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!

Healdsburg Wine and Food Pairing Guided Walking Tour

On this moderate bike tour, we ride approximately 15 miles (24 km) in picturesque Dry Creek Valley, home to the town of Healdsburg. As you cycle through the countryside, your local, professional guide will tell you about the history of the area, take you to small wineries for tastings, and prepare a lunch. This is the perfect choice for those looking for a bike tour of California's beautiful back-roads at a leisurely pace. 

Private and group tours available.

Guided Healdsburg Wine Country Bike and Wine Tasting Tour with lunch

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.

Icon Wine & Food Pairing at Williamson Wines in Healdsburg

Embark on a guided electric bike wine tour through Sonoma County with an experienced tour guide. Cruise through vineyards along scenic routes on zippy e-bikes, stopping at two top local wineries to taste the exceptional rosés, whites, and reds this famed region is known for. Your knowledgeable tour leader will provide insights into Sonoma's winemaking history, ensure everyone is safe and comfortable, and share the best of what Sonoma County has to offer. Enjoy a memorable and informative journey through Sonoma's wine country.

Full Day Guided Electric Bike Wine Tasting Tour with Lunch

Half Day Guided Electric Bike Wine Tasting Tour with Lunch

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.

Healdsburg Small-Group Food and Wine Walking Tour

A great 90 minute introduction to the fascinating history of Healdsburg. Where else can you learn about history, get recommendations for shopping, art galleries, wine tasting, and restaurants and spend the day outside in the fresh air. You'll walk the streets with an experienced guide who will answer your questions and go at the only suitable pace for this city WALKING! You'll get an overview of the city, her history and the people that have made Healdsburg a destination for travelers since it's founding day.
 Discover why The Healdsburg Walking Tour is the best in town.

History Walking Tour of Healdsburg

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.

Healdsburg Wine & Food Holiday Walking Tour 

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! 

Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website's international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don't have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!

Things to do in Healdsburg