Dry Creek Valley · Sonoma County
Visit Dutcher Crossing with a Private Chauffeur
A farmhouse-style winery where two creeks meet, with a breezeway view over the north end of Dry Creek Valley, and a suggested six-hour day around it.
Book a Six-Hour Wine Tour
About the Winery
Dutcher Crossing was started by the Stevens and Nevins families with founding winemaker Kerry Damskey. Debra Mathy bought it in 2007, fulfilling a lifelong wish to own a Sonoma County winery; it came with 35 acres and five wines. The penny-farthing bicycle on the label is a nod to her passion as a cyclist and collector, and a tribute to her father, who encouraged her to follow her dreams.
Under Debra the winery has grown to more than thirty wines from Sonoma, Napa and Mendocino counties and 75 acres of estate-designated vineyards. Winemaker Nick Briggs and vineyard manager Enrique Reyes now carry the work forward, and the estate is farmed sustainably and runs on solar power.
The winery is built in a classic 1900s farmhouse style on 35 acres where Dry Creek and Dutcher Creek meet, the crossing that gives it its name. Guests love to walk through the breezeway for the view over the northern end of the valley, then settle on the patio or the lawn; it is picnic friendly, dogs are welcome, and Lady, the resident Labrador, greets visitors most days.
Tasting Fees
Dutcher Crossing does not publish its tasting fees; they are confirmed when the reservation is made.
Tasting fees as of September 2026. Wineries set and collect their own fees, and they change from time to time.
At a Glance
Location
8533 Dry Creek Road, Geyserville
AVA
Dry Creek Valley
Visiting
Open daily 11 a.m. to 5 p.m. Reservations recommended; walk-ins as availability allows. A $50 per-person fee applies to no-show reservations.
Known For
A wide range of small-lot wines from Dry Creek Valley and beyond
Founded
Owned by Debra Mathy since 2007
Good to Know
Dogs are welcome in the tasting room, on the patio and on the lawn. Picnics are welcome. Wine club pickups are scheduled by email.
A Suggested Six-Hour Day
Pickup at 10:35 a.m. from a Healdsburg hotel such as Hotel Trio or Harmon Guest House.
10:35 · Pickup at Hotel Trio or Harmon Guest House
Hotel Trio, on Dry Creek Road on the north side of town, and Harmon Guest House, a boutique hotel just off the plaza, are each about 25 minutes from Dutcher Crossing, a pretty drive up Dry Creek Road. The day below fits a six-hour tour, and extra time can be added by the hour.
11:00 · Dutcher Crossing
A tasting on the patio or the lawn, with a walk through the breezeway for the view.
12:10 · Zichichi Family Vineyard
About 10 minutes away. A family estate on West Dry Creek Road with head-pruned Zinfandel and Petite Sirah vines planted in 1920. A host leads a behind-the-scenes walk through the winery, past the barrels and the harvest equipment, then pours four estate wines of your choosing in the rustic tasting room. The winery does not publish its tasting fee. By appointment, daily 11 a.m. to 4:30 p.m.
1:25 · Lunch at Dry Creek General Store
About 15 minutes away. A country store since 1881 at the crossroads of Dry Creek Valley, with a deli for handmade sandwiches, soups and salads and a front porch that looks out over the valley. Open daily from 7 a.m. Prefer a picnic? We can arrange a catered picnic at a winery that allows one; the cost is quoted when you book.
2:45 · Marine Layer
About 15 minutes away. Baron Ziegler's Sonoma Coast label, made by Rob Fischer, the winemaker behind Banshee, in a small tasting room on Center Street. The Single Vineyard Exploration of five Sonoma Coast Pinot Noirs is $40, as is a five-wine Appellation Exploration. Open daily 11:30 a.m. to 5 p.m.; reservations encouraged, walk-ins as space allows.
3:45 · Back to your hotel
Back in Healdsburg by 3:50 p.m., within six hours of pickup.
Three wineries is the right pace for a day of serious tasting. Zichichi is by appointment, so we confirm it when we book.
About $40 per person for Marine Layer, plus the Dutcher Crossing and Zichichi fees, confirmed when we book, each paid directly to the 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 Dutcher Crossing?
Reservations are recommended, and walk-ins are accommodated as availability allows. A $50 per-person fee applies to no-shows. When you book a tour with us, your chauffeur makes the reservation for you.
How much is a tasting at Dutcher Crossing?
Dutcher Crossing does not publish its tasting fees; they are confirmed when the reservation is made, as of September 2026.
Is Dutcher Crossing dog friendly?
Yes. Dogs are welcome in the tasting room, on the patio and on the lawn, and Lady, the resident Labrador, greets guests most days.
Who owns Dutcher Crossing?
Debra Mathy, since 2007. Nick Briggs is the winemaker and Enrique Reyes the vineyard manager.
Where does the name Dutcher Crossing come from?
From the confluence, or crossing, of Dry Creek and Dutcher Creek, which you can see from the 35-acre property at the north end of the valley.
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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