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Healdsburg Wine Tasting and Food Pairing Guided Walking Tour

This 4-hour Wine & Food Pairing Walking Tour, led by a local wine connoisseur, hits half a dozen gourmet highlights of downtown Healdsburg, such as Roadhouse Winery, Mateos Cocina Latina, Stephen & Walker Winery, Costeaux French Bakery, thumbprint cellars, Pizzando, the Russian River Tea Company and many more. As you explore this charming wine country town, you'll enjoy three private seated wine tastings perfectly paired with delicious bites at boutique tasting rooms. These pairings have been uniquely crafted for this tour to offer a new perspective on pairing wine with food. You'll also enjoy two delicious non winery stops. Limited to just eight people, this small-group tour provides a personalized experience.

per adult from




4 hours


Mobile ticket

Select Date and Travellers

No tour options available.

  • What's included :
    • Professional guide
    • Food tastings
    • Wine tastings
    • Includes all wine tasting fees (saving of $15-$20/person at each tasting room, $45+ total savings)
    • 5 tasting locations - 3 boutique tastings rooms & 2 food related experiences
    • Tour locations are subject to change daily
    • Tips & Techniques on how to pair Wine & Food
    What's excluded :
    • Gratuities
    • Hotel pickup and drop-off
  • This is a typical itinerary for this product

    Stop At: Williamson Wines Tasting Room, 134 Matheson St, Healdsburg, CA 95448-4118

    During your seated wine tasting explore how by adding a simple ingredient can change the taste of the wine. A delicious way to understanding the Art of Wine & Food Pairing (your tour may include this stop).

    Duration: 45 minutes

    Stop At: Healdsburg Plaza, Healdsburg, California Plaza, Healdsburg, CA

    This charming plaza in downtown Healdsburg holds so much history with many stories to share that we thought it would be a perfect place to begin your Healdsburg Wine & Food Pairing Walking Tour.

    Duration: 10 minutes

    Stop At: Wine Country Walking Tours, 1083 Vine St, Healdsburg, CA 95448-4830

    Our signature tour, Healdsburg Wine & Food Pairing Walking Tour, is something really unique. We are not a Wine Tour, nor a Food Tour. We combine the two by working with the winemakers and local food artisans and restaurant chefs to create pairings that will knock your socks off. We want to show you how easy it is to pair Wine & Food and hopefully when you return home, you'll have your own Wine & Food Pairing Party or create some new pairings on your own. Then we will know we've done job well done.

    Duration: 5 minutes

    Stop At: Stephen & Walker Winery, 243 Healdsburg Ave, Healdsburg, CA 95448-4103

    Enjoy a collection of wines paired with lite bites to accentuate the relationship between Wine & Food and how one enhances the other. Come discover what you enjoy and why. (your tour may include this stop)

    Duration: 45 minutes

    Stop At: Costeaux French Bakery, 417 Healdsburg Ave, Healdsburg, CA 95448, USA

    Enjoy a delicious bite at this full service bakery renowned for its world-class artisan and sourdough breads, cakes and desserts. It has been a Healdsburg tradition since 1923.

    Duration: 15 minutes

    Stop At: Rockpile Vineyard, 206 Healdsburg Ave, Healdsburg, CA 95448-4104

    Explore a collection of wines paired with light bites from a local restaurant created exclusively for our tour (your tour may include this stop).

    Duration: 45 minutes

    Stop At: Thumbprint Cellars, 102 Matheson St, Healdsburg, CA 95448-4108

    Discover the tips and techniques of making wine tasting easy while enjoying these delicious boutique wines paired with light bites in a private setting. (your tour may include this stop)

    Duration: 45 minutes

    Stop At: Healdsburg Center for the Arts, 130 Plaza St, Healdsburg, CA 95448-4114

    Healdsburg has the largest concentration of art galleries north of San Francisco - learn how this wine country town has attracted so many world renown artists.

    Duration: 5 minutes

    Stop At: Healdsburg museum and historical society, 221 Matheson St, Healdsburg, CA 95448-4109

    Learn about the historical roots of this wine country town and discover it wasn't always this way.

    Duration: 5 minutes

    Stop At: Spicy Vines, 441 Healdsburg Ave, Healdsburg, CA 95448-3814

    Enjoy a collection of wines paired with light bites from a local Healdsburg restaurant. (your tour may include this stop)

    Duration: 45 minutes

    Stop At: PizZando, 301 Healdsburg Ave, Healdsburg, CA 95448, USA

    We change it up here with a speciality cocktail and appetizer. (your tour may include this stop)

    Duration: 25 minutes

  • Departure Point :
    1: Healdsburg Plaza, Healdsburg Ave & Matheson St, Healdsburg, CA 95448, USA
    2: Sonoma County, Sonoma County, California
    Departure Time :
    11:00 AM
    Return Detail :
    Returns to original departure point
    Hotel Pickup :
    • Confirmation will be received at time of booking
    • Minimum age is 21 years
    • Please advise any specific dietary requirements in the "Special Requirements" field at time of booking
    • Wheelchair accessible
    • Stroller accessible
    • Service animals allowed
    • Near public transportation
    • Infants must sit on laps
    • Transportation is wheelchair accessible
    • Surfaces are wheelchair accessible
    • Most travelers can participate
    • Please let us know if you are celebrating anything special with us, birthday, anniversary, promotion, engagement.
    • This tour/activity will have a maximum of 8 travelers
    • Face masks required for travelers in public areas
    • Face masks required for guides in public areas
    • Face masks provided for travelers
    • Hand sanitizer available to travelers and staff
    • Social distancing enforced throughout experience
    • Regularly sanitized high-traffic areas
    • Guides required to regularly wash hands
  • You can present either a paper or an electronic voucher for this activity.
  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.



Age Req.


Fitness Req.


Group Size


Organised by Wine Country Walking Tours

Activity ID: V-10646DWTN

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