Best overall
Healdsburg Small-Group Food and Wine Walking Tour
Highest Outty Ranking in the city right now.
Outty Ranking 93 · from $133
Things to do in Healdsburg, compared
We rank 28 experiences in Healdsburg, United States, and compare the top 20 on ranking, price, length, and traveler rating. The strongest overall is Healdsburg Small-Group Food and Wine Walking Tour at 93 out of 100, the lowest entry price is $29 per person, and 1 experience sits in the Outty 90+ Club. Traveler ratings shown here are provided by Viator and Tripadvisor.
Which one should you book?
Best value
History Walking Tour of Healdsburg
The lowest price we rank above 70, so cheap without being a compromise.
Outty Ranking 78 · from $45
Best short trip
Sonoma Horseback-Riding Tour
The quickest strong option when you only have a spare morning.
Outty Ranking 82 · from $129
Full comparison
| Experience | Outty Ranking | Verdict | From | Duration | Traveler rating | Cancellation |
|---|---|---|---|---|---|---|
| Healdsburg Small-Group Food and Wine Walking Tour | 93 | 90+ Club | $133 | 4h | 5.0/5 (447) | Free to 24h before |
| Healdsburg Wine and Food Pairing Guided Walking Tour | 90 | Exceptional | $139 | 4h | 4.9/5 (419) | Free to 24h before |
| Sonoma Horseback-Riding Tour | 82 | Exceptional | $129 | 1.2h | 4.9/5 (300) | Free to 24h before |
| Guided Healdsburg Wine Country Bike and Wine Tasting Tour with lunch | 81 | Exceptional | $209 | 5.5h | 4.9/5 (83) | Free to 24h before |
| Half Day Guided Electric Bike Wine Tasting Tour with Lunch | 80 | Exceptional | $169 | 4h | 5.0/5 (51) | Free to 24h before |
| Full Day Guided Electric Bike Wine Tasting Tour with Lunch | 79 | Strongly Recommended | $199 | 6h | 5.0/5 (41) | Free to 24h before |
| History Walking Tour of Healdsburg | 78 | Strongly Recommended | $45 | 1.5h | 5.0/5 (38) | Free to 24h before |
| Icon Wine & Food Pairing at Williamson Wines in Healdsburg | 78 | Strongly Recommended | $50 | 1.5h | 4.8/5 (81) | Free to 24h before |
| Healdsburg Wine & Food Holiday Walking Tour | 76 | Strongly Recommended | $149 | 4h | 4.9/5 (37) | Free to 24h before |
| Guided Kayak Tour on Russian River | 73 | Strongly Recommended | $250 | 5.5h | 5.0/5 (16) | Free to 24h before |
| Sonoma & Healdsburg Wine Tours | 66 | Solid Choice | $745 | 6h | 4.9/5 (22) | Free to 24h before |
| Private Napa or Sonoma Wine Tour—Your Day, Fully Planned | 65 | Solid Choice | $750 | 7h | 5.0/5 (13) | Free to 24h before |
| Wine Tour Pros - Sprinter Van Wine Tour: Up To 14 Guests | 60 | Solid Choice | $1300 | 6h | 5.0/5 (44) | None |
| Healdsburg 6 Hour Wine Tour with Luxury SUV - Seats up to 4 | 58 | Worth a Look | $599 | 6h | 5.0/5 (3) | Free to 24h before |
| Sonoma County Wine Tour: Self-Guided GPS Audio Driving Guide | 57 | Worth a Look | $30 | 2h | Not yet rated | Free to 24h before |
| Healdsburg Hustle Scavenger Hunt | 57 | Worth a Look | $29 | 2h | 3.0/5 (2) | Free to 24h before |
| Deep Space Night Sky Tours in Sonoma County | 56 | Worth a Look | $96 | 1.3h | 5.0/5 (1) | Free to 24h before |
| Healdsburg Wine Country Electric Trike and Wine Tour 3 Hours | 55 | Worth a Look | $175 | 3h | Not yet rated | Free to 24h before |
| Collector Choice Private VIP Napa and Sonoma Wine Tour | 54 | Worth a Look | $500 | 7h | Not yet rated | Free to 24h before |
| Healdsburg 6 Hour Private Wine Tour Feat. Coppola Winery, holds 4 | 51 | Worth a Look | $649 | 6h | Not yet rated | Free to 24h before |
Traveler ratings and review counts are provided by Viator and Tripadvisor. The Outty Ranking is our own evaluation and is calculated independently of them.