Healdsburg Wine Tasting And Food Pairing Guided Walking Tour

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Tour Information

Key Details

  • Mobile Voucher Accepted
  • Instant Confirmation
  • Lowest Price Guaranteed
  • Duration: 4 Hrs
  • Language:
  • Departure Time :
    11:00 AM
  • Departure Details :
    Healdsburg Plaza, Healdsburg Ave & Matheson St, Healdsburg, CA 95448, USA
  • Return Details :
    Returns to original departure point
  • Cancellation Policy :
    This activity is non-refundable Tours booked using discount coupon codes will be non refundable.


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. Weve 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, youll be on to your first winery visit where youll 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!

Know More about this tour

Make your way to Healdsburg Plaza to meet your local guide, a certified tourism ambassador of Sonoma County. Then set off on foot to begin your tasting tour, stopping to sample food and wine at half a dozen hotspots in the historical downtown area.
Your first stop is a local bakery (perhaps Costeaux French Bakery & Cafe or Moustache Baked Goods) for samples of fresh-baked artisan bread and other delectable treats.

Continue treating your taste buds with a visit to the Russian River Tea Company. Cleanse your palate and sample several freshly made teas, and then stroll over to the Healdsburg General Store or SHED, which serves up farm-to-table gourmet fare. Try an arrangement of unique tastings, and then head to the Williamson wines tasting room to sip several boutique wines accompanied by creative dishes. Listen to winemakers share their family stories before finishing up your tour at a local winery. Here, enhance your final wine tasting with epicurean delights such as jams, locally crafted artisan cheeses and charcuterie.
When your tour ends, you'll be well prepared to continue exploring all that Healdsburg has to offer on your own.

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


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!



Hotel pickup and drop-off

Additional Info

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 or FOOD 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 and ends around 3:00 pm. 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

Traveler Reviews

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  • 23-Nov-2022

    This was a unique experience. I’ve been to winery tasting rooms before, but this was much more than sampling of wine. Had a chance to learn about food pairing with wine… Which resulted in a completely different view of drinking wine. Harold was very knowledgeable not only on the wines but the types of foods they go best with, and I actually learned a lot. I really do recommend connecting with Harold and his team for this very enjoyable experience in Healdsburg… Not to be missed.

  • 17-Nov-2022

    I attended this tour on a Saturday morning with Carol as our tour guide. This is such a fabulous deal because Carol starts with some history of the town which was quite interesting. We began by heading to a wine tasting room. The wine was fantastic and the guide at the tasting room included several amazing little hors d’oeuvres paired with the wines. We did the same thing at two other tasting rooms as well as a fun tea shop. Again, I can’t stress enough the good deal this is. All the tasting fees are included and we’re not talking about tiny amounts of wine. They certainly poured enough to let you enjoy the wines and enjoy a fair amount of food to taste with the wines. The overall walking distance was pretty minimal and the time went by very quickly. I would absolutely recommend this to anyone thinking about taking this tour.

  • 14-Nov-2022

    I can’t imagine a better bang for your buck. 4 great stops with food pairing. Carol was a fantastic and attentive guide.

  • 12-Nov-2022

    This was a very good tour. The wine and food pairings were well done. The Williamson tasting was the best: best wines and best explanations. The tea tasting was very good as well. A nice “intermezzo” to the wine tastings. It would have been nice to hear a bit more about Healdsburg, it’s history and development. That being said, I would recommend the tour. It’s nice to have a focus, rather than just wandering aimlessly through town.

  • 12-Nov-2022

    Our guide was excellent. Thank you Carrie for a wonderful experience in Healdsburg. The tour did much more than was expected.

  • 23-Oct-2022

    This is a wonderful tour in downtown Healdsburg, the four tasting rooms were were very interesting each with it’s own history. The food and wine parings were spot on, Carol our host was informative and definitely knows her local winery’s. She was an awesome guide. Was A little apprehensive at starting at 11 o’clock in the morning but four hours went by quickly and it was a wonderful day.

  • 22-Oct-2022

    We had a wonderful experience! Carol was so interesting and very knowledgeable about the history of Healdsburg and about wine. We highly recommend this tour!

  • 11-Oct-2022

    Our guide Carol was friendly and knowledgeable. The tasting tour was an efficient and easy way to enjoy some highlights of Healdsburg. The tasting sites were well chosen. Carol looked after us and the other guests very well.

  • 04-Oct-2022

    The walking tour was a lot of fun and our tour guide was new to the roe but great! We went to three tasting rooms and a tea room. Our favorite tasting room hands down was Williamson. Loved their wine and their food tasting products. joined the club!

  • 30-Sep-2022

    What a great way to start our visit to Healdsburg! This tour was a perfect introduction to everything around town. We visited 3 tasting rooms and walked a little around the charming town. All of the wines ranged from excellent to very good. The only minor negative is that the food paired with our first tasting was served much too cold. It would have been more enjoyable to eat if it had been warmer. Our guide Jonna was very nice and entertaining. Although she was relatively new, she knew a lot and was able to find out the answer to any question she didn't know herself. I highly recommend this walking tour.

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