Alexander Valley · Sonoma County
Visit Trentadue with a Private Chauffeur
A gondola ride through the vines of a family estate since 1959, and a suggested six-hour day of tasting around it.
Book a Six-Hour Wine Tour
About the Winery
Leo and Evelyn Trentadue, lifelong farmers, left their orchards in what is now Silicon Valley in 1959 for 208 acres in Alexander Valley, drawn by its climate, soil and water. The land already had a story: in 1868 the French botanist Andrew Bouton founded Heart's Desire Nursery here, and Luther Burbank often came to visit him. Second-generation proprietors Annette and Victor Trentadue run the winery today, with the third generation in the business.
The estate vineyards include vines dating back to 1886, and winemaker Miro Tcholakov marked 25 years with the family at the 2024 harvest. The wines celebrate the family's Italian heritage and Alexander Valley roots, from estate-farmed varietals to blends and traditional Italian varieties, and Trentadue is also known for its ports.
This is a relaxed, family-friendly stop. The estate tasting pours five small-production wines, picnics are welcome on the grounds for guests who taste or buy wine, and leashed dogs are welcome too. The highlight is the gondola tour: a 15 to 20 minute ride through the vineyards behind a tractor, ending in a seated tasting of the estate's best wines, and children ride free with an adult.
Tasting Fees
$25 for the Trentadue Estate Wine Tasting of five small-production estate wines, complimentary for wine club members. $40 for the Gondola Ride and Private Tasting, about 1 to 1¼ hours for 6 to 16 guests, by appointment and weather permitting; children join free with an adult.
Tasting fees as of September 2026. Wineries set and collect their own fees, and they change from time to time.
At a Glance
Location
19170 Geyserville Avenue, Geyserville
AVA
Alexander Valley
Visiting
Open Wednesday to Monday, 10 a.m. to 5 p.m., with the last tasting at 4:30; closed Tuesday and some holidays. Walk-ins welcome; reservations highly recommended, especially on weekends.
Known For
Estate-grown Alexander Valley wines with Italian roots, and port
Founded
1959 (family estate)
Good to Know
Families welcome; children should stay supervised. Well-behaved, leashed dogs are welcome. Picnics are allowed in the outdoor area for guests tasting or buying wine. Estate tastings take up to 8 guests; larger groups call the tasting room.
A Suggested Six-Hour Day
Pickup at 10:00 a.m. from a Healdsburg hotel such as Hotel Trio or The Lodge at Healdsburg.
10:00 · Pickup at Hotel Trio or The Lodge at Healdsburg
Hotel Trio, on Dry Creek Road on the north side of town, and The Lodge at Healdsburg, a Tapestry Collection by Hilton hotel on Grove Street, are each about 10 minutes from Trentadue, up Highway 101 to Geyserville. The day below fits a six-hour tour, and extra time can be added by the hour.
10:10 · Trentadue Winery
The Trentadue Estate Wine Tasting of five estate wines ($25), about an hour. Groups of 6 or more can book the gondola ride and private tasting instead ($40).
11:30 · Stonestreet
About 20 minutes away. Jess Jackson and Barbara Banke's mountain estate: 5,300 acres on the west side of the Mayacamas range with 170 micro-vineyards, tasted in a winery on the valley floor facing the mountain. The Single-Vineyard Tasting of four wines with small bites is $85, 90 minutes. By reservation, daily from 10:30 a.m.
1:20 · Lunch at Catelli's
About 20 minutes away. Santi and Virginia Catelli opened this Geyserville restaurant in 1936, and their granddaughter, chef Domenica Catelli, carries on the family's handmade Italian cooking. Open Wednesday to Sunday from noon. Prefer a picnic? We can arrange a catered picnic at a winery that allows one; the cost is quoted when you book.
2:45 · Hirsch Vineyards
About 20 minutes away. The tasting room of David Hirsch's far Sonoma Coast vineyard, planted in 1980 and made famous by Littorai, Williams Selyem and Kistler, in the historic Old Roma Station building; the vineyard itself is closed to the public. Beyond the Fault Line, a private tasting of five limited wines including the San Andreas Fault Estate Pinot Noir, is $75 and takes 60 minutes. By appointment only, daily; 21 and over.
3:45 · Back to your hotel
Back in Healdsburg by 3:55 p.m., within six hours of pickup.
Three wineries is the right pace for a day of serious tasting. Trentadue is closed on Tuesday and Catelli's opens Wednesday to Sunday, so this day works Wednesday to Sunday.
About $185 to $200 per person in tasting fees for the three wineries, paid directly to each winery.
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.
Your Vehicle & Six-Hour Tour Rates
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.
Questions
Do I need a reservation at Trentadue?
No. Walk-ins are welcome, but reservations are highly recommended, especially on weekends. The gondola tour is by appointment only. When you book a tour with us, your chauffeur makes the reservation for you.
How much is a tasting at Trentadue?
$25 per person for the Trentadue Estate Wine Tasting and $40 for the Gondola Ride and Private Tasting, as of September 2026.
What is the Trentadue gondola tour?
A 15 to 20 minute ride through the vineyards followed by a seated tasting, about 1 to 1¼ hours in all, for 6 to 16 guests. It runs by appointment and depends on the weather, and children join free with an adult.
Can we bring children and dogs to Trentadue?
Yes. Families are welcome as long as children stay supervised, and well-behaved dogs on a leash are welcome.
Can we picnic at Trentadue?
Yes, in the outdoor area, for guests enjoying a tasting, a glass of wine or a bottle purchase.
How does booking a tour with Bien Chauffeured work?
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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