Sonoma Valley · Sonoma County
Visit Annadel Estate Winery with a Private Chauffeur
A family-owned 33-acre estate first established as a winery in 1880, with private tastings among its historic ruins and vineyards, and a suggested six-hour day of tasting around it.
Book a Six-Hour Wine Tour
About the Winery
German immigrants Henry and Anna Bolle bought this land and first established it as a winery in 1880. By the late 1880s the property, then 545 acres, was producing nearly 50,000 gallons of wine a year from just over 90 acres of vines. Since then it has changed hands several times, been divided into smaller parcels, survived Prohibition and even spent time as a turkey farm. Katie Honey and Dan Whalen, trained sommeliers who had visited the area for years and married here, arrived before the 2020 harvest and run it today as a family-owned winery, event venue, cut-flower farm and their home.
The estate grows Pinot Noir and the Bordeaux varieties Cabernet Franc, Cabernet Sauvignon and Merlot. Winemaker Drew Damskey, whose family has grown grapes and made wine in Napa and Sonoma for generations and who also makes his own Palmeri wines, was named a Winemaker to Watch by the San Francisco Chronicle in 2017. The 2019 estate Merlot was named to The Press Democrat's top 100 wines of California and won Best of Class at the 2023 East Meets West competition.
Visits here are private by design. Each tasting is for one party of up to six and lasts about 75 minutes, with time to explore the estate, its historic ruins and the vineyard views while you sip. The estate is also a commercial flower farm that supplies florists across Sonoma County, and the owners' Goldendoodles, Bubs and Magnum, are the official welcoming committee. It sits at the north end of Sonoma Valley on the edge of Santa Rosa, which makes it an easy pairing with Kenwood.
Tasting Fees
$75 for the private Annadel Estate Winery tasting, about 75 minutes, for up to six guests.
Tasting fees as of September 2026. Wineries set and collect their own fees, and they change from time to time.
At a Glance
Location
125 Cristo Lane, Santa Rosa
AVA
Sonoma Valley
Visiting
Private tastings daily, 10 a.m. to 4 p.m., by reservation only, for parties of up to six. Completing a reservation commits you to the tasting fees for the guests reserved.
Known For
Estate Merlot, Pinot Noir and Cabernet Franc, and private tastings on a historic 1880 estate
Founded
1880 (as a winery, by Henry and Anna Bolle)
Good to Know
Each party is limited to six guests, and the estate hosts only a small number of guests each week, so book early. The estate also hosts weddings and events, and a one-bedroom cottage on the property can be rented.
A Suggested Six-Hour Day
Pickup at 10:00 a.m. from a Santa Rosa hotel such as Flamingo Resort or Hotel La Rose.
10:00 · Pickup at Flamingo Resort or Hotel La Rose
Flamingo Resort, a resort with a pool and spa on Santa Rosa's east side, is about 15 minutes from Annadel Estate Winery, and Hotel La Rose, a 1907 hotel in Santa Rosa's historic Railroad Square, about 20. The day below fits a six-hour tour, and extra time can be added by the hour.
10:20 · Annadel Estate Winery
The private estate tasting, with time to explore the grounds ($75). About 75 minutes.
11:45 · MacLaren Wines
About 10 minutes away. A small Syrah specialist that Wine & Spirits named a Winery to Watch, pouring in a cottage on Adobe Canyon Road where Scottish-born winemaker Steve Law hosts the tasting himself. His flight of limited-production, cool-climate Syrah, Pinot Noir, Viognier and Sauvignon Blanc is the Signature Tasting Experience ($50); a seat across from the winemaker is what makes it special. By appointment only, requested through the winery's form.
1:10 · Lunch at Bird & The Bottle
About 25 minutes away. Chef Mark Stark's modern tavern in an old house on Fourth Street in Santa Rosa, with plates to share from a wood-fired grill and two patios. Open 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.
2:40 · Mountain Terraces Winery & Vineyards
About 20 minutes away. The Ledson family's highest vineyard, at up to 2,000 feet on Cavedale Road in the Moon Mountain District, is private, so its Cabernet Sauvignon is poured inside the Ledson Castle, the French Normandy-style landmark on the Sonoma Highway. The private, seated Mountain Terraces tasting of five estate wines with a cheese board is $125 plus tax, about 2 hours. By reservation, Thursday to Saturday; a hospitality coordinator confirms each booking, and cancellations need 72 hours' notice.
4:40 · Back to your hotel
Back in Santa Rosa by 5:05 p.m., within six hours of pickup.
Mountain Terraces pours Thursday to Saturday and MacLaren is by appointment, so this day works Thursday to Saturday once MacLaren confirms. The Mountain Terraces tasting runs about two hours, so the day ends around 5.
About $250 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 Annadel Estate Winery?
Yes. All tastings are private and by reservation only, daily from 10 a.m. to 4 p.m., for parties of up to six. When you book a tour with us, your chauffeur makes the reservation for you.
How much is a tasting at Annadel Estate Winery?
$75 per person for the 75-minute private tasting, as of September 2026.
Who owns Annadel Estate Winery?
Katie Honey and Dan Whalen, who arrived in Sonoma County before the 2020 harvest. Drew Damskey is the winemaker.
How old is the Annadel Estate?
Henry and Anna Bolle first established it as a winery in 1880, and by the late 1880s it was making nearly 50,000 gallons of wine a year.
Where is Annadel Estate Winery?
At 125 Cristo Lane in Santa Rosa, off the Sonoma Highway at the north end of Sonoma 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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