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Healdsburg Wine and Food Pairing Guided Walking Tour

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Overview

Available languages

English

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

1

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 minutes • Admission Not Applicable

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

4.90

403 reviews

Total reviews and rating from Viator & Tripadvisor

379
13
7
2
2
  • Great Tour in Healdsburg

    K1979RGjunec,Mar 15, 2026

    - Review from Tripadvisor

    5.00

    Carol was our guide and she was wonderful. We three wine tastings and pairings, and an olive oil tasting. All were fabulous. Carol was very knowledgeable about wine and about Healdsburg which made it even more special.

  • Fun

    amy w,Mar 5, 2026

    - Review from Viator

    5.00

    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!

  • Recommend this tour to all wine lovers.

    massoodm2021,Jan 19, 2026

    - Review from Tripadvisor

    5.00

    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.

  • Awesome memories for a work team

    W3994SVrebeccat,Jan 15, 2026

    - Review from Tripadvisor

    5.00

    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!

  • Wonderful Fall wine country adventure

    rickcW7772EC,Nov 21, 2025

    - Review from Tripadvisor

    5.00

    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.

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  • Mother-Daughter Wine & Food Adventure

    TravelingN2012,Nov 14, 2025

    - Review from Tripadvisor

    5.00

    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.

  • Unforgettable Walking Tour Filled With Flavor and Fun

    Cynthia S,Nov 13, 2025

    - Review from Viator

    5.00

    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!

  • Healdsburg is amazing!

    meliowan,Nov 7, 2025

    - Review from Tripadvisor

    5.00

    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!!!

  • Food and Wine Pairing Fun!

    philch66,Oct 14, 2025

    - Review from Tripadvisor

    5.00

    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.

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  • Great fun with the great guide!

    agnesr924,Oct 2, 2025

    - Review from Tripadvisor

    5.00

    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!

From US$139.00

4.90
(403 reviews)
  • Free cancellation
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