Healdsburg Wine and Food Holiday Walking Tour 4 hr - Image 1
Healdsburg Wine and Food Holiday Walking Tour 4 hr - Image 2
Healdsburg Wine and Food Holiday Walking Tour 4 hr - Image 3
Healdsburg Wine and Food Holiday Walking Tour 4 hr - Image 4
Healdsburg Wine and Food Holiday Walking Tour 4 hr - Image 5
Healdsburg Wine and Food Holiday Walking Tour 4 hr - Image 6

Photo 1 / 6

Healdsburg Wine and Food Holiday Walking Tour 4 hr

TourTruth score 7.8 out of 10

Good

37 reviews · Rated on 1 provider · How we score

  • Healdsburg
  • 4 hrs
  • Updated November 2, 2026

Taste your way through holiday-season Healdsburg with guided wine pairings, local bites, artisan sweets, and a stroll downtown.

About this tour

For five weeks each year, Healdsburg’s holiday season brings small-town cheer to wine country. This guided Healdsburg Wine and Food Holiday Walking Tour pairs downtown strolls with seated tastings, local flavors, and festive treats.

Visit 2 or 3 boutique tasting rooms and a non-winery stop, sampling wines alongside light bites from Healdsburg restaurants and local food purveyors. All tasting fees are included, and select stops offer wine discounts. Artisan desserts, aromatic spiced teas, and chocolates add a seasonal finish. A professional guide leads the experience, sharing the pleasures of downtown Healdsburg during its most festive time of year.

Meet at the gazebo in Healdsburg Plaza, at Matheson and Center Street. The tour lasts four hours; hotel transportation and gratuity are not included. Make room for a leisurely taste of the holidays on this Healdsburg Wine and Food Holiday Walking Tour.

Highlights

  • Stroll through charming downtown Healdsburg during the holiday season
  • Enjoy seated wine tastings paired with bites from local restaurants and food purveyors
  • Sample artisan desserts, spiced teas, and chocolates
  • Visit 2 or 3 boutique tasting rooms and a non-winery stop

What's included

Included

  • Professional guide
  • All tasting fees
  • Light bites paired with wine from local restaurants or food purveyors
  • Custom wine and food pairings at 2 or 3 boutique tasting rooms and a non-winery experience
  • Wine discounts at select stops

Not included

  • Hotel pickup and drop-off
  • Gratuity

Ratings on each provider

The ratings and review counts each booking site shows for this tour.

Important information

  • Minimum drinking age is 21
  • Please note dietary requirements in the Special Requirements field when booking
  • Meet at the gazebo in Healdsburg Plaza, at Matheson and Center Street
  • Free public parking is available behind Hotel Healdsburg at 25 Matheson Street
Show 5 more
  • 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

Frequently asked questions

How long is the tour?

The tour lasts 240 minutes, or 4 hours.

What is included in the tastings?

All tasting fees are included, along with custom wine and food pairings at 2 or 3 boutique tasting rooms and a non-winery experience.

What is the minimum drinking age?

Guests must be at least 21 years old to drink.

Where is the meeting point?

Meet at the gazebo in Healdsburg Plaza, at Matheson and Center Street.

Can I share dietary requirements?

Yes. Please provide any dietary requirements in the Special Requirements field when booking.

How this score is calculated

This score is based on one provider. Viator rates it 4.92 from 37 reviews. We place that rating among all Viator ratings and weight it by its review count. If the tour is found on another provider later, both ratings are combined.

How the score works and rating distribution in Healdsburg
  • Each provider rating is turned into a percentile: the share of that provider's ratings it beats, weighted by review counts.
  • Listings on different providers are combined in proportion to their review counts.
  • Tours with few reviews are pulled toward the average until more reviews come in, so a handful of perfect reviews can't top the list.
  • The result is shown from 0 to 10: this tour scores 7.8.

Provider rating distribution in Healdsburg

How many tours in Healdsburg have a provider rating at or below each value. The dashed line is this tour.

  • GetYourGuide
  • Viator

from $149

on Viator

Check availability