Top picks for Healdsburg Outdoor & sports

Discover 28,748 Outdoor & sports in Healdsburg on Trip.com, updated November 10, 2026, with experiences lasting from 1 to 6 hours. Find the perfect adventure for your day!

From TRY 4.08 per person, with an average total of TRY 5,139.00. Choose the option that suits your plan.

With 3.539k verified reviews, Outdoor & sports Healdsburg boast an average rating of 4.8.

This week's most popular Outdoor & sports: "United States 5G eSIM | Tri-network · Supports ChatGPT & Google Maps | 500MB/day - Total 100GB | 1–90 days | 24 hr billing | QR code", with 3.332k reviews and a 4.5 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 11, 2026. Book now to secure your spot!

Healdsburg Outdoor & sports usually take about 4 hours — perfect for a relaxed, immersive experience!

25% of Healdsburg Outdoor & sports now offer English-speaking guides

November is perfect for visiting Healdsburg! Choose from 28,748 available day tours, including seasonal hits like United States 5G eSIM | Tri-network · Supports ChatGPT & Google Maps | 500MB/day - Total 100GB | 1–90 days | 24 hr billing | QR code.

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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28748 results for Healdsburg Outdoor & sports

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RecommendedAttractions (28493)Boat tours (30)Shows & events (1)Food & drink (45)Day tours (191)Culture & history (36)Outdoor & sports (9)Water activities (2)Nature & wildlife (34)City sightseeing (59)Travel photography (4)Aerial tours (1)SIM card (36)Boat tickets (1)Equipment rental (1)

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Reviews/Trip Moments

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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.
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Reviews: United States 5G eSIM | Tri-network · Supports ChatGPT & Google Maps | 500MB/day - Total 100GB | 1–90 days | 24 hr billing | QR code
Guest User2026-09-23
eSIM was easy to installed. I tap on the phone from the order and done in about 3 minutes, activate data roaming and off you go, can access everything from WhatsApp to YouTube. Google in China. Speed outs good and upload is fast. Chew through data a bit.
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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: Guided Electric Bike Wine Tour with Winery Stops
Guest User2026-10-25
Biked through a beautiful area-so easy on ann e-bike and stopped at two small wineries, ones we would never have found and they were great. Will, our guide was excellent.

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