Healdsburg Food and Wine Walking Tour: Small-Group Tastings

Wine, tapas, artisan bites, and a cocktail through Healdsburg's plaza and best-loved restaurants

A 3.5-hour small-group food and wine walking tour of Healdsburg led by a local guide, with tastings and meals at restaurants, wineries and food artisans throughout the town. Groups stay under six people. The tour includes wine and cocktail tastings, multiple food courses, and insider knowledge of Healdsburg's history and current food scene. Dietary restrictions can be noted at booking, though the tour showcases local meat, dairy and wheat-based dishes.

Step-by-step itinerary

Healdsburg food and wine walking tour

• Welcome to Healdsburg small group tour
• Visit Healdsburg town plaza and learn history
• Stop at Italian Salumeria and Winery
• Enjoy tapas and sangria cocktails
• Wine and bite pairing at Portalupi Wines
• Visit popular dessert shop
• Explore teas, tea mocktails, and sake
• Pass by 3-Star Michelin restaurant
• Discover artisan bread and homemade ice creams
• Tour conclusion with local tips

The experience

The tour starts at Healdsburg Plaza, where your guide introduces the town's evolution from early farming and winemaking to its current standing as a world-class food destination. From there, you move through the town on foot, stopping at a high-end Italian salumeria and winery, a hip tapas restaurant where you sit down for a generous spread and your choice of sangria cocktails, and Portalupi Wines, a small family-owned winery pairing seasonal wines with farm-to-table bites. Along the way, you'll also visit a local dessert shop, a tea and sake bar, and pass by The Restaurant at Meadowood, a 3-Michelin-star establishment, where your guide shares what makes it one of the world's top 100 restaurants.

The route is walkable for all fitness levels and wheelchair accessible, with public transportation nearby if you need it. Your guide is a local foodie who knows the artisans and winemakers personally, so you get the kind of insider access (and recommendations for the rest of your stay) that you would not find on your own. The tour operates in most weather. In rare cases it may be cancelled due to poor weather or fire danger, in which case you receive a full refund or a different date.

You must be 21 with a valid ID to participate, as wine and beer tastings are part of the experience. If the tour does not meet its minimum group size, you'll be offered an alternative date or a full refund. Note any dietary restrictions or food allergies at booking. The tour can accommodate some vegetarian and pescatarian needs, though the experience is built around Healdsburg's full food scene, which includes meat, dairy and wheat.

What’s included

• Wine and cocktail tastings.
• food tastings at multiple stops including tapas, a wine and food pairing, and desserts.
• a professional local guide who shares Healdsburg's history and insider recommendations.
• and a small-group experience capped at six people.

Before you book

Days and timesEvery day except Tuesday and WednesdayDeparts at 10:30

Book up to1d before

AgesAdult (21 and older) · Under 21: can't be booked

GroupUp to 6 · max 4 per booking

Live guideEnglish

Meeting point and pickupNo hotel pickup: you go to the meeting point. Ends at a different place from where it starts.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.It may be canceled due to bad weather or if the minimum number of travelers isn't reached. If that happens, you're offered another date or a refund.

ConfirmationConfirmation within 48 h

Prices and times updated 5 days ago

Good to know

Low physical effortWheelchair accessiblePets welcomePublic transport nearby

Operated by Savor Healdsburg

Is this one for you?Choose this if you're staying in Healdsburg without a car: the tour starts and ends at the plaza, so you walk from your accommodation directly to tastings rather than arranging separate transport to a trailhead.

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Top questions

What happens if it rains?

It may be canceled due to bad weather. If that happens, you're offered another date or a refund. Free cancellation up to 24 h before the start.

What exactly do I eat and drink on this Healdsburg food and wine tour?

You'll have wine tastings, a cocktail (sangria at the tapas restaurant), and multiple food courses: bites and sips at the Italian salumeria, a generous array of tapas dishes at the restaurant, a wine and food pairing at Portalupi Wines, and treats from a local dessert shop and tea bar. The specific stops and dishes vary by tour date and season.

How long is the walk, and do I need to be fit to do this?

The tour is 3.5 hours total and covers Healdsburg on foot, but it's suitable for all physical fitness levels. The route is wheelchair accessible, and you'll spend time seated at restaurants and wineries, so it's not a strenuous hike.

Can I do this tour if I have dietary restrictions?

The tour can accommodate some vegetarian and pescatarian diets, but it's designed to showcase Healdsburg's full food scene, which includes meat, dairy and wheat-based dishes. Note any restrictions or allergies at booking so the guide can plan accordingly.

What is Healdsburg Plaza, and why does the tour start there?

Healdsburg Plaza is the charming town center where your guide introduces the area's history, from its early settlers and farmers to its transformation into a world-class wine and food destination. It sets the context for everything you'll eat and taste on the rest of the tour.

How many people will be on the tour with me?

Groups are kept to a maximum of six people, so it stays intimate and you get genuine interaction with your guide and the local artisans and winemakers you meet along the way.

What happens if the tour doesn't have enough people to run?

If the tour doesn't meet its minimum group size, you'll be offered an alternative date or a full refund. The operator will contact you before your scheduled date if this occurs.