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Top Things to Do in Healdsburg

We compared all 12 experiences in Healdsburg so you can choose in minutes: real prices, verified reviews and our editorial picks.

4.9 12 experiences from US$ 50 ✓Free cancellation on most experiences

Must-do experiences

Healdsburg Food and Wine Walking Tour: Small-Group Tastings
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Most booked
Healdsburg Food and Wine Walking Tour: Small-Group TastingsSmall-group food and wine walking tour through Healdsburg with a local guide, wine and cocktail tastings.Every day except Tuesday and Wednesday · 10:30 · From age 21★ 4.96 (452)4hEN✓ Free cancellationfromUS$ 133per person
Santa Rosa: Lake Sonoma Horseback Riding & Wine Country Views
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★ Top rated
Santa Rosa: Lake Sonoma Horseback Riding & Wine Country Views90-minute guided horseback tour through Sonoma wine country with Lake Sonoma views, helmet and water included. Small groups, mountain trails overlooking Dry Creek Valley.Every day · First departure 08:00, last 15:00 · From age 8★ 4.92 (305)1h 10m–1h 30mEN✓ Free cancellationfromUS$ 129per person
Healdsburg Wine and Food Pairing Walking Tour
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Best value
Healdsburg Wine and Food Pairing Walking TourWalk Healdsburg's wine country with a guide, tasting at 3–4 boutique wineries and learning how wines pair with food: all fees included, no separate charges at each stop.Every day · 11:00 · From age 21★ 4.90 (422)4hEN✓ Free cancellationfromUS$ 139per person

Recommended (7)

Healdsburg Bike and Wine Tour: 3 Wineries with Lunch
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Healdsburg Bike and Wine Tour: 3 Wineries with Lunch★ 4.90 (86)5h 30mENfromUS$ 209per person
Healdsburg: Williamson Wines Food Pairing & Tasting Experience
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Travelers' pick
Healdsburg: Williamson Wines Food Pairing & Tasting Experience★ 4.79 (82)1h 30mENfromUS$ 50per person
Sonoma County E-Bike Wine Tour: 2 Wineries & Lunch
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Travelers' pick
Sonoma County E-Bike Wine Tour: 2 Wineries & Lunch★ 5.00 (71)4hENfromUS$ 169per person
Healdsburg e-bike wine tour: 2–3 wineries with lunch
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Travelers' pick
Healdsburg e-bike wine tour: 2–3 wineries with lunch★ 5.00 (43)6hENfromUS$ 199per person
Healdsburg Wine & Food Walking Tour: 4-Hour Tastings
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Healdsburg Wine & Food Walking Tour: 4-Hour Tastings★ 4.92 (37)4hENfromUS$ 149per person
Sonoma Wine Country tastings: Small wineries, custom itinerary
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Healdsburg wine tour: Private SUV, your choice of wineries
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Healdsburg wine tour: Private SUV, your choice of wineries★ 5.00 (3)6hENfromUS$ 599per group

More options (1)

Healdsburg Private Wine Tour: Coppola Winery & 3 Stops, 6 Hours
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Healdsburg Private Wine Tour: Coppola Winery & 3 Stops, 6 HoursSix-hour private wine tour of Healdsburg in a black SUV for up to four passengers, featuring Coppola Winery and your choice of stops. You set the pace and the itinerary.Every day · 10:30 and 11:00 · Pickup optional6hEN✓ Free cancellationfromUS$ 649per group

Healdsburg at a glance ✓ 2026-10-29

  • Most booked: Healdsburg Food and Wine Walking Tour: Small-Group Tastings, US$ 133 (4h, 4.96★ · 452).
  • Top rated: Santa Rosa: Lake Sonoma Horseback Riding & Wine Country Views, US$ 129 (1h 10m–1h 30m, 4.92★ · 305).
  • Best value: Healdsburg Wine and Food Pairing Walking Tour, US$ 139 (4h, 4.90★ · 422).

Of the 12 experiences: 12 with free cancellation, 9 with instant confirmation, 3 with hotel pickup and 7 bookable last-minute.

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