Healdsburg’s top tours center on its world-class wine and food scene, with walking tours being your best bet for an authentic experience. Small groups (usually 6-8 people) allow for personal attention at local tasting rooms and chef encounters. I especially love the downtown food walks – they’re intimate and informative, giving you direct access to the town’s culinary experts.
The wine-focused bike tours through Dry Creek Valley are particularly worthwhile, combining exercise with excellent tastings at family-owned wineries. For something special, the seasonal holiday tours showcase local traditions and festive treats.
Check out these standout tours that showcase the best of Healdsburg:
Key Points
-
The Healdsburg Food and Wine Walking Tours offer an intimate 3-4 hour experience, featuring wine and cocktail tastings, local food specialties, and interactions with chefs and winemakers.
-
The Boutique Wine and Food Pairing Tour is a 4-hour small-group tour that visits three boutique wineries for seated wine and food pairings, with an educational component on pairing techniques.
-
The Healdsburg Wine and Food Pairing Guided Tour is a half-day tour that visits three boutique wineries, offering all-inclusive tastings and a 97% recommendation rate based on 364 reviews.
-
The Guided Healdsburg Wine Country Bike Tour is a full-day tour covering approximately 20 miles in Dry Creek Valley, with regular wine tasting stops and a 4.9/5 rating based on 74 reviews.
-
The Healdsburg Wine & Food Holiday Walking Tour is a half-day tour available in November and December, featuring a guided exploration of boutique tasting rooms and local eateries with 12+ pairings in a festive atmosphere.
Healdsburg Small-Group Food and Wine Walking Tour
Although Healdsburg is renowned for its world-class wineries, the Healdsburg Small-Group Food and Wine Walking Tour offers visitors a unique opportunity to enjoy the vibrant local food and beverage scene.
This 3-4 hour tour, limited to just 6 participants, provides an intimate experience led by knowledgeable foodie guides. Guests will savor wine and cocktail tastings, indulge in local food specialties, and meet chefs and winemakers, all while strolling through the charming downtown area.
The tour includes stops at Savor Healdsburg Food Tours, Journeyman Meat Co., Bravas Bar de Tapas, Portalupi Wine, and other renowned culinary establishments.
With an emphasis on sustainable food and wine production, the tour enhances visitors’ understanding and appreciation of Healdsburg’s thriving gastronomic culture.
Praised for its exceptional pairings, knowledgeable guides, and intimate atmosphere, the Healdsburg Small-Group Food and Wine Walking Tour is a must-do experience for any foodie visiting this renowned Northern California destination.
Read our full review: Healdsburg Small-Group Food and Wine Walking Tour Review
Book now: Check availability
Healdsburg: Boutique Wine and Food Pairing Walking Tour
The Healdsburg: Boutique Wine and Food Pairing Walking Tour offers visitors an immersive experience in the heart of Sonoma County’s vibrant culinary scene. Priced at €121.55 per person, this 4-hour small-group tour (limited to 8 participants) takes guests on a journey through Healdsburg’s renowned wineries and artisanal food producers.
Led by a live English-speaking guide, the tour starts with an orientation on Healdsburg’s history before visiting three boutique wineries for seated wine and food pairings. Participants can expect to sample premium teas and local artisan chocolates, while also learning simplified wine and food pairing techniques.
Possible appellation comparisons showcasing different Sonoma growing regions may also be included. The tour is wheelchair accessible, and all walking abilities are accommodated. Participants must be 21 or older and bring a valid driver’s license.
With an impressive 5/5 rating based on 11 reviews, the Healdsburg: Boutique Wine and Food Pairing Walking Tour promises an exceptional and memorable experience.
Read our full review: Healdsburg: Boutique Wine and Food Pairing Walking Tour Review
Book now: Check availability
Healdsburg Wine and Food Pairing Guided Walking Tour
Embarking on the Healdsburg Wine and Food Pairing Guided Walking Tour, guests can expect an immersive exploration of Sonoma’s renowned culinary scene. This half-day tour, limited to eight participants, offers a small-group experience that showcases three boutique wineries and one non-wine tasting location.
Boasting a 97% traveler recommendation across 364 reviews, the tour provides a comprehensive introduction to Healdsburg’s vibrant food and wine culture. Highlights include professional guidance, all-inclusive food and wine tastings, and the opportunity to save on tasting fees.
The tour departs from Healdsburg Plaza at 11:00 AM and concludes around 3:00 PM, allowing ample time to savor the pairings and learn about the region’s history and winemaking traditions. Dietary restrictions are accommodated, and the tour is wheelchair and stroller accessible.
With a 4.9 rating, this experience promises an engaging and personalized adventure for wine and foodies.
Read our full review: Healdsburg Wine and Food Pairing Guided Walking Tour Review
Book now: Check availability
Guided Healdsburg Wine Country Bike and Wine Tasting Tour With Lunch
Why not explore the stunning Sonoma wine country on a guided bike tour? This full-day tour through Dry Creek Valley covers around 20 miles, with regular wine tasting stops along the way. Rated 4.9/5 by 74 travelers, it’s recommended by 97% of participants for its beautiful scenery, knowledgeable guides, and enjoyable wine selections.
The tour includes a hybrid bike, helmet, bottled water, and a picnic lunch featuring fresh local produce. Tasting fees and a support van are also provided. Hotel pickup and drop-off are available, though gratuities aren’t included.
The experience is limited to a maximum of 6 travelers, ensuring an intimate group. While some guests noted minor issues with the number of wineries visited or pickup location, the overall feedback emphasizes the tour’s fun, easy-paced nature and excellent support.
Whether you’re a wine enthusiast or simply seeking a scenic cycling adventure, this Healdsburg bike tour offers a delightful way to experience the region’s renowned vineyards.
Read our full review: Guided Healdsburg Wine Country Bike and Wine Tasting Tour With Lunch Review
Book now: Check availability
Healdsburg Wine & Food Holiday Walking Tour
For those seeking a delightful way to experience Healdsburg’s renowned wine and food scene during the holiday season, the Healdsburg Wine & Food Holiday Walking Tour offers an unparalleled opportunity.
This half-day tour, available for five weeks in November and December, takes visitors on a guided exploration of the town’s boutique tasting rooms and local eateries, where they’ll enjoy 12+ custom-crafted wine and food pairings.
Reviewers consistently praise the tour’s knowledgeable and engaging guides, who provide insightful commentary on Sonoma County wineries and Healdsburg’s history.
The experience is further enhanced by the festive ambiance, with colorful holiday decorations, twinkling lights, and a Christmas tree adorning the historic plaza.
The tour’s small group size, with a maximum of 8 travelers, ensures an intimate and personalized experience.
With all tasting fees, hotel pickup and drop-off, and gratuity included, this tour offers an exceptional value for wine and foodies.
Read our full review: Healdsburg Wine & Food Holiday Walking Tour Review
Book now: Check availability
History Walking Tour of Healdsburg
Offering an engaging exploration of Healdsburg’s storied past, the History Walking Tour of Healdsburg invites visitors to uncover the town’s captivating heritage.
Led by Linda Cook, a native with extensive local knowledge, this 90-minute walking tour takes guests on a journey through Healdsburg’s historic landmarks.
Starting at the Harmon Guest House, the group of up to 10 travelers follows the guide, identified by a red parasol, to various points of interest, culminating at the Healdsburg Museum.
Along the way, Linda provides insightful commentary, sharing tips and recommendations to enhance one’s understanding and appreciation of the area.
Praised for its informative and engaging nature, the tour offers new perspectives on Healdsburg’s history, helping visitors orient themselves within the town.
The experience is accessible, with wheelchair and stroller-friendly surfaces, and service animals are welcome.
Boasting a perfect 5.0 rating from 22 reviews, the History Walking Tour of Healdsburg is an excellent way to explore the rich tapestry of this charming California destination.
Read our full review: History Walking Tour of Healdsburg Review
Book now: Check availability
Sonoma & Healdsburg Wine Tours
Visitors to Healdsburg can embark on a captivating Sonoma and Healdsburg Wine Tour, a private, customized experience that maximizes their time exploring the region’s renowned vineyards.
With a perfect 5-star rating and 15 traveler recommendations, this tour offers a personalized journey through boutique wineries. Groups of up to six can enjoy guided tastings tailored to their preferences, whether that’s exploring specific varietals, appellations, or unique experiences.
The tour includes private transportation, a knowledgeable driver, and a concierge service to ensure a seamless experience. Guests can expect waived tasting fees, bottled water, and alcoholic beverages included.
The tour’s flexibility allows for convenient pickup options, from meeting at Healdsburg Plaza to arranging a direct pickup. Priced from $675 per group, the tour offers free cancellation up to 24 hours in advance.
With Monday through Sunday availability from 9 AM to 7 PM, this Sonoma and Healdsburg Wine Tour is a must-do for oenophiles visiting the region.
Read our full review: Sonoma & Healdsburg Wine Tours Review
Book now: Check availability
Recap
Healdsburg offers a variety of tours that allow visitors to explore its renowned wine country, indulge in local cuisine, and discover the town’s rich history. From walking tours to bike tours, these experiences provide an immersive look at the region’s unique food, wine, and cultural offerings. Whether you’re a wine enthusiast or simply looking to experience the best of Healdsburg, there’s a tour to suit your interests.