Tour Finder
  1. Home
  2. Healdsburg Wine & Food Holiday Walking Tour

Healdsburg Wine & Food Holiday Walking Tour

Image 1
Image 2
Image 3
Image 4
Image 5
Image 6
Image 7
Image 8
Image 9
Image 10
Image 11
Image 12
Image 13
Image 14
Image 15

Overview

Available languages

English

4 hours

Mobile ticket

Offered for just five weeks each year, the Holidays in Healdsburg tours began in 2011 and have become a cherished seasonal tradition. Experience the magic of wine country abundance enhanced by small-town holiday cheer on these guided wine and food pairing walking tours of charming downtown Healdsburg. Enjoy private seated tastings of wines paired with delicious bites from Healdsburg restaurants or local food purveyors, freshly baked artisan desserts, aromatic spiced teas, chocolates and so much more. Come experience the holidays with us in Healdsburg, it's reminiscent of the times found in a Charles Dicken's novel.

Additional Info

Wheelchair accessible

Service animals allowed

Public transportation options are available nearby

Not recommended for travelers with poor cardiovascular health

Suitable for all physical fitness levels

Minimum drinking age is 21

Please advise any specific dietary requirements in the "Special Requirements" field at time of booking

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

What‘s Included

Perfectly paired light bites for your wine & food pairing from local restaurants or food purveyors

Professional Guide

All tasting fees are included

Wine discounts available at select stops

Custom crafted wine & food pairings at 2 or 3 boutique tasting rms and a non-winery experience

Hotel pickup and drop-off

Gratuity

Meeting and Pickup

Meeting points

Healdsburg
Healdsburg United States
At the GAZEBO located in the Healdsburg Plaza. The Healdsburg Plaza is located at Matheson and Center Street. Parking: Free Public parking available behind Hotel Healdsburg located at 25 Matheson Street.

End points

This activity ends back at the meeting point.

What To Expect

Taste the magic of Wine Country abundance blended with small-town holiday cheer on the sixth annual Holidays in Healdsburg Wine and Food Pairing Walking Tour. Whether you're celebrating Christmas, Hanukkah, or Kwanzaa, ringing in the New Year, enjoying a romantic getaway, or relaxing with family or friends, Holidays in Healdsburg blends the spirit of the season with the magic of wine country for a special seasonal wine-and-food pairing adventure. Each year Healdsburg overflows with holiday spirit, offering colorful street decorations, festive window displays, horse drawn carriages, Christmas carolers, and a beautiful Christmas tree in the town's historic Plaza. In this perfect small-town setting, you'll discover for yourself why certain wines taste better with specific foods by sipping and nibbling your way through a Wine Country holiday wonderland. During your 4 hour tour, you'll enjoy wine & food pairings at 3 boutique tasting room in a private setting. You'll also enjoy light bites and sips at Healdsburg local food artisans and a restaurant. Wine Country Walking Tours specializes in creative, fun, and entertaining adventures exploring fine wine and food pairings while strolling through downtown Healdsburg. Each year the company suspends its regular tour schedule to present the unique and exciting Holidays in Healdsburg tours.

Options

Holidays in Healdsburg DayTour

It's a delightfully delicious way to spend a holiday afternoon. Enjoy seasonal flavors and innovative wine & food pairings in private seated tastings on this 4-hour guided taste adventure.

Reviews

4.92

36 reviews

Total reviews and rating from Viator & Tripadvisor

35
0
0
1
0
  • Outstanding day in Healdsburg!

    Scenic300920,

    Dec 16, 2024

    - Review from Tripadvisor

    5.00

    One of the best tours I have taken. Denee was such a great host and picked absolutely wonderful stops for our Food/Wine tour. Highly recommend this experience

    Scenic300920's photo 1
    Scenic300920's photo 2
    Scenic300920's photo 3
  • Another Unforgettable Wine Tasting Experience with Carol

    Joanna A,

    Dec 15, 2024

    - Review from Viator

    5.00

    This was our second time on the wine-tasting tour, and we couldn’t be happier that we returned! Last year, we celebrated our anniversary in Healdsburg and our tour guide was Greg, and he made the experience so special that we knew we had to come back. This time, Carol was our guide, and she was just as exceptional. Her deep knowledge of wine, warm personality, and passion for the region made the day even more enjoyable. The wines were, as always, incredible, and Carol’s thoughtful recommendations really enhanced our experience. We love the town, the people, and the overall wine-tasting experience, which is always elevated by the genuine hospitality of the guides. Carol’s engaging storytelling and attention to detail made the tour feel personal, and she took the time to ensure we were comfortable and having a great time. This tour has become a must-do for us whenever we're in the area, and we’re already looking forward to our next visit. Thanks again for making our anniversary special last year, and for another unforgettable experience this time around!

  • Wine tasting in Healdsburg December 2024

    TINA B,

    Dec 8, 2024

    - Review from Viator

    5.00

    Our tour guide was amazing 👏 and I would totally do it again and would recommend the same tour guide for sure.

  • Great wine tasting experience!

    Stacy L,

    Dec 7, 2024

    - Review from Viator

    5.00

    What a great tour! We went to 3 boutique tasting rooms and a tea house. Each had a unique story with staff that was knowledgeable and very enthusiastic of their product. Our guide, Danae, was a great host. She provided us with great insight and suggestions for our stay in Healdsburg. I would 100% recommend this tour!

  • A lovely private holiday tour!

    Z7009AJtk,

    Dec 24, 2023

    - Review from Tripadvisor

    5.00

    My partner and I had a wonderful time with the best tour guide, Denee! Thank you so much, Denee! We had a lot of fun exploring the various stops and learning more about the different wines and teas! It was nice to have a private tour just for us and learn about Healdsburg as well. Denee took photos of us along the way, and it was a great way for my partner to celebrate his 46th! We definitely recommend this tour with Denee! Happy Holidays!

  • Healdsburg wine and fun

    karahF9102HV,

    Dec 21, 2023

    - Review from Tripadvisor

    5.00

    We had a wonderful tour. Denee was an excellent guide. We would recommend this tour!!! George at Williamson Wines was quite the host/entertainer!!

  • Fun your in Healdsburg

    Lynne B,

    Dec 9, 2023

    - Review from Tripadvisor

    5.00

    The tour guide was knowledgeable, friendly and fun! We had 4 stops. 3 wineries and 1 tea shop. Each was unique and informative. Loved that all the wine tastings were paired with food.

  • Sipping and noshing in downtown Healdsburg..

    janthek,

    Dec 2, 2023

    - Review from Tripadvisor

    5.00

    The wines were great, the foods were tasty. Carol the guide was friendly and informative, as were the “hosts” at the wineries. Downtown Healdsburg is so much fun to explore.

  • Tasty touring and pours

    susan b,

    Nov 27, 2023

    - Review from Viator

    5.00

    We had a small group with a friendly and knowledgeable tour guide (thank you Carol!) and we were treated to boutique wines unique to the area, paired with finger foods highlighting both the food and beverage of the area. We all had a really good time. Highly recommend.

  • A Wonderful Tour for the Holidays!!

    lindasT9955AD,

    Jan 4, 2023

    - Review from Tripadvisor

    5.00

    Two friends and I chose to spend Christmas in Napa Valley for the holidays. This was one tour we wanted to take. Carrie was fantastic and we had a fabulous experience in Healdsburg. We really enjoyed walking around the town and looking in the shops and visiting the Christmas tree in the plaza. Williamson Wines was our first stop. We had a fun time with host Tony Walker. He educated us on wines and served the most scrumptious charcuterie. Carrie was very knowledgeable. The other people on the tour were great to hang out with and share the experience. I highly recommend this tour!!

    lindasT9955AD's photo 1
    lindasT9955AD's photo 2

From $149.00

4.92
36 reviews
Check availability

Want a private experience? Upgrade to a private tour

Chat with us on social

  • zalo
  • whatpsapp
  • messenger

Related Experiences

6 Hours Healdsburg Wine Tour with Luxury SUV

6 Hours Healdsburg Wine Tour with Luxury SUV

5.00
Healdsburg Small-Group Food and Wine Walking Tour

Healdsburg Small-Group Food and Wine Walking Tour

4.96
Sonoma Horseback-Riding Tour

Sonoma Horseback-Riding Tour

4.92
Healdsburg Wine and Food Pairing Guided Walking Tour

Healdsburg Wine and Food Pairing Guided Walking Tour

4.90
Sonoma & Healdsburg Wine Tours

Sonoma & Healdsburg Wine Tours

4.90
Icon Wine & Food Pairing at Williamson Wines in Healdsburg

Icon Wine & Food Pairing at Williamson Wines in Healdsburg

4.82
History Walking Tour of Healdsburg

History Walking Tour of Healdsburg

5.00
Full Day Guided Electric Bike Wine Tasting Tour with Lunch

Full Day Guided Electric Bike Wine Tasting Tour with Lunch

5.00
Half Day Guided Electric Bike Wine Tasting Tour with Lunch

Half Day Guided Electric Bike Wine Tasting Tour with Lunch

5.00
Guided Healdsburg Wine Country Bike and Wine Tasting Tour with lunch

Guided Healdsburg Wine Country Bike and Wine Tasting Tour with lunch

4.89
Savor the Day: Private VIP Wine Tour & Tasting Experience

Savor the Day: Private VIP Wine Tour & Tasting Experience

5.00
Wine Tour Pros - Sprinter Van Wine Tour: Up To 14 Guests

Wine Tour Pros - Sprinter Van Wine Tour: Up To 14 Guests

5.00

Operated by Wine Country Walking Tours

A product of Trip Social Group

Australia: Pavel Australia Pty Ltd

Việt Nam: Công ty TNHH Trip Social

top-50

Winner - HO CHI MINH INNOVATIVE STARTUPS IN TOURISM 2022.

Quick links

Destinations

Contact us

  • zalo
  • whatpsapp
  • messenger
Travelling effortlessly, together

© 2025 Trip Social Group. All rights reserved.

    Accepted Payment Methods

  • visa
  • visa
  • visa