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Plan your trip to Healdsburg

Choose your trip length, interests, and pace to build a flexible Healdsburg itinerary. Add other destinations, compare experiences, and reserve time for travel between stops.

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Experiences to explore

Browse these experiences as a starting point. The planner considers your interests, pace, and published schedules when building your days.

Healdsburg Small-Group Food and Wine Walking Tour

Healdsburg Small-Group Food and Wine Walking Tour

Discover what makes Healdsburg one of Sonoma County's hottest destinations on this 3.5-hour food and wine walking tour of Healdsburg. Your local guide will share great food, wine, …

Approx. 240 minutesView on Viator →
Sonoma Horseback-Riding Tour

Sonoma Horseback-Riding Tour

Experience Wine Country's largest and most beautiful park on horseback on this 90-minute, guided, small-group tour. Discover hundreds of acres of vineyards and the crystal blue wat…

Approx. 90 minutesView on Viator →
History Walking Tour of Healdsburg

History Walking Tour of Healdsburg

A great 90 minute introduction to the fascinating history of Healdsburg. Where else can you learn about history, get recommendations for shopping, art galleries, wine tasting, and …

Approx. 90 minutesView on Viator →
Healdsburg Hustle Scavenger Hunt

Healdsburg Hustle Scavenger Hunt

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you …

Approx. 120 minutesView on Viator →
Deep Space Night Sky Tours in Sonoma County

Deep Space Night Sky Tours in Sonoma County

Discover the universe in the serene setting of Sonoma County during our Premium Deep Space Night Sky Tours. Located in the picturesque Dry Creek Valley, just a short drive from Hea…

Approx. 75 minutesView on Viator →
Bodega Bay Sunset Tour

Bodega Bay Sunset Tour

Privately Driven Tour Experience! We will welcome you in one of our luxury vehicles with a bottle of bubbles ready to go on your tour adventure! Yes, you can drink in our vehicles…

Approx. 360 minutesView on Viator →

Make room for the trip you want

Start with the number of days you have, then choose an unhurried, balanced, or fuller pace. Review the suggested route before generating your daily plan. Transport allowances are estimates; confirm services and meeting points before booking.

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