Healdsburg Wine and Food Pairing

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!
What's Included
  • Wine Tasting Techniques on how to SIMPLY pair Wine & Food Together!
  • Professional guide
  • 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 tastings
  • Food tastings
What's Not Included
  • 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…

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.

Customer Ratings
4.9
(411 Ratings)
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Sightsee62657453213
May 23, 2026
Fun times! - A lovely variety of stops in Healdsburg with a really experienced and friendly guide, Denee!
Review provided by Tripadvisor
Houstonpeggy
May 21, 2026
Definitely a must! - This was a great tour! Focused on small family owned wines which was important for us/ The pairings were outstanding and we learned some new ways to pair food with wine. All the wines hosts were entertaining and our guide Carol was excellent. Highly recommend!
Review provided by Tripadvisor
G5353mqrhondam
May 20, 2026
AMAZING!! - You must book this tour!! We have never been to Healdsburg and booked this our first day. What a great way to start our trip. Denee was an amazing guide and full of knowledge. She was so friendly that we felt like we were long lost friends. We started at Williamson Wines with the knowledgeable George - he’s amazing and we went back TWO times later just to see him and taste the amazing wines and food - then onto 2 other small tasting rooms and an amazing honey shop. You have not done Healdsburg until you’ve done this tour.
Review provided by Tripadvisor
7689tmb
May 15, 2026
Carol is the top guide for Healdsburg Wine Tasting Tour - The tour was a great time to learn more about wine making, tastings, pairings, and the regions of Napa including details of Healdsburg. Our group of four lifelong friends each of us couples visiting wine country could not have been happier with our guide Carol. Her insight, comedic input and engagement with our group made the afternoon one of the highlights of our 10 days in the Napa area. In addition, Carol's coordination with the wine tasting locations and food purveyors was outstanding. My wife and our other married couple wanted to be sure we shared our satisfaction with the Tour and our recognition of Carol as our guide.
Review provided by Tripadvisor
R5071nqmichaele
Apr 24, 2026
Great Day - Excellent experience well worth the money
Review provided by Tripadvisor
B5972ppchristinaa
Apr 18, 2026
Wine Tour - Knowledgeable.and welcoming agents
Review provided by Tripadvisor
571jodyl
Apr 12, 2026
Easy and Entertaining Food & Wine Tour - Our pleasant midday tour with Erica was time well-spent in Healdsburg … Erica is not only knowledgeable of the wines, the wineries, and the small businesses supporting the industry, she is obviously well received by the people of Healdsburg. She was often greeted with friendly hugs and enthusiastic smiles from the businesses we visited. Her kind demeanor added much cheer to our Healdsburg experience. Adding to the professionalism was our guide’s quick thinking, and concern for everyone’s safety. When a gal in our group had an unfortunate reaction to shrimp, which resulted in a near medical emergency, our guide took appropriate action so that our tour was able to continue with confidence that all was well thanks to her swift action. We highly recommend the Wine and Food Pairing Tour of Healdsburg. We experienced food pairings beyond our imaginations, and met some very fine people of Healdsburg.
Review provided by Tripadvisor
Companion01698498320
Apr 12, 2026
Wonderful experience and highly recommend! - We had a wonderful time on our wine tour! The wines and food pairings were delicious and perfect. Denee and the staff at the wine tasting and olive oil tasting rooms were very knowledgeable. We learned a lot and it was so much fun! We highly recommend and we will be doing the tour again when we are back in Sonoma (hopefully soon)!
Review provided by Tripadvisor
Cactusflower4321
Mar 27, 2026
Great introduction to Healdsburg - Wonderful introduction to Healdsburg. Highly recommend this tour. The food pairings were well done and very educational. Denee was an excellent guide and I enjoyed our time discovering this delightful town.
Review provided by Tripadvisor
K1979rgjunec
Mar 15, 2026
Great Tour in Healdsburg - 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.
Review provided by Tripadvisor
From $139
up to 8 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).