Healdsburg Wine and Food Pairing Guided Walking Tour
Overview
Available languages
4 hours
Mobile ticket
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. We’ve 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, you’ll be on to your first winery visit where you’ll 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!
Additional Info
Wheelchair accessible
Service animals allowed
Public transportation options are available nearby
All areas and surfaces are wheelchair accessible
Not recommended for travelers with poor cardiovascular health
Suitable for all physical fitness levels
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.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
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!
What‘s Included
Wine Tasting Techniques on how to SIMPLY pair Wine & Food Together!
Professional guide
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 tastings
Includes all wine tasting fees (saving up to $35/person at each tasting room, $50+ total savings)
Food tastings
Gratuities
Hotel pickup and drop-off
Options
Healdsburg Wine and Food Pairing Guided Walking Tour
Reviews
398 reviews
Total reviews and rating from Viator & Tripadvisor
Wonderful Fall wine country adventure
rickcW7772EC,,Nov 21, 2025
- Review from Tripadvisor
5.00Wonderful experience with Tiffany as our guide. Every stop was thoughtfully planned and warmly delivered. The experts in both wine and olive oil were so very genuine and knowledgeable. Tiffany was so amazingly gifted at making us feel welcome and comfortable. She was able to move the experience from being with a guide to being with a friend in a few short hours.
Mother-Daughter Wine & Food Adventure
TravelingN2012,,Nov 14, 2025
- Review from Tripadvisor
5.00My daughter and I took the Healdsburg Wine and Food Pairing Guided Walking Tour with Denee. It was a wonderful experience. Each of the places we visited the hosts were knowledgeable - we learned much - and the pairings delightful. We were pleased with the pace and length of the visits. We would take this tour again especially if Denee could be our guide again. Thank you.
Unforgettable Walking Tour Filled With Flavor and Fun
Cynthia S,,Nov 13, 2025
- Review from Viator
5.00What 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!
Healdsburg is amazing!
meliowan,,Nov 7, 2025
- Review from Tripadvisor
5.00This was the most fabulous experience with our tour guide, Denee!!! We could not have had a better day of food and wine pairing with some of the greatest boutique wineries offered in the area. We loved the wineries, the wine and education, and our tour guide was full of knowledge and experience regarding the area and each winery. We highly recommend!!!
Food and Wine Pairing Fun!
philch66,,Oct 14, 2025
- Review from Tripadvisor
5.00Our tour guide Tiffany made the walking tour around Healdsburg fun and interesting. Very different wines were explored with creative food pairing. We had so much fun at all of the stops as the hospitality was world class, but very approachable and never stuffy. 100% recommend this tour, especially coming to Healdsburg for the first time.
Great fun with the great guide!
agnesr924,,Oct 2, 2025
- Review from Tripadvisor
5.00Denee was great! She was enthusiastic about the town, the wine establishments and the food. We met a lovely couple along way too. Small wine houses and food pairings were delicious. Pointer: have breakfast before you go! Wished we’d had more time in Healdsburg afterwards, however needed to I run to another tasting. Renee made sure to take lots of pictures of our group and she sent those to us shortly afterwards. Wine and Food pairings/selection was delicious. Thanks Denee!
Wine Walk in Healdsburg
lisasH3629DY,,Oct 1, 2025
- Review from Tripadvisor
5.00We 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.
Terrific wine tour in Healdsburg
Lisa S,,Sep 29, 2025
- Review from Viator
5.00We 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.
Wine, Food & Fun
lisa p,,Sep 23, 2025
- Review from Tripadvisor
5.00We had such a fun time in Healdsburg on our tour. We loved talking with our guides and fellow guests and the wineries and food pairings were great. Special shoutout to Susanna at Stressed Wines for an extra good time
Glad we took this tour!
Pam S,,Sep 16, 2025
- Review from Viator
5.00Nicely 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.
From US$139.00
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Operated by Wine Country Walking Tours