Healdsburg Wine Tasting and Food Pairing Guided Walking Tour

This is Healdsburg's “original” Wine & Food Pairing Walking Tour. Our 4-hour guided taste adventure, hits all the gourmet highlights of charming Healdsburg, the hippest town in Wine Country! Join us to experience the art of Wine & Food Pairing in a fun, casual way. Discover why certain wines taste better with specific foods. We’ve partnered with local wineries & chefs, to offer you a wonderful arrangement of unique tastings.

Meet your Guide in Gazebo in the Healdsburg Plaza. After a brief orientation of town, you’ll be on to your first winery visit where you’ll enjoy a private seated wine & food pairing. You'll continue your adventure to enjoy another tasting of boutique wines creatively balanced with simple foods. Each pairing will make you rethink the way you experience food and wine. Listen to the winemakers & their families as they share their stories, passion and unparalleled love of the fertile land they call home.

Come "Walking" with us and discover the best of Healdsburg!

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)
    • 4-5 tasting locations: 3 boutique tasting rooms & 1-2 non wine related experiences
    • Tour locations are subject to change daily
    • Wine Tasting Techniques on how to SIMPLY pair Wine & Food Together!
    What's excluded :
    • Gratuities
    • Hotel pickup and drop-off
  • This is a typical itinerary for this product

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

    A Sample of what our tours entail is listed below. These are a short list of our current Tour Partners and DOES NOT indicated each one will be on YOUR specific Tour. Your tour will be custom created for your specific tour date!!! Thank you!

    Duration: 10 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: 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: 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: 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 :
    Healdsburg Plaza, Healdsburg Ave & Matheson St, Healdsburg, CA 95448, USA
    Departure Time :
    11:00 AM
    Return Detail :
    Returns to original departure point
    Hotel Pickup :
    • Confirmation will be received at time of booking
    • GRATUITIES: If you enjoyed the day with your Tour Guide, TIPS are Humbly Accepted!!!
    • IMPORTANT: Please advise us of any Specific DIETARY Restrictions or Allergies in the "Special Requirements" field at time of booking. Unfortunately, we will not be able to accommodate if you do not inform us ahead of time.
    • Wheelchair accessible
    • Stroller accessible
    • Service animals allowed
    • Near public transportation
    • Infants must sit on laps
    • Transportation is wheelchair accessible
    • Surfaces are wheelchair accessible
    • Meeting Time: 10:45 am; Tour begins Promptly at 11:00 am. Please be on time as a curtesy to other guests and the guide. Thank you!!!
    • Please let us know if you are celebrating anything special with us, birthday, anniversary, promotion, engagement!
    • Minimum age is 21 years
    • ONLY Service Dogs/Animals are allowed on the tour. Doctors Documentation is required. No Personal Pets Allowed.
    • Most travelers can participate
    • This tour/activity will have a maximum of 8 travelers
    • Hand sanitizer available to travelers and staff
    • 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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