Experience the enchantment of Wine Country’s bounty combined with the charm of small-town holiday festivities on the sixth annual Holidays in Healdsburg Wine and Food Pairing Walking Tour.

Whether celebrating Christmas, Hanukkah, Kwanzaa, welcoming the New Year, enjoying a romantic escape, or relaxing with loved ones, Holidays in Healdsburg merges the festive spirit with the allure of wine country for a unique seasonal wine-and-food pairing journey.

Each year, Healdsburg brims with holiday cheer, featuring vibrant street decorations, festive window displays, horse-drawn carriages, Christmas carolers, and a stunning Christmas tree in the town’s historic Plaza. In this idyllic small-town setting, discover why certain wines pair perfectly with specific foods as you sip and savor your way through a Wine Country holiday wonderland. During the 4-hour tour, enjoy wine and food pairings at three boutique tasting rooms in a private setting. Additionally, delight in light bites and sips from Healdsburg’s local food artisans and a restaurant.

Wine Country Walking Tours specializes in creative, enjoyable, and engaging adventures exploring exquisite wine and food pairings while strolling through downtown Healdsburg. Each year, the company pauses its regular tour schedule to offer the distinctive and thrilling Holidays in Healdsburg tours.

Points of Interest

• Healdsburg Plaza

• Wine Country Walking Tours

• 12+ custom crafted, seated wine & food pairings
• Pairings at 3 boutique tasting rooms
• Light bites from local eateries
• Professional guide included
• All tasting fees included
• Wine discounts at select stops

• Hotel pickup and drop-off
• Gratuity

Available only for a fleeting five weeks each year, the Holidays in Healdsburg tours are a beloved annual event. Immerse yourself in the enchanting blend of wine country bounty and festive small-town ambiance on these guided food and wine pairing walking tours of quaint downtown Healdsburg. Delight in exclusive seated tastings of wines complemented by mouthwatering nibbles from local Healdsburg eateries or food vendors, handcrafted artisanal desserts, fragrant spiced teas, chocolates and a plethora of other treats. Join us for a Healdsburg holiday experience that harks back to scenes from a Charles Dickens’ novel.

• Minimum drinking age is 21
• Please advise any specific dietary requirements in the “Special Requirements” field at time of booking

For a full refund, cancel at least 24 hours before the scheduled departure time.