2 Walking Tours in San Francisco That Earn the Road Trip

1.Healdsburg Small-Group Food and Wine Walking Tour

★★★★★★★★★★5.0 · 433 reviews · 4 hours (approx.) · from $132Our pick

Start downtown with Tammy or Leslie and spend four hours tasting Healdsburg’s food and drink. Expect boutique wine, salumi, tapas, tea, cocktails, and dessert, plus local history and practical restaurant tips. The six-person limit keeps the walk personal, though stops can change with availability.

“Very comfortable and friendly setting. Manageable amount of time slotted without feeling rushed. Nice variety”

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2.Healdsburg Wine and Food Pairing Guided Walking Tour

★★★★★★★★★★5.0 · 400 reviews · 4 hours (approx.) · from $139

Meet your Sonoma County tourism ambassador at Healdsburg Plaza for a four-hour walking tour of boutique tasting rooms, artisan food stops, and local stories. Groups are limited to eight. Guides may include Carol, Greg, Denee, Erica, or Harold, and the route changes daily.

“Greg was a fun and knowledgeable host, super fun to walk around with. He seemed well liked by all the establishments we went to. We had a great time being introduced to the Healdsburg wine scene:”

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