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Sample Sonoma’s best bottles and bites on a 4-hour wine-and-food pairing walking tour through Healdsburg’s charming downtown. Join a small group of food lovers as you follow your foodie guide to bakeries, wine shops and cafés, and taste local fare along with wines from three distinctive cellars. Try creative dishes, artisan cheese and charcuterie, learn about wine country's thriving culinary scene and hear the stories behind Sonoma’s family vineyards.


  • 4-hour Healdsburg food and wine pairing tour
  • Visit the tasting rooms of Williamson Wines, Portalupi Wine and Thumbprint Cellars for exclusive private tastings
  • Pair wine with food at venues like Healdsburg General Store, SHED and Moustache Baked Goods
  • Hear insider commentary about Sonoma County and Healdsburg from a local guide
  • Small-group tour limited to eight participants provides a more personalized experience

Why Our Insiders Chose This Tour

You’ll be introduced to the important role local that food- and wine-producing families have played in this predominant Sonoma County wine town.

What You Can Expect

Healdsburg Wine and Food Pairing Walking Tour

Enjoy the culinary delights of Healdsburg, one of Sonoma County's foodie hotspots.

Find your way to the centrally located Healdsburg Plaza to meet your guide, a certified tourism ambassador in Sonoma County. As you set off walking, get to know your small group of fellow food enthusiasts, limited to 8 people or fewer. 

Pause at a local bakery, perhaps Moustache Baked Goods or Costeaux French Bakery & Cafe, for some freshly baked artisan bread or a tasty pastry. Next up is the first wine tasting at Portalupi Wine. Learn about the producer's Italian-heritage wines through your guide's commentary and an educational tasting, paired with regional snacks sourced from Sonoma County. 

Sip an infusion of a different kind at the Russian River Tea Company to cleanse your palate, then sample some farm-to-table fare at SHED or the Healdsburg General Store. At the Williamson Wines tasting room, dig in to some creative dishes while sipping several boutique wines and listening to the winemakers' stories about their family-run operations. 

Your final wine tasting takes place at Thumbprint Cellars, accompanied by artisan cheese, jams and a charcuterie plate. 

End your tour with a full belly after 2.5 hours and some great ideas as to where you'd like to explore further. 

Please advise any specific dietary requirements in the "Special Requirements" field at time of booking.

Customer Reviews


5 star rating: Highly Recommended October 2016

Terrific, thoroughly recommend this tour.

James E

5 star rating: Highly Recommended October 2016

Our guide, Harold was excellent. A perfect way to start your visit in Healdsburg. It was not only a fun wine and food experience but your guide can give you restaurant tips, winery ideas, etc. to make the most of your stay in Healdsburg.

Jane O

5 star rating: Highly Recommended October 2016

Amazing guide and incredible tour! Would do it again in a heartbeat!

Pam H

5 star rating: Highly Recommended July 2016

We really enjoyed this walking tour. Rachel, our guide, was wonderful - very friendly, helpful and knowledgable. The town is very cute and has wonderful wine tasting rooms and restaurants. We enjoyed every place on our tour and would definitely do this again!

Norman S

5 star rating: Highly Recommended June 2016

We had a wonderful tour and enjoyed all of the venues that we visited. Learned about wine pairing and tasting!!! Excellent!

April S

5 star rating: Highly Recommended January 2016

This was a very fun tour pairing different wines with unexpected foods. We had a blast!

Linda H

5 star rating: Highly Recommended October 2015

Fun way to spend the day getting to know the restaurants and wine tasting rooms in the area. Great tour guide, great tastings, great food we returned to two of the locations for meals and loved the town.

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