Healdsburg Wine and Food Pairing Guided Walking Tour

Recommended by 97% of travelers

Healdsburg, USA

Great choice

5+ bookings last month.

4 hours (approx.)
Mobile ticket
Offered in: English

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Overview

Learn about the art of wine-and-food pairing as you embark on a walking tour through Healdsburg. Join a small group of food lovers and sample Sonoma’s best bottles and bites as you explore local venues. From local cheeses, jams, and unique dishes, each pairing makes you rethink the way you experience food and wine. Learn about the area'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
A small-group tour 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 up to $35/person at each tasting room, $50+ total savings)
3 to 4 tasting locations: May include 2 or 3 boutique tasting rooms & a non-wine related experiences
Tour locations are subject to change daily without notice
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 10:45am 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.

End point

This activity ends back at the meeting point.

Operating hours
.11:00 am

Itinerary

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.

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 different venues.

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

10 minutes • Admission Ticket Free

Additional Info

Confirmation will be received at time of booking
Wheelchair accessible
Service animals allowed
Near public transportation
Surfaces are wheelchair accessible
No heart problems or other serious medical conditions
Most travelers can participate

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.
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.
This tour/activity will have a maximum of 8 travelers

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Cancellation Policy

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

Traveler Photos

Gallery picture 1 (from a traveler's review)

Gallery picture 2 (from a traveler's review)

Gallery picture 3 (from a traveler's review)

Gallery picture 4 (from a traveler's review)

Gallery picture 5 (from a traveler's review)

Featured review

Cynthia_S

What an absolutely fantastic experience! Our food and wine tasting walking tour in Healdsburg exceeded every expectation. Our guide was a true standout—knowledgeable, personable, fun, and incredibly relatable. From the moment we met, it felt like we were exploring with a friend who happened to know everything about the local wine scene. The wine tasting selections were outstanding, each stop offering something unique and memorable. We loved getting to stroll through the charming streets of Healdsburg between tastings—it gave us a real feel for the town’s personality, history, and hidden gems. On top of all that, we learned so much about wine making, wine marketing, and the stories behind the wineries we visited. It added so much depth to the experience and made each sip even more enjoyable. Overall, this tour was the perfect blend of delicious food, exceptional wine, and local insight. We couldn’t recommend it more highly!

Reviews

4.9

based on 403 reviews

Total reviews and rating from Viator & Tripadvisor

We perform checks on reviews

Fun

amy_w, Mar 2026

So much fun! We went to four places. Three were food and wine pairing, and one was an olive oil tasting. Loved getting to see Healdsburg!

Unforgettable Walking Tour Filled With Flavor and Fun

Cynthia_S, Nov 2025

Terrific wine tour in Healdsburg

Lisa_S, Sep 2025

We were greeted by Denee who was our guide for the day. Denee was so nice and full of information about the history of Healdsburg, the places we visited and more. She offered to take pictures of us in spots we wouldn’t have thought of. We visited Williamson Wines, Stressed Vines, The Olive Press and Spicy Vines. All of the wine shops had some unique wines for tasting as well as great bites that paired really nice with the wine… and were very friendly. Our standouts were Williamson Wines and Stressed Vines!! The Olive Press was a beautiful store with delicious oils and vinegars as well as gifts for cooking and entertaining. My husband and I highly recommend this tour. I would ask for Denee as your guide; we really enjoyed our time with her.

Glad we took this tour!

Pam_S, Sep 2025

Nicely paced tour with a lot of interaction with the winemakers and knowledgeable staff. We learned a lot about wine and how it interacts with food to enhance both. Erica our guide was great and added to the experience.

awesome wine and food tour!

mikepollack, Jul 2025

wonderful guide, great stops. fantastic tour. the hosts at the tasting rooms were all very engaging and passionate about their wines. very generous pours and great food pairings. highly recommend.

Ask for Erica - Great...

John_H, Apr 2025

Ask for Erica - Great guide - had a wonderful time and she really knew the shop owners well. Great choices of boutique wineries and good pairings at most.

What a Fun and Flavorful Afternoon

Michele_R, Mar 2025

This was so fun. Carol was an awesome guide. Loved the wines, food pairings, and knowledge shared. My girlfriends and I had a great day. Would highly recommend.

Carol is awesome

byeweekben, Mar 2025

Carol did a fantastic job and the stops she picked were perfect. Food pairings were spot on with the delicious wine.

We ♥️ Harold

Jacqueline_M, Jan 2025

We had a perfect day with Harold!! He made the day super interesting and fun. Highly recommend booking this tour.

Terrific and Worthwhile

LorenaReynosoRizvi, Oct 2024

Terrific experience with knowledgeable, friendly and funny guide Harold! All the tastings and pairings were excellent and we were so nicely welcomed. Thank you!

Sips in Healdsburg

Deborah_K, Sep 2024

Very personable and knowledgeable tour guide. The wineries were exceptional, their staff were fun to talk with and learn about their unique wines.

Delightful, delicious and informative!

elizabeth_o, Sep 2024

What a great walking tour! Carol introduced us to both the history of Healdsburg and also the growing wine culture. Both the wines and the food pairings enhanced our understanding of the area and some of the people that are helping business grow. It was clear she loved living and working here. This tour was delightful, delicious and informative. It was a lovely way to spend the afternoon!

A fun intro to the Healdsburg wine scene!

Meghan_H, Sep 2024

Greg was a fun and knowledgeable host, super fun to walk around with. He seemed well liked by all the establishments we went to. We had a great time being introduced to the Healdsburg wine scene:

Girls trip

Laree_A, Sep 2024

We loved visiting Healdsburg and had the best time at the food and wine tour. Greg was super informative, fun and a wonderful guide.

Great time and definitely worth doing!

Denise_B, Sep 2024

Lot of fun and great diversity in types of wine rooms. Learned a lot about wine and enjoyed meeting other couples.

This was a fun tour with...

Dawn_H, Sep 2024

This was a fun tour with a great group of people. It didn't take long to get to know the others on the tour. The hosts were very knowledgeable and friendly. Carol was a great guide. Thank you.

Fun, informative, and delicious

Eric_S, Aug 2024

Greg was the perfect guide providing just enough detail on food, wine, Healdsburg, and humor. This was definitely worth the money - great wine and great food!

Does not disappoint!!

Amy_H, Aug 2024

We had so much fun on this tour. Carol was an awesome tour guide and selects fabulous boutiques wineries that we would never have discovered on our own. This tour exceeded our expectations!

Eating and drinking!

Mirella_A, Aug 2024

We loved getting to know the smaller wine makers. Also, loved the food pairings with each wines. It was delicious!

Vine testing with a bit of cheese and pitzza

Vadim_B, Jul 2024

Great host, vine ok, food could be better, very limited food/vine pairing. It is better to have a lunch before this wine testing to feel ok.

Fun time!

Randi_S, Jun 2024

We had a great time! Met some fun people and had a lot of laughs. Carol, our guide, was really great!

I would give it a 10, if possible

Shirley_C, Jun 2024

The highlight was the wine of course!!!l The guide, Carol, was a jewel to spend the afternoon with. She was witty, informative, shared little tidbits of Healdsburg history that was very interesting. The 3 wineries we visited were great, friendly knowledgeable staff we learned a lot about pairing food with wines ! The wines were great too! One stop was to at aTea shop, also friendly, cute shop, tried some different teas, very nice. My daughters and I had a fun day together!

Such a grape time!

Roman_V, May 2024

All of the wineries we visited were wonderful, however, the most memorable were Lutron’s (so much love for Pascal) and Williamson Wines (such a fun food and wine pairing experience) This was such a great introduction to understanding and appreciating wine at a greater level - definitely would do again :)

Very Enjoyable Tour

Kristy_K, May 2024

Wonderful experience. Greg (a retired firefighter) was very welcoming, friendly, did a great job leading the tour. Went to 1 small tea room and 3 wine locations. At Williamson Winery had a very knowledgeable experience from winery employee.

Bach Weekend Wine Tour

Meghan_H, Apr 2024

Greg was knowledgeable and a fabulous tour guide! The tour provided great wines, teas, and small bites. Don’t miss out on this great experience!

Williamson Wines host and...

David_F, Apr 2024

Williamson Wines host and experience was world class. Our tour guide was exceptional. She was fun, knowledgeable and friendly.

Fun way to experience Healdsburg

Shannon_H, Mar 2024

Gregg was an awesome guide that took my husband and I to three local wineries and a tea shop. We’re newbies to wine tasting/food pairing and experienced how flavors change and were enhanced by the different wine and food combinations. I highly recommend this tour!

Food Wine Fun

Kc_R, Mar 2024

what a wonderful time we had - it was a nice small group of just 4 - we visited some fantastic local wineries in town - had some excellent food pairings and enjoyed the town of Healdsburg. Would do it again

Delectable experience

Joanna_A, Feb 2024

It was a VIP experience. Amazed by the food and wine pairings. Tried one of a kind wines. Delicious and fun experience. Greg was knowledgeable, easy going and kind. Each establishment was welcoming and we were pampered -felt like VIPs walking in. Thank you - we will be back!