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Healdsburg Wine and Food Pairing
4.9
401 Ratings
Healdsburg
Experience the art of wine and food pairing on a guided walking tour in Healdsburg. Taste gourmet delights, learn from winemakers, and explore the hippest town in Wine Country!
Experience the art of wine and food pairing on a guided walking tour in Healdsburg. Taste gourmet delights, learn from winemakers, and explore the hippest town in Wine Country!
Duration:
4 hours
Cancellation:
24 hours
Highlights
- 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!
- 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
- 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
What's Not Included
- Gratuities
- Hotel pickup and drop-off
- Gratuities
- Hotel pickup and drop-off
Additional Information
Welcome to Healdsburg’s ‘pioneer’ Wine & Food Pairing Strolling Tour. Our guide will lead you on a 4-hour gastronomic journey that covers all the culinary high points of delightful Healdsburg, the most chic town in Wine Country! Join our tour to explore the joy of Wine & Food Pairing in a convivial, laid back atmosphere. Learn why some wines…
Welcome to Healdsburg’s ‘pioneer’ Wine & Food Pairing Strolling Tour. Our guide will lead you on a 4-hour gastronomic journey that covers all the culinary high points of delightful Healdsburg, the most chic town in Wine Country! Join our tour to explore the joy of Wine & Food Pairing in a convivial, laid back atmosphere. Learn why some wines delightfully complement certain dishes. We’ve aligned ourselves with local vineyards and accomplished chefs to present you with a variety of exceptional tastings.
Your guide awaits you at the Gazebo in Healdsburg Plaza - the starting point of our town tour. The first itinerary item is a visit to a winery where a private wine & food pairing session awaits. Your venture continues with another tantalizing tasting experience of boutique wines harmoniously paired with artisan foods. Each pairing is designed to redefine the way you appreciate wine and food. Engage with the winemakers and their kin as they narrate their narratives and express their profound appreciation for the bountiful land they cherish.
Embark on a ‘Stroll’ with us and uncover the premium that Healdsburg has to offer!
- 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.
Location
Healdsburg Plaza
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.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.9
(401 Ratings)
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Amy_w
Mar 5, 2026
Fun - 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!
Review provided by Viator
Massoodm2021
Jan 19, 2026
Recommend this tour to all wine lovers. - My wife and I recently celebrated our 53rd anniversary in Healdsburg and decided to treat ourselves to a wine and food pairing tour. We are so glad we did. Our tour guide, Erica, was absolutely delightful, and we truly enjoyed her company. She is positive, professional, and extremely knowledgeable. The winery selections were superb. We will definitely return once we’ve finished the wines we purchased and look forward to spending another wonderful day in the greater Healdsburg area.
Review provided by Tripadvisor
W3994svrebeccat
Jan 15, 2026
Awesome memories for a work team - Our work group of 8 did a tour with Carol to celebrate the holidays. We had a wonderful experience. Carol took care to customize our experience and had great rapport with the wineries and local businesses. We’re all local to the area and each of us learned new things, found wines and pairings that we could duplicate at home, and most of all, shared laughs and made memories in a relaxed and inclusive way for everyone on our team. I’d recommend this tour, especially with Carol, to anyone local or visiting for all occasions! Thank you!
Review provided by Tripadvisor
Rickcw7772ec
Nov 21, 2025
Wonderful Fall wine country adventure - Wonderful 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.
Review provided by Tripadvisor
Travelingn2012
Nov 14, 2025
Mother-Daughter Wine & Food Adventure - My 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.
Review provided by Tripadvisor
Cynthia_s
Nov 13, 2025
Unforgettable Walking Tour Filled With Flavor and Fun - 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!
Review provided by Viator
Meliowan
Nov 7, 2025
Healdsburg is amazing! - This 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!!!
Review provided by Tripadvisor
Philch66
Oct 14, 2025
Food and Wine Pairing Fun! - Our 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.
Review provided by Tripadvisor
Agnesr924
Oct 2, 2025
Great fun with the great guide! - Denee 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!
Review provided by Tripadvisor
Lisash3629dy
Oct 1, 2025
Wine Walk in Healdsburg - 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.
Review provided by Tripadvisor
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