Holidays in Healdsburg - Day Tour

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Holidays in Healdsburg - Evening Tour

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“Holidays in Healdsburg” Sip, Savor & Shop (Nov. 24 – Dec. 30, 2023)

Healdsburg Holiday Tour

2023 Holidays in Healdsburg: Sip, Savor, and Shop 
Experience the magic of Wine Country abundance enhanced by small-town holiday cheer on these guided walking tours of charming downtown Healdsburg. Offered for just five weeks each year, our annual Holidays in Healdsburg tours have become a cherished seasonal tradition for more than 11 years.

Each year Healdsburg overflows with holiday delights, including colorful street decorations and festive window displays. Carolers fill the air with music, and horse-drawn carriages offer rides through the downtown streets. A gorgeous Christmas tree dominates the historic central Plaza.

The holidays bring the aromas and flavors of pumpkin, ginger, peppermint, and more. Savor delectable bites paired with award-winning wines, spiced teas, and local decadent chocolate.

And while you’re enjoying yourself, discover the perfect gifts – winemaker-signed bottles of wine, gourmet spices, unique sauces and jams, gourmet chocolates, gorgeous glassware, and any number of unique and hand-crafted items. Wine Country Walking Tours can help with shipping arrangements, and can offer tips on where to find exactly what you’re searching for.

DAY TOUR – In this perfect small-town setting, learn about the art of wine and food by enjoying innovative pairings in private seated tastings on our 4-hour day tour beginning at 10:45 a.m.  This fun and festive exploration of downtown Healdsburg includes stops at three boutique wineries and two food-related businesses.

Tours start at the gazebo in Healdsburg’s central Plaza at 11:00 a.m., and wind their way from place to place in this picturesque small town, finishing up around 3 p.m. It’s a delightfully delicious way to spend a holiday afternoon, as your resident and expert guide gives you an insider perspective on this unique Wine Country community.

EVENING TOUR TOUR CURRENTLY SUSPENDED: Healdsburg takes on a delightfully different feel as darkness starts to fall, and the holiday lights come twinkling on. This two-hour stroll makes a perfect first course for a holiday night on the town.  Stroll your way through the appetizer hour, sipping wine cocktails and holiday spirits while enjoying delicious savory bites at several Healdsburg’s top restaurants.  Tours begin in the Plaza gazebo at 4:45 p.m., and wrap up around 7 p.m.

Evening tour itineraries are based on your interest and the holiday happenings in town that night, and can be designed to be family friendly.  This is a wonderful way to create family holiday memories and traditions.

Come discover the Holiday Magic of Healdsburg – its a perfect way to ring in the New Year!