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Meet your guide and small group of eight people or fewer at an easy-to-find meeting point in Healdsburg.

Learn local history, as you follow your guide through charming downtown Healdsburg. Your first stop is at a local bakery for samples of artisan bread and pastries. Then, continue to the Russian River Tea Company for a tea sampler, followed by a snack of farm-to-table fare at a high-end grocery store.

Next, pair wine with creative dishes at Williamson Wines. As you eat, winemakers share entertaining stories that provide insight into local culture—a perk missed by most independent visitors.

Finally, conclude your tour at a local winery for a tasting and charcuterie platter with meats, jams, and cheeses. Your tour leaves you in Central Healdsburg.

Please note: Advise any dietary requirements in the "Special Requirements" field at time of booking.
Locations visited
Williamson Wines Tasting Room
Healdsburg Plaza
Wine Country Walking Tours
This walking tour of Healdsburg is a great way to see the charming Wine Country town and visit premium wineries and eateries. This guided tour takes the guesswork out of choosing among dozens of dining options: Stroll to a bakery, tea shop, and wineries that pair classic Sonoma sips with creative bites—all while getting the inside scoop on Healdsburg from your guide.
  • Try Healdsburg wines, charcuterie, fresh cuisine, and more
  • Learn to pair wine and food by sampling pairings at two locations
  • Preselected stops are tried and tested for guaranteed quality
  • Guide gives insight into history and wine that independent visitors miss
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All reviewsour tour guidea lot of funmy daughterwalking tourexcellent tourfood pairingsbeautiful towngreat guidehis knowledgetea shopsummerharoldfirestreatroomsbakery
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1 - 5 of 25 reviews
Reviewed yesterday
Great wine and food tour

The wine and food tour was a great experience, and a great orientation to the quaint town of Healdsburg. The tour was an awesome opportunity to learn the history of Healdsburg and visit some of the best spots in town, to learn about other hidden...More

Thank Virginia B
Reviewed 3 weeks ago via mobile
Great experience!

What can we say? This experience was our best food tour so far. And we love food tours. Harold came to find us when we showed up at the wrong meeting place and took us on the most incredible wine pairing tour ever. We learned...More

Thank amandacrutchfield
Reviewed 4 weeks ago via mobile
Well organized tour

Many of the wineries in this area are small and couldn’t accommodate the large group we had in town for my husband’s bday. This tour company saved the day. They helped me organize two group walking tours with lovely food and wine. Everyone had a...More

Thank Anu M
Reviewed 26 June 2018 via mobile
Fun and educational wine walk!

Booked our wine walking tour for a corporate event but this would be fun for any group activity. We especially liked the food and wine pairings, learning about what wine pairs well with what food, along with getting to know the town of Healdsburg and...More

Thank Sarah3170
Kirsten J, Owner at Wine Country Walking Tours, responded to this reviewResponded 29 June 2018

Thanks Sarah. It was so much fun to share our wonderful wine country town with you and your colleagues. We are glad it made for a great afternoon following your business meetings. Enjoy your wines and we'd love to hear what you pair it with!

Reviewed 15 May 2018
Great activity for a corporate offsite

I worked with Kirsten to organize a 3-hour food and wine tasting tour of Healdsburg for my exec team and member of our Advisory Board this past week. The team had an excellent time getting to know one another better and learning a bit about...More

Thank Elizabeth N
Kirsten J, Owner at Wine Country Walking Tours, responded to this reviewResponded 20 June 2018

Thanks so much for the kind words. It was a pleasure working with you in setting up this tour for your executive team and advisory board. Many of them especially enjoyed the art talk walk segment so much so that I think they decided to...More

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