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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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Q: Can I change or cancel my booking?

Change and cancellation policies vary by attractions and tours. Please check the product details page for more information.

Q: How can I get discounted prices?

Ticket prices may vary between weekdays and weekends, as well as during peak and off-peak seasons. When booking with Trip.com, you can also use Trip Coins to get extra savings. For more tips on booking discounted tickets, please visit Trip.com for the latest information.

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

From PHP 1,176.18 per person, with an average total of PHP 6,347.25. Choose the option that suits your plan.

With 948 verified reviews, Experiences Healdsburg boast an average rating of 4.4.

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 February 2, 2026. Book now to secure your spot!

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

45% of Healdsburg Experiences now offer English-speaking guides

February is perfect for visiting Healdsburg! Choose from Experiences available day tours, including seasonal hits 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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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
FromPHP 2,940.45
Healdsburg Wine and Food Pairing Guided Walking Tour
Duration: 4 hrs
4.9/5
Excellent· 180 reviews
FromPHP 8,174.45
Healdsburg: Guided Electric Bike Wine Tour with Winery Stops
Duration: 4–6 hrs
5.0/5
Excellent· 3 reviews
5% off
Limited-time sale
FromPHP 10,535.38PHP 11,089.88
Sonoma County: Wine Country Horseback Riding Adventure
Duration: 1.5 hrs
5.0/5
Excellent· 1 review
5% off
Limited-time sale
FromPHP 7,619.05PHP 8,020.06
United States BIG BUS San Francisco hop-on hop-off day bus/panoramic night tour bus
English
27 booked
FromPHP 2,314.61
San Francisco Bike Rental
Duration: 24 hrs
2.3/5
· 4 reviews
FromPHP 1,176.18
Sonoma Valley: Wine Trolley Tasting Tour with Lunch
Duration: 6 hrs
5% off
Limited-time sale
FromPHP 7,522.06PHP 7,917.96
Golden Gate Bay Cruise
English
FromPHP 1,705.46
San Francisco bus tour with Bay cruise
English
FromPHP 4,410.67
HARD ROCK CAFÉ SAN FRANCISCO
Duration: 2 hrs
English
FromPHP 2,429.07
Muir Woods tour with Bay Cruise of Golden Gate Bridge
English
FromPHP 4,998.76
Muir Woods and Sausalito tour with Alcatraz tickets
English
FromPHP 7,468.74
Golden Gate Bridge Bike Rentals - Very Close To The Bridge!
Duration: 2–6 hrs
4.1/5
Good· 15 reviews
FromPHP 2,646.41
Bridge to Bridge cruise in San Francisco
English
4.1/5
Good· 1 review
FromPHP 2,822.83
Exclusive Small Group Napa and Sonoma Wine Tasting and Sightseeing Tour from San Francisco
Duration: 4.6 hrs
English
FromPHP 9,917.30
Small-Group Wine Country Tour from San Francisco with Tastings
Duration: 570 mins
4.9/5
Excellent· 532 reviews
FromPHP 11,114.89
Muir Woods & Wine Tour: Redwoods & Tastings at 3 Wineries
Duration: 10 hrs
4.6/5
Satisfactory· 110 reviews
FromPHP 11,702.98
San Francisco: Napa and Sonoma Valley Wine Tour
Duration: 8–9 hrs
4.4/5
Good· 74 reviews
5% off
Limited-time sale
FromPHP 8,326.91PHP 8,765.17
San Francisco: Guided Coastal Redwoods & Wine Country Tour
Duration: 9 hrs
4.5/5
Satisfactory· 12 reviews
5% off
Limited-time sale
FromPHP 8,003.83PHP 8,425.09
Small Group: Ultimate Napa and Sonoma Wine Tour- San Francisco
Duration: 9 hrs
FromPHP 11,114.89

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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?



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: Sonoma County: Wine Country Horseback Riding Adventure

Guest User2025-10-17

It was a beautiful tour with great views and Nicki told us a lot about the flora and fauna.

★

Reviews: San Francisco Bike Rental

Guest User2023-09-18

We had a great time on the E bikes. We rode all the way to Muir Woods, which was a treacherous ride, but beautiful scenery. We had to take a taxi back to Sausalito. The bikes were great, and we had a wonderful time.

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