10 Wine Tours & Tastings in Healdsburg That You Shouldn't Miss

March 18, 2022 Janette Largent

Beautiful Northern California has many fabulous destinations, and the town of Healdsburg in Sonoma County is at the top of the list. Small town charm, beautiful landscapes and outstanding weather are just a few of the trademark qualities that make Healdsburg so popular. Healdsburg combines five-star cuisine, rolling hills and world-acclaimed wine growing appellations for an experience you will never forget. If you love the vibrant outdoors and colorful festivals, you will love Healdsburg. In April, you can help harvest roses and distill them into fragrant rose oil and rosewater as part of the Classic Perfume Rose Harvest & Distillation Tours. An annual sea food dinner at the Healdsburg Fire Department is also in April. From February to June, enjoy the "Russian River Good Old Days" exhibit at the Healdsburg Museum. And on the first Friday of the month, Williamson Wines sponsors an Epicurean Dinner at the Dry Creek Kitchen at Hotel Healdsburg.
Restaurants in Healdsburg

1. Small-Group Wine-Tasting Tour through North Sonoma County

Platypus Wine Tours
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5.0 based on 9 reviews

**During our high season, (May 1-November 14), this tour operates on Friday, Saturdays, Sundays, and Mondays. Off-season (November 15-April 30), it operates on Fridays and Saturdays.  Join us on a full-day, small-group wine tour of the Spectacular North Sonoma County wine country! You’ll visit threer charming, back roads wineries and be served a picnic lunch in an idyllic winery setting. Your tour guide will tell fascinating stories and share many interesting tidbits about local history, culture and wine making. Our specialty is intimate, light hearted and truly memorable experiences. Your guide will set up a tasty picnic lunch for you at a picturesque winery. Once the tour concludes, you will be dropped off from where you were picked up.

Inclusions: 3 winery visits, Driver Tour Guide, Transport by small shuttle, Picnic lunch, Bottled water, Hotel pickup and drop-off, Lunch

Exclusions: Wine tasting fees ($15-$20 at each winery) per person, Gratuity for the guide (Suggested 15-20%) per person; Parties of 5 or more traveling together are considered a large party and will have a 15% gratuity charged for the tour guide at the end of the tour.

Reviewed By anthony p

excellent tour with an outstanding guide, Gary. Went to three small vineyards that we would have never found and enjoyed them all. Each one different and unique in their own way. After exploring some of the larger wineries on our own this was a good change.

2. Custom Beer and Wine Tour of Sonoma and Napa from San Francisco

Cardinal Transportation by Hansom
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5.0 based on 2 reviews

This Brewery and Winery tour will take you to the best wineries as well as the most iconic breweries in North Bay's Sonoma County. Our years of experience in quality wine and brew touring has allowed us to share the best kept secrets in value for those visiting the wine capital of California. Rest assured that you will experience a premium 8 hour private tour experience at an incredible value. Guests have the option of adding and customizing the list of wineries to visit as well. On this brewery and winery tour, you can expect: • Exceptional service from our chauffeurs • Luxury sedan & SUV transport • Inexpensive wine tasting(s) options available (Please contact tour provider to learn more!) • Visits to your choice of the best Breweries in Northern California • Complimentary Brew or Wine provided by your chauffeur • Golden Gate Bridge photos with your group

Inclusions: Available predetermined brewery and winery itineraries, Pre-travel consultation to plan and customize group's itinerary and wine tour experience, 1 gift bottles of red or white wine (2 bottles for SUV reservations), Visit to Inexpensive Tastings at Wineries available, Round trip Golden Gate Bridge itinerary, Optional group photograph service on North Point of the Golden Gate Bridge, Pickup and drop-off from hotels/residence within 15 mile radius of San Francisco, Bottled water

Exclusions: Lunch, Guide, Gratuities: standard 20% gratuity charged on total gross amount after trip completion., Extra time: after first 8 hours - , Airport pickup

Reviewed By BosDVII

Dean was an exceptional guide and facilitator of tastings. He was also a wealth of knowledge regarding the history of the area, as well as current events. His recommendations for food were sublime.

3. Sonoma & Healdsburg Wine Tours

Healdsburg Plaza, Healdsburg Ave & Matheson St, Healdsburg, CA 95448, USA Howling Wine Tours
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5.0 based on 2 reviews

Visit the wineries you know and love, or let us help you build a customized experience away from the crowds. With over 15 years in the industry, we have special access to many of the small, boutique wineries, crafting the finest wines in the Russian River Valley, Dry Creek Valley, Alexander Valley & Chalk Hill appellations in Sonoma Wine Country. Also serving Napa Valley.

Inclusions: Private transportation, All Fees and Taxes, Bottled water

Exclusions: Tasting Fees

Reviewed By murphey1030

Our group of 8 was picked up at our remote rental house and driven to 3 wineries and lunch, all arranged by David. Some of the wineries were our choices, some his, all different and excellent. It was a long day with lots of driving but it was wonderful. David answered all our questions but never intruded on our conversation. And since our group was large he had to rent a van but did so quickly and kindly. It was great.

4. Sprinter Wine Tour

Sonoma County, Sonoma County, California Wine Tour Pros
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5.0 based on 1 reviews

Privately Driven Wine Tour Experience! We will welcome you in one of our luxury vehicles with a bottle of bubbles ready to go on your Napa wine tour adventure! Yes, you can drink in our vehicles! Explore the best wineries in Napa Valley while finding out some of its secrets.  *Tour details: You are purchasing a 6-hour tour. Not included - driver gratuity & tasting fees. Your host. Jeremy is labeled “The King of All Wine Tours”. He and his team have their own intimate and unique knowledge of the Napa Valley and surrounding area. Every tour is an adventure to celebrate their community in the Napa Valley. With friendships made organically over the years with vineyard owners, winemakers, chefs and vineyard host educators we can provide the very best experience available. A group photo from your trip will also be provided so you can commemorate your amazing time spent in Napa!  

Inclusions: Driver/guide, Glass of Champagne, Hotel pickup and drop-off (if option selected), Bottled water

Exclusions: Gratuities Not Included, Extra time beyond the 6 hours, Food and drinks, Excess luggage charges (where applicable), Tasting Fees Not Included, All Fees and Taxes, Chef Prepared Boxed Lunch is available for an additional $25 per person if desired.

Reviewed By janelles602

Jeremy was so knowledgeable and attentive. Second year we have used his company. Very satisfied! Amazing trip and fantastic experience.

5. Napa Wine Tour

Sonoma County, Sonoma County, California Wine Tour Pros
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5.0 based on 2 reviews

Privately Driven Wine Tour Experience! We will welcome you in one of our luxury vehicles with a bottle of bubbles ready to go on your Napa wine tour adventure! Yes, you can drink in our vehicles! Explore the best wineries in Napa Valley while finding out some of its secrets.  **Tour details: You are purchasing a 6 hour tour. Driver gratuity is not included and will be collected at the end of the tour. All tasting fees are not included in the price of the tour. ** About your host. Jeremy is labeled “The King of All Wine Tours”. He and his team have their own intimate and unique knowledge of the Napa Valley and surrounding area. Every tour is an adventure to celebrate their community in the Napa Valley. With friendships made organically over the years with vineyard owners, wine makers, chefs and vineyard host educators we can provide the very best experience available. A group photo from your trip will also be provided so you can commemorate your amazing time spent in Napa!  

Inclusions: Driver/guide, Glass of Champagne, Hotel pickup and drop-off (if option selected), Bottled water

Exclusions: Gratuities Not Included, Extra time beyond the 4 hours, Food and drinks, Excess luggage charges (where applicable), Tasting Fees Not Included, All Fees and Taxes

Reviewed By stephaniecU8323BE

Our group of three couples spent two days with Jeremy and had a wonderful time exploring Napa and Sonoma His knowledge of the area was outstanding and his recommendations were spot on as he tailored the tours to meet the needs of our group!! If you are looking for a driver to make your experience perfect...just call now and set up your reservation...no more research needed!!

6. Healdsburg Small-Group Food and Wine Walking Tour

Hartford Family Winery, 331 Healdsburg Ave, Healdsburg, CA 95448, USA Savor Healdsburg Food Tours
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5.0 based on 270 reviews

Discover what makes Healdsburg one of Sonoma County's hottest destinations on this 3.5-hour food and wine walking tour of Healdsburg. Your local guide will share great food, wine, and a cocktail as you dine through this chic wine country town. You'll get an insider's view of this top foodie destination, eat at well-loved restaurants, and meet local artisans and winemakers along the way. Learn about Healdsburg's rich history and enjoy the gourmet side of this top foodie town as you indulge in delicious food and wine, much of which is local and organic. It’s the perfect way to enjoy a wine country culinary experience.

Inclusions: Professional foodie guide, Wine and cocktail tastings, Food tastings

Exclusions: Gratuities, Hotel pickup and drop-off

Reviewed By rileyj2014

This was a great way to see some of the ways that Healdsburg can satisfy the senses, with a guide that makes you feel like a local. Small groups, tailored experience, and anything but awkward, even if you are an introvert by nature. definitely, if you're wanting to look around the town, this is the way to do it.

7. Napa Valley and Sonoma, Wine Tours

Consort Wine Tours
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4.9 based on 52 reviews

The $600 tour offered is for up a group of 6 guests (not per person) . Enjoy a Private wine tour of the Napa and Sonoma wine country. Providing Wine Country Pleasures to give you a day to remember always. Blending the wine, venues, history, and culture to bring you the real wine country experience. We always remember it is your day!

Inclusions: Professional Guide/Driver

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Reviewed By RodolfoB687

Dave was courteous and knowledgeable & his vehicle very confortable..we visited just the right places .. wineries and restaurants... Highly recommend his services..

8. Icon Wine & Food Pairing Experience at Williamson Wines in Healdsburg

18 Matheson St, Healdsburg, CA 95448, USA Williamson Wines Tasting Room
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4.9 based on 26 reviews

Bring friends and loved ones along for an intimate wine-tasting experience at the Williamson Wines tasting room in Downtown Healdsburg. Your expert host will guide you through five fine wines that are perfectly paired with artisanal food prepared by the in-house chef. Try a variety of our French and Australian-inspired wines alongside gourmet tapas to see for yourself how food & wine are better together. This fun and informative session lets you enjoy some of the best wines in California wine country while learning about compatible dishes.

Inclusions: 5 wine tastings, Food pairings, Expert host

Exclusions: Gratuities, Hotel pickup and drop-off

Reviewed By nycbos8

My family has always loved coming to Williamson wines. Whenever we visit, we feel like we're family here. The staff is so incredibly friendly and funny. The food and wine pairings are also fantastic. The truffle salt on cheese pairing is probably my number one fave. I highly recommend a visit if you're ever in the Healdsburg area.

9. Healdsburg Wine Tasting and Food Pairing Guided Walking Tour

Healdsburg Plaza, Healdsburg Ave & Matheson St, Healdsburg, CA 95448, USA Wine Country Walking Tours
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4.9 based on 119 reviews

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!

10. Healdsburg Wine & Food Holiday Walking Tour

Healdsburg, Healdsburg, Sonoma County, California Wine Country Walking Tours
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4.8 based on 16 reviews

Offered for just five weeks each year, the Holidays in Healdsburg tours 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.

Inclusions: 12+ custom crafted, seated wine & food pairings at 3 boutique tasting rooms, All tasting fees are included, Perfectly paired light bites for your wine & food pairing from local restaurants or food purveyors, Professional Guide, Wine discounts available at select stops

Exclusions: Hotel pickup and drop-off, Gratuity

Reviewed By milenaharvey

All 3 wineries we visited were great, as was the tea place and ice cream! Healdsburg is a charming town and having a local guide was so helpful. Learned a lot about wines and food pairing. Thanks Marty! She was a great guide with a lot of local knowledge and suggestions.

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