Healdsburg Wine Tasting and Food Pairing Guided Walking Tour

Healdsburg, United States

From $129.00

Select Date and Travelers

Free cancellation
Up to 24 hours in advance.
  • 4 hours (approx.)
  • Mobile ticket
  • Offered in: English


Sample Sonoma’s best bottles and bites on this 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 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.
  • Half-day Healdsburg food and wine pairing tour
  • Visit boutique tasting rooms for exclusive private tastings
  • 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 Travelers Choose This Tour

This is the longest food-and-wine tour in Healdsburg that goes to multiple locations and operates all year.

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!
  • Gratuities
  • Hotel pickup and drop-off

Meeting And Pickup

Meeting point

  • Healdsburg Plaza
    Healdsburg Ave & Matheson St, Healdsburg, CA 95448, USA

    You will meet your Tour Guide at 10:45 am inside the Gazebo located in the Healdsburg Plaza. If you arrive a little early, there are plenty of benches to sit and enjoy the Healdsburg Plaza, voted one of the best plazas in the United States.

Start time

11:00 AM

End point

This activity ends back at the meeting point.

What To Expect

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 eigh people or fewer. 

Pause at a local bakery for some freshly baked artisan bread or a tasty pastry.

As you explore this charming wine country town, enjoy private seated wine tastings perfectly paired with delicious bites at boutique tasting rooms. Listen to the winemakers' stories about their family-run operations at venues like Rockpile Vineyard and Thumbprint Cellars.

End your tour with a full belly 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.

Healdsburg Plaza

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!

10 minutesAdmission Ticket Free

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

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.

Traveler Photos

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247 reviews
Total review count and overall rating based on Viator and Tripadvisor reviews
Reviews by Viator travelers.
Showing 1-10 of 247 reviews
Best pairing testing in comfortable settings in a charming town
Susan_R, Feb 2023
We loved the emphasis on pairing wine with food. All three Russian River wine companies had excellent wines and high quality food. It was relaxed and comfortable tastings with knowledgeable presenters. Carol our guide was considerate and kept things on course unobtrusively I highly recommend it.
Hidden gems discovered through the walking tour of Healdsburg!
Kerry_F, Dec 2022
Carol showed us aspects of Healdsburg that we had not seen or experienced before. We started in the plaza with a history lesson followed by several wineries on/off the square with perfectly curated food at each stop. We walked quite a bit which was fantastic given the wine and food! We enjoyed Carol quite a bit as a guide. She has a wonderful sense of humor, adventure and obviously great relationships with the businesses.
Wining in Healdsburg with Carrie
Lynn_H, Nov 2022
Our guide was excellent. Thank you Carrie for a wonderful experience in Healdsburg. The tour did much more than was expected.
Great walking wine tour.
Donald_T, 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.
Sister trip
Tawnya_G, Jul 2022
We had food & wine pairings at 3 wineries around Healdsburg Plaza as well as a tea tasting. All were delicious!
Fantastic wine tour
Gavin_C, Jul 2022
One of the best wine tours we have been on. We liked the format with three different types of wine tasting. Also the food was excellent and more substantial than you typically receive on a wine tour. Our tour guide, Linda, was very friendly and had clearly put of thought and preparation in to the tour. Highly recommend.
Great tasting, great tour!
Beth_K, Jun 2022
We had the best day touring downtown Healdsburg with our knowledgeable guide, Desiree. She took us to some boutique tasting rooms and gave a great tour of the area, the wine and the food. Loved every minute and had fun meeting some new friends, too :)
Not worth the price
Kelly_M, Jun 2022
We had a nice time. Our tour guide was great and the people on the tour with us where friendly and fun. The first stop did a great wine and food pairing and was the only stop that felt like a "wine and food" tour. I expected more than pizza and barbeque for the the food part of the tour. Healdsburg is know for its great restaurants and we didn't visit any. Our guide brought us pizza at the second stop and BBQ at the 4th (tea stop in between) but I don't know were they were from and it was very limiting. I have done food and drink tours in other cities and was very disappointed with this. We were left still Hungary with no ideas where to get something.
Great Wine & Food
Dianna_K, May 2022
Carrie was great. Stopped at 3 wine tastings and a tea place in Between. As Carrie said, to cleanse our pallets. Food pairings went well with each of the wines. Timing was great, never felt rushed.
Fabulous tour!
Darlene_H, May 2022
We went to great places met fabulous people. Our guide was incredible. We bought lots of wine and enjoyed the whole experience.
A must do if you have the time!
Hallie_M, May 2022
We went to three wine tastings and a tea room and each place had delicious offerings and very knowledgeable staff. Our guide Carol was fun and informative and we had such a great time with her and the other people doing the tour. Highly recommended!
Loved our tour in Healdsburg
Lawrence_H, Apr 2022
Our guide Desiree was great! We made four stops as we walked Healdsburg. There were 3 wine tastings and a tea shop for variety. Pizza served at 2nd wine stop. Most memorable was an hour at Williamson Wine Tasting. We had six wine samples (all good) paired with specially selected and matched cheeses and toppings. Our wine host, George was outstanding both with his wine knowledge and his local stories. Very entertaining. This was a wonderful four hours where we toured with two ladies who were neighbors traveling together. A great choice!
Wine country small town charm
mnjjjj, Feb 2022
My husband and I had a wonderful experience during this small group walking food and wine tour of Healdsburg. Desiree our tour guide was excellent and very informative! This tour was a great way to get acquainted with Healdsburg.
Spiced Vines - a must stop!
Tracy_S, Nov 2021
Spent my daughters 21st birthday in wine country and she chose this tour. It didn’t disappoint. Desiree is an awesome guide, knowledgeable and personable. Healdsburg is quaint, adorable and accessible. Parking was easy and the wines we tasted were delightful. At Spivey Vines we were served by the winemaker himself, Doug, what a treat! Krisalyn, the owner, was there and answered all our curious question. We bought 3 bottles of the spiced wine, so unique, and I am thrilled to share it with family over the holidays.
Great wine and food in Healdsburg
Linda_P, Nov 2021
A wonderful mix of wine tastings, food tastings and some town history. We had a wonderful guide and a fun group. Great way to enjoy some wine and the town of Healsdburg.
Very enjoyable
Melissa_G, Nov 2021
Desiree was a wonderful, fun, knowledgeable guide and the tastings were delicious! We especially liked the cheese and wine pairings.
Best walking tour
Donna_R, Oct 2021
Great wine pairings and loved all the history. Tour guide was very knowledgeable and such a delight to be around. Healdsburg is a quaint little town with unique shopping. Something for everyone. The plaza was bustling with vendors and band plying under the gazebo. Definitely recommend this tour if you are in Healdsburg.
What a great day! Carol...
David_S, Oct 2021
What a great day! Carol was sweet, knowledgeable and an excellent hostess. The 4 stops we made were great and the overall experience was outstanding.
fabulous wine tasting in Healdsburg!
Stephen_M, Oct 2021
Emily, our guide, was very genuine, friendly and knowledgeable. We thought the whole tour would be done in 2 hours. Instead, we were still having fun after 4 hours. Healdsburg is a fabulous place for experiencing great wines and our tour gave us the opportunity to taste some terrific wines and to speak with enthusiastic wine makers. All in all, highly recommended.
Educational Fun Wine Tasting Experience
George_B, Sep 2021
Great tour. Tour guide was fabulous! Emily provided insight and stories that made the day! The tour gives local and wine making history and utilizes great tasting room relationships to provide a great experience with many great wines tasted and explained. Highly recommended!