Top picks for Healdsburg City sightseeing

Discover 61 City sightseeing in Healdsburg on Trip.com, updated November 14, 2026, with experiences lasting from 1 to 10 hours. Find the perfect adventure for your day!

From TRY 955.15 per person, with an average total of TRY 5,811.99. Choose the option that suits your plan.

With 514 verified reviews, City sightseeing Healdsburg boast an average rating of 4.6.

This week's most popular City sightseeing: "Healdsburg Wine and Food Pairing Guided Walking Tour", with 183 reviews and a 4.9 rating.

Now on Trip.com: "Healdsburg Wine and Food Pairing Guided Walking Tour", a 4-hour adventure in Healdsburg!

The next available day tour departs on November 15, 2026. Book now to secure your spot!

Healdsburg City sightseeing usually take about 4 hours — perfect for a relaxed, immersive experience!

75% of Healdsburg City sightseeing now offer English-speaking guides

November is the perfect time to visit Healdsburg! Choose from 61 available day tours, including seasonal favorites like Healdsburg Wine and Food Pairing Guided Walking Tour.

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.

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61 results for Healdsburg City sightseeing

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Reviews/Trip Moments

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Reviews:
Guest User2025-11-21
Wonderful experience with Tiffany as our guide. Every stop was thoughtfully planned and warmly delivered. The experts in both wine and olive oil were so very genuine and knowledgeable. Tiffany was so amazingly gifted at making us feel welcome and comfortable. She was able to move the experience from being with a guide to being with a friend in a few short hours.
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Reviews: Healdsburg: Boutique Wine and Food Pairing Walking Tour
Guest User2026-10-27
Carol was an exceptional guide. Her knowledge of the town, the wines, the growers and the food were fabulous. We did the tour as soon as we arrived in town so it was perfect to build other activities around this one. Highly recommend.
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Reviews: San Francisco's Full city 1 Day Hop on Hop off Bus tour
Guest User2024-09-09
Our bus driver Willie was outstanding! He was very informative, and quite entertaining! He made our bus ride very exciting!