Dry Creek Valley · Sonoma County
Visit Flanagan Wines with a Private Chauffeur
Private, seated tastings on a hilltop estate five minutes from downtown Healdsburg, with sweeping views over Dry Creek Valley to the Mayacamas, and a suggested six-hour day of tasting around it.
Book a Six-Hour Wine Tour
About the Winery
Eric Flanagan's interest in wine grew from travels through wine regions from New Zealand to Greece, and from watching how soils and climate shaped different styles. In 1999 he bought 40 acres on the heights of Bennett Mountain, and in 2001 he and his daughter Riley planted their first vines. Riley is now his business partner, running wholesale sales and hosting tastings around the country, and she has her own line, Riley's Rows.
In 2016 the family bought a winery and vineyard site just outside Healdsburg, redeveloped the vineyards and moved all production there. Isabelle Mort, a native of Montreal trained at the Canadian Food and Wine Institute, has led the winemaking since 2018. Alongside the estate Cabernet vineyard, Flanagan makes wines from some of Sonoma County's best-known vineyards, among them Ritchie, Bacigalupi, River Road Grape Farm and Gap's View.
The setting is the reason to come: a private, by-appointment estate on a hilltop at the south end of the valley, with sweeping views of Dry Creek Valley and the Mayacamas Mountains and a choice of indoor seating or an overlook terrace. The Signature Tasting runs from Chardonnay through Pinot Noir and Syrah to Cabernet, and on weekend mornings the Behind the Wine tour walks the historic barrel hall and crush pad and climbs to the vineyard ridge line for the panorama.
Tasting Fees
$45 for the Flagship Flight of four wines, 60 minutes. $95 for the private Signature Tasting, 90 minutes. $195 for Behind the Wine: Estate Tour & Tasting, 120 minutes, Saturday to Monday at 10:30 a.m. Club members taste free.
Tasting fees as of September 2026. Wineries set and collect their own fees, and they change from time to time.
At a Glance
Location
435 West Dry Creek Road, Healdsburg
AVA
Dry Creek Valley
Visiting
By appointment, seven days a week. For same-day visits or groups of more than six, the winery asks you to call or text.
Known For
Chardonnay, Pinot Noir, Syrah and Cabernet Sauvignon from top Sonoma County vineyards and its estate
Founded
1999 (Healdsburg estate since 2016)
Good to Know
A 21-and-over, pet-free property. All experiences are by appointment. A charcuterie and cheese platter can be added for $25 per guest with 24 hours' notice.
A Suggested Six-Hour Day
Pickup at 10:00 a.m. from a Healdsburg hotel such as Hotel Healdsburg or The Madrona.
10:00 · Pickup at Hotel Healdsburg or The Madrona
Hotel Healdsburg, on the town plaza, is about 10 minutes from Flanagan's hilltop estate, and The Madrona, a 24-room hotel on a historic estate on Westside Road, about 5. The day below fits a six-hour tour, and extra time can be added by the hour.
10:15 · Flanagan Wines
The private Signature Tasting on the hilltop, 90 minutes ($95), or the Flagship Flight, 60 minutes ($45).
12:00 · Nalle Winery
About 15 minutes away. One of Dry Creek Valley's most respected Zinfandel houses: Doug Nalle's 1987 Zinfandel earned 92 points from Wine Spectator, and the 2019 Dry Creek Valley Zinfandel made its Top 100. Tastings are on the patio behind the living-roof cellar, a concrete arch covered in soil and rosemary, often poured by a member of the family. A flight of six wines is $35. Open Saturday from noon to about 4 p.m., and Wednesday to Friday by reservation.
1:15 · Lunch at Diavola
About 15 minutes away. Chef Dino Bugica's restaurant in a historic building on Geyserville Avenue, with Neapolitan-style pizza from a wood-burning oven, handmade pasta and house-cured salumi; the menu changes every day. Lunch is served daily from 11:30 a.m. to 3 p.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 · Gregory James Wines
About 10 minutes away. A small winery founded in 2013 by Jim Demuth and grower Greg Adams, pouring Dry Creek old-vine Zinfandel alongside Cabernet from Beckstoffer's Georges III vineyard in Napa Valley. The hosted Signature Tasting of five wines is $45, about 90 minutes, for up to 6 guests. Daily by appointment between 10 a.m. and 3 p.m.; no walk-ins and no guests under 21.
4:10 · Back to your hotel
Back in Healdsburg by 4:35 p.m.
Three wineries is the right pace for a day of serious tasting. Nalle opens on Saturday and by reservation Wednesday to Friday, so this day works Wednesday to Saturday, and it ends around 4:35. On Saturday to Monday you can swap the Signature Tasting for the two-hour estate tour at 10:30.
About $125 to $175 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 Flanagan Wines?
Yes. Every experience is by appointment, seven days a week; for same-day visits or groups of more than six, the winery asks you to call or text. When you book a tour with us, your chauffeur makes the reservation for you.
How much is a tasting at Flanagan Wines?
$45 per person for the Flagship Flight, $95 for the Signature Tasting and $195 for the Estate Tour & Tasting, as of September 2026.
What is the view like at Flanagan?
The estate sits on a hilltop at the south end of Dry Creek Valley, with sweeping views over the valley to the Mayacamas Mountains. You can taste indoors or on the overlook terrace.
Can children or dogs visit Flanagan Wines?
No. The estate is 21 and over and pet-free.
Where is Flanagan Wines?
At 435 West Dry Creek Road, about five minutes from downtown Healdsburg.
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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