasting, waived with the purchase of three estate wines, as of September 2026.
Yes. Children are welcome with a parent or guardian at all times, but tasting is for guests 21 and over.
Cabernet Sauvignon from its own mountain vineyard on Diamond Mountain, at about 700 to 850 feet, blended with Cabernet Franc and Petit Verdot.
The Teachworth family. Founders Walter and Joan Teachworth planted the vineyards in 1997, and their children, Chris and Laura, now run the estate.
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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