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Top picks for Healdsburg Experiences

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

Trip.com offers 37 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 Healdsburg: Guided Electric Bike Wine Tour with Winery Stops

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Discover 37 Experiences in Healdsburg on Trip.com, updated January 30, 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From PKR 5,617.01 per person, with an average total of PKR 27,960.45. Choose the option that suits your plan.

With 2.095k 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 31, 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.

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37 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
FromRs 14,042.53
Healdsburg Wine and Food Pairing Guided Walking Tour
Duration: 4 hrs
4.9/5
Excellent· 178 reviews
FromRs 39,038.22
Healdsburg: Guided Electric Bike Wine Tour with Winery Stops
Duration: 4–6 hrs
5.0/5
Excellent· 3 reviews
5% off
FromRs 50,403.82Rs 53,056.66
San Francisco: Napa Valley Half-Day Wine Tour with Tastings
Duration: 6 hrs
Korean
4.1/5
Good· 7 reviews
5% off
FromRs 29,242.34Rs 30,781.42
United States BIG BUS San Francisco hop-on hop-off day bus/panoramic night tour bus
English
27 booked
FromRs 11,018.75
Golden Gate Bridge Bike Rentals - Very Close To The Bridge!
Duration: 2–6 hrs
4.1/5
Good· 15 reviews
FromRs 12,638.28
San Francisco Bike Rental
Duration: 24 hrs
2.3/5
· 4 reviews
FromRs 5,617.01
North Beach & Little Italy Walking Tour: Food, History & Flavor
Duration: 3 hrs
4.9/5
Excellent· 216 reviews
FromRs 24,153.15
Muir Woods & Wine Tour: Redwoods & Tastings at 3 Wineries
Duration: 10 hrs
4.6/5
Satisfactory· 110 reviews
FromRs 55,889.25
Sonoma Wine Tour with 2 Tastings Included Small-Group Half Day
Duration: 390 mins
Russian
4.4/5
Good· 176 reviews
FromRs 53,080.74
Small Group Napa and Sonoma Half-Day Wine Tour from San Francisco
Duration: 330 mins
4.1/5
Good· 142 reviews
FromRs 47,463.74
$Chinatown & North Beach\Little Italy: 7 Tastings & History$
Chinatown & North Beach\Little Italy: 7 Tastings & History
Duration: 4 hrs
4.9/5
Excellent· 332 reviews
FromRs 26,961.65
Chinatown Walking Tour: Food, History & Flavor
Duration: 3 hrs
4.9/5
Excellent· 211 reviews
FromRs 24,153.15
Small-Group Wine Country Tour from San Francisco with Tastings
Duration: 570 mins
4.9/5
Excellent· 532 reviews
FromRs 50,272.24
Delicious Donuts in Union Square: New York's Sweetest City Tour
Duration: 90–120 mins
4.8/5
Great· 152 reviews
FromRs 22,468.04
Golden Gate Bay Cruise
English
FromRs 8,144.67
Muir Woods and Sausalito tour with Alcatraz tickets
English
FromRs 35,668.02
Muir Woods tour with Bay Cruise of Golden Gate Bridge
English
FromRs 23,872.30
Bridge to Bridge cruise in San Francisco
English
4.1/5
Good· 1 review
FromRs 13,480.83
HARD ROCK CAFÉ SAN FRANCISCO
Duration: 2 hrs
English
FromRs 11,600.35

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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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: San Francisco: Napa Valley Half-Day Wine Tour with Tastings

Guest User2025-12-23

Steven was our guide and my husband and I were the only ones on our tour. Steven stopped for a photo op of the GG Bridge. Great spots he pointed out for us as well. Our first Winery was at Madonna Estate. Britton (unsure of spelling) was excellent. Told us all about the History of the family that is four generations owned. The tastings were excellent and it was nice to be able to buy some other item as well as wine at this Estate. Our second Winery was at Ru Vango. Not too bad. We didn’t enjoy the wines as much at this winery so didn’t purchase any. We did get to try the wine straight from the barrel which was awesome and it was quite tasty. Felt this Winery was more about the Art on the walls that the tasting.

★

Reviews: Golden Gate Bridge Bike Rentals - Very Close To The Bridge!

Guest User2025-08-11

Excellent bikes that are thoroughly inspected before being given away. A day on the bike in San Francisco flies by! What a wonderful experience. It's a shame the bridge itself wasn't visible for three days, as it was shrouded in thick cloud. However, that's to be expected in the summer months here.

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