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Top picks for Healdsburg Experiences

Q: How many Experiences are available in Healdsburg on Trip.com?

Trip.com offers 42 Experiences in Healdsburg

Q: What are the best Experiences in Healdsburg?

Icon Wine & Food Pairing at Williamson Wines in Healdsburg Healdsburg Wine and Food Pairing Guided Walking Tour Sonoma County Tasting Pass

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Discover 42 Experiences in Healdsburg on Trip.com, updated January 2, 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From EUR 17.24 per person, with an average total of EUR 92.33. Choose the option that suits your plan.

With 2.074k verified reviews, Experiences Healdsburg boast an average rating of 4.5.

This week's most popular Experiences: "Small-Group Wine Country Tour from San Francisco with Tastings", with 532 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 January 3, 2026. Book now to secure your spot!

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

35% of Healdsburg Experiences now offer English-speaking guides

January is the perfect time to visit Healdsburg! Choose from Experiences available day tours, including seasonal favorites like Small-Group Wine Country Tour from San Francisco with Tastings.

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

Search attractions or local attractions & tours

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Trip.comHealdsburg

Experiences

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42 results for Healdsburg Experiences

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Recommended

Icon Wine & Food Pairing at Williamson Wines in Healdsburg
Duration: 90 mins
English
4.9/5
Excellent· 16 reviews
From€43.10
Healdsburg Wine and Food Pairing Guided Walking Tour
Duration: 4 hrs
4.9/5
Excellent· 174 reviews
From€119.80
Sonoma County Tasting Pass
From€33.55
Healdsburg: Guided Electric Bike Wine Tour with Winery Stops
Duration: 4–6 hrs
5.0/5
Excellent· 1 review
From€161.36
BIG BUS San Francisco bus tour- Hop-on Hop-off Daytime bus/ Panoramic Night Tour bus
English
26 booked
From€31.73
Small-Group Wine Country Tour from San Francisco with Tastings
Duration: 570 mins
4.9/5
Excellent· 532 reviews
From€154.27
San Francisco city tour and Escape from the Rock cruise
English
From€73.26
Muir Woods and Sausalito tour with Escape from the Rock cruise
English
From€93.94
Golden Gate Bridge Bike Rentals - Very Close To The Bridge!
Duration: 2–6 hrs
4.1/5
Good· 15 reviews
From€38.79
San Francisco Bike Rental
Duration: 24 hrs
2.3/5
· 4 reviews
From€17.24
Napa Valley Wine Tasting Day Tour
Duration: 5.4 hrs
English
From€169.43
North Beach & Little Italy Walking Tour: Food, History & Flavor
Duration: 3 hrs
4.9/5
Excellent· 216 reviews
From€74.12
Muir Woods & Wine Tour: Redwoods & Tastings at 3 Wineries
Duration: 10 hrs
4.6/5
Satisfactory· 110 reviews
From€171.50
Sonoma Wine Tour with 2 Tastings Included Small-Group Half Day
Duration: 390 mins
Russian
4.4/5
Good· 173 reviews
From€162.89
Small Group Napa and Sonoma Half-Day Wine Tour from San Francisco
Duration: 330 mins
4.1/5
Good· 142 reviews
From€145.65
$Chinatown & North Beach\Little Italy: 7 Tastings & History$
Chinatown & North Beach\Little Italy: 7 Tastings & History
Duration: 4 hrs
4.9/5
Excellent· 332 reviews
From€82.74
Chinatown Walking Tour: Food, History & Flavor
Duration: 3 hrs
4.9/5
Excellent· 211 reviews
From€74.12
Union Square Donut Adventure and Walking Food Tour
Duration: 90–120 mins
4.8/5
Great· 148 reviews
From€64.64
Golden Gate Bay Cruise
English
From€25.00
Muir Woods and Sausalito tour with Alcatraz tickets
English
From€109.45

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Frequently asked questions about Healdsburg Experiences

How many Experiences are available in Healdsburg on Trip.com?

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What are the best Experiences in Healdsburg?

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What are the top-rated Experiences in Healdsburg?

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How can I contact Trip.com customer support?

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Can I change or cancel my booking?

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How can I get discounted prices?

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Trip.com Picks

Reviews/Trip Moments

★

Reviews: Icon Wine & Food Pairing at Williamson Wines in Healdsburg

Guest User2024-08-21

The dishes were delicious. We even bought some of the herb packets to try at home. The wine was wonderful, too.

★

Reviews: Healdsburg Wine and Food Pairing Guided Walking Tour

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.

★

Reviews: Healdsburg: Guided Electric Bike Wine Tour with Winery Stops

Guest User2025-09-27

Our guide Chris was phenomenal! He was patient with the members of our group that weren’t experienced e-bike riders and that was truly appreciated. He was continually pointing our interesting things on our route and was happy to answer all of our questions. The lunch provided was delicious and we were able to have a leisurely meal in a winery, what a treat! His knowledge of the area and insight in the wine making industry was impressive. We wouldn’t hesitate to book another trip with Chris.

★

Reviews: Small-Group Wine Country Tour from San Francisco with Tastings

Guest User2024-09-12

Our tour guide, Steve, was a lovely man. It was hard to understand him occasionally but he was so sincere and sweet. The wineries were nice and ranged in value, so that was nice. Madonna Estates was the most expensive but was lovely and we got to pet a kitten which made my day. Sutter Home was beautiful and so was Napa Wine. Lunch in Sonoma was delicious and we took Steve’s recommendation of The Cheese Factory which was delicious!

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