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Landmarks in Healdsburg

Tours in Healdsburg

Discover the best experiences and adventures in Healdsburg. Explore our curated selection of top-rated tours, activities, and excursions that showcase the beauty and culture of this destination.

Key Info for Visitors

  • Currency: USD
  • Languages: English, Spanish
  • Climate: Mediterranean
  • Timezone: America/Los_Angeles
  • Population: Approximately 11,000 residents
  • Best Time to Visit: best time to visit is late spring to early fall for pleasant weather.
  • Visa Requirements Visitors to Healdsburg must comply with U.S. visa requirements. Citizens of visa waiver countries, including most EU countries, the UK, Australia, and Japan, can enter the U.S. for tourism without a visa for up to 90 days under the ESTA program. Other visitors, including many from Asia, Africa, and South America, generally require a tourist visa (B-2). U.S. citizens do not need a visa. Visitors should check the latest U.S. visa policies before travel.

About Healdsburg

Healdsburg is a charming small town nestled in California’s renowned Sonoma County, celebrated for its picturesque vineyards, vibrant culinary scene, and welcoming small-town atmosphere. This destination uniquely blends rustic wine country charm with sophisticated dining and boutique shopping. Visitors are drawn to its scenic beauty, with rolling hills and the Russian River nearby offering outdoor adventures such as kayaking and hiking. The town square serves as a lively hub filled with art galleries, tasting rooms, and farm-to-table restaurants. Healdsburg’s appeal lies in its ability to provide a relaxed yet refined experience, making it ideal for wine enthusiasts, food lovers, and those seeking a peaceful retreat. Its proximity to major cities like San Francisco makes it an accessible escape into nature and culture. The combination of excellent wines, gourmet cuisine, and natural beauty makes Healdsburg a compelling destination for travelers seeking both relaxation and enrichment.

Top Attractions

1. Healdsburg Plaza – The historic town square surrounded by shops, restaurants, and tasting rooms, perfect for strolling and people-watching. 2. Russian River – Offers opportunities for kayaking, canoeing, and fishing in a scenic natural setting. 3. Healdsburg Museum and Historical Society – Showcases local history and cultural heritage of the area. 4. Dry Creek Valley Wineries – A renowned wine region nearby with numerous vineyards offering tastings and tours. 5. Fitch Mountain – A hiking spot providing panoramic views of Healdsburg and the surrounding wine country.

Popular Activities

Visitors can enjoy wine tasting tours at numerous local wineries, explore hiking and biking trails around Fitch Mountain and the Russian River, and participate in kayaking or paddleboarding on the river. The town also offers art gallery visits, farmers markets, and seasonal festivals celebrating local food and wine. Culinary classes and farm tours provide immersive cultural experiences. For relaxation, spa treatments and boutique shopping are popular.

Healdsburg Tours & Experiences

  • Top Attractions: Highlights of California
  • Duration Range: Visitors can enjoy wine tasting tours at numerous local wineries, explore hiking and biking trails around Fitch Mountain and the Russian River, and participate in kayaking or paddleboarding on the river. The town also offers art gallery visits, farmers markets, and seasonal festivals celebrating local food and wine. Culinary classes and farm tours provide immersive cultural experiences. For relaxation, spa treatments and boutique shopping are popular.
  • Group Size: Intimate Groups
  • Difficulty Level: All Comfort Levels
  • Recommended For: The best time to visit is late spring to early fall for pleasant weather. Pack layers as evenings can be cool. Casual yet polished attire suits the town’s relaxed but upscale vibe. Respect local customs by supporting small businesses and wineries. Safety is generally good, but standard precautions apply. Credit cards are widely accepted, but carrying some cash is useful for small vendors. Reservations are recommended for popular restaurants and wine tours.

Average Tour Price: $80

Lowest Price Tour: $39

Highest Price Tour: $220

24 Available Tour Excursions in Healdsburg

(40 reviews)

Privately Driven Wine Tour Experience! We will welcome you in one of our luxury vehicles ready to go on your Napa wine tour adventure! Explore the best wineries in Napa Valley while finding out some of its secrets.  Your host. Jeremy is labeled “The King of All Wine Tours”. He and his team have their own intimate and unique knowledge of the Napa Valley and surrounding area. Every tour is an adventure to celebrate their community in the Napa Valley. With friendships made organically over the years with vineyard owners, winemakers, chefs and vineyard host educators we can provide the very best experience available. A group photo from your trip will also be provided so you can commemorate your amazing time spent in Napa!  

Price: $1,300.00

Duration: 6-8 hours

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Free Cancellation
(27 reviews)

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 restaurants and spend the day outside in the fresh air. You'll walk the streets with an experienced guide who will answer your questions and go at the only suitable pace for this city WALKING! You'll get an overview of the city, her history and the people that have made Healdsburg a destination for travelers since it's founding day. Discover why The Healdsburg Walking Tour is the best in town.

Price: $45.00

Duration: 1 hours

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Free Cancellation
(17 reviews)

Visit the wineries you know and love, or let us help you build a customized experience away from the crowds. With over 18 years in the industry, we have special access to many of the small, boutique wineries, crafting the finest wines in the Russian River Valley, Dry Creek Valley, Alexander Valley & Chalk Hill appellations in Sonoma Wine Country.

Price: $595.00

Duration: 6 hours

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Free Cancellation
(16 reviews)

Embark on a guided electric bike wine tour through Sonoma County with an experienced tour guide. Cruise through vineyards along scenic routes on zippy e-bikes, stopping at two top local wineries to taste the exceptional rosés, whites, and reds this famed region is known for. Your knowledgeable tour leader will provide insights into Sonoma's winemaking history, ensure everyone is safe and comfortable, and share the best of what Sonoma County has to offer. Enjoy a memorable and informative journey through Sonoma's wine country.

Price: $219.00

Duration: 6 hours

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Free Cancellation
(8 reviews)

Craft your perfect day in Wine Country. Tailored tours, hidden gems, and genuine hospitality. Let me be your guide. Unlike most wine tours, I fully customize the experience for each guest, ensuring they have the best day possible in Wine Country. After booking, I send my guests a questionnaire that I reference to plan their day based on their wine preferences, budget, and overall experience. Backed by years of hospitality experience at world-class wineries, I possess unique industry connections to unlock doors even the general public can't reach. Having personally visited over 300 wineries myself, I have a wealth of knowledge to connect you with your new favorite hidden gems. Easygoing and passionate about hosting, I love sharing my love for Wine Country and showing you a truly unforgettable time.

Price: $750.00

Duration: 7 hours

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(4 reviews)

Privately Driven Wine Tour Experience! We will welcome you in one of our luxury vehicles with a bottle of bubbles ready to go on your Napa wine tour adventure! Yes, you can drink in our vehicles! Explore the best wineries in Napa Valley while finding out some of its secrets.  **Tour details: You are purchasing a 6 hour tour. Driver gratuity is not included and will be collected at the end of the tour. All tasting fees are not included in the price of the tour. ** About your host. Jeremy is labeled “The King of All Wine Tours”. He and his team have their own intimate and unique knowledge of the Napa Valley and surrounding area. Every tour is an adventure to celebrate their community in the Napa Valley. With friendships made organically over the years with vineyard owners, wine makers, chefs and vineyard host educators we can provide the very best experience available. A group photo from your trip will also be provided so you can commemorate your amazing time spent in Napa!  

Price: $950.00

Duration: 6 hours

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Free Cancellation
(1 reviews)

This Healdsburg-focused wine tour promises a day filled with exceptional wines, picturesque vineyards, and delectable culinary experiences, all within the delightful timeframe of 6 hours. This is a black SUV, holds up to 6 passengers, your party only will participate in the tour. It's your day: Tour is fully flexible to stop at wineries or locations you choose. You may stay as long as you like at any stop which will determine how many stops on your tour. If you are not sure where you would like to stop or see, driver can suggest. If you know specific wineries, points of interest or lunch spots you wish to see or visit, please contact us in advance. While admission to wineries is free, reservations for wine tastings are required at most wineries. Let us know in advance of any stops you would like to make. Tour is 6 hours so if you finish early at these wineries we can always add another stop.

Price: $599.00

Duration: 6 hours

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Free Cancellation
(400 reviews)

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, and a cocktail as you dine through this chic wine country town. You'll get an insider's view of this top foodie destination, eat at well-loved restaurants, and meet local artisans and winemakers along the way. Learn about Healdsburg's rich history and enjoy the gourmet side of this top foodie town as you indulge in delicious food and wine, much of which is local and organic. It’s the perfect way to enjoy a wine country culinary experience.

Price: $132.50

Duration: 4 hours

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Free Cancellation
(240 reviews)

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 waters of Lake Sonoma. Enjoy the rugged and mountainous wilderness and observe Sonoma County's oldest wine growing region, Dry Creek Valley. Helmet, water bottle and parking included.

Price: $129.00

Duration: 1-1 hours

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Free Cancellation
(36 reviews)

Offered for just five weeks each year, the Holidays in Healdsburg tours have become a cherished seasonal tradition. Experience the magic of wine country abundance enhanced by small-town holiday cheer on these guided wine and food pairing walking tours of charming downtown Healdsburg. Enjoy private seated tastings of wines paired with delicious bites from Healdsburg restaurants or local food purveyors, freshly baked artisan desserts, aromatic spiced teas, chocolates and so much more. Come experience the holidays with us in Healdsburg, it's reminiscent of the times found in a Charles Dicken's novel.

Price: $149.00

Duration: 4 hours

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Free Cancellation
(381 reviews)

This is Healdsburg's “original” Wine & Food Pairing Walking Tour. Our 4-hour guided taste adventure, hits all the gourmet highlights of charming Healdsburg, the hippest town in Wine Country! Join us to experience the art of Wine & Food Pairing in a fun, casual way. Discover why certain wines taste better with specific foods. We’ve partnered with local wineries & chefs, to offer you a wonderful arrangement of unique tastings. Meet your Guide in Gazebo in the Healdsburg Plaza. After a brief orientation of town, you’ll be on to your first winery visit where you’ll enjoy a private seated wine & food pairing. You'll continue your adventure to enjoy another tasting of boutique wines creatively balanced with simple foods. Each pairing will make you rethink the way you experience food and wine. Listen to the winemakers & their families as they share their stories, passion and unparalleled love of the fertile land they call home. Come "Walking" with us and discover the best of Healdsburg!

Price: $139.00

Duration: 4 hours

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Free Cancellation
(80 reviews)

On this moderate bike tour, we ride approximately 15 miles (24 km) in picturesque Dry Creek Valley, home to the town of Healdsburg. As you cycle through the countryside, your local, professional guide will tell you about the history of the area, take you to small wineries for tastings, and prepare a lunch. This is the perfect choice for those looking for a bike tour of California's beautiful back-roads at a leisurely pace. Private and group tours available.

Price: $270.00

Duration: 5 hours

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Free Cancellation
(68 reviews)

Bring friends and loved ones along for an intimate wine-tasting experience at the Williamson Wines tasting room in Downtown Healdsburg. Your expert host will guide you through five fine wines that are perfectly paired with artisanal food prepared by the in-house chef. Try a variety of our French and Australian-inspired wines alongside gourmet tapas to see for yourself how food & wine are better together. This fun and informative session lets you enjoy some of the best wines in California wine country while learning about compatible dishes.

Price: $50.00

Duration: 1 hours

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(5 reviews)

Privately Driven Wine Tour Experience! We will welcome you in one of our luxury vehicles with a bottle of bubbles ready to go on your Napa wine tour adventure! Yes, you can drink in our vehicles! Explore the best wineries in Napa Valley while finding out some of its secrets.  **Tour details: You are purchasing a 6 hour tour. Driver gratuity is not included and will be collected at the end of the tour. All tasting fees are not included in the price of the tour. ** About your host. Jeremy is labeled “The King of All Wine Tours”. He and his team have their own intimate and unique knowledge of the Napa Valley and surrounding area. Every tour is an adventure to celebrate their community in the Napa Valley. With friendships made organically over the years with vineyard owners, wine makers, chefs and vineyard host educators we can provide the very best experience available. A group photo from your trip will also be provided so you can commemorate your amazing time spent in Napa!  

Price: $1,300.00

Duration: 4-6 hours

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Free Cancellation
(2 reviews)

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 along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!

Price: $27.00

Duration: 2 hours

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Free Cancellation

This Healdsburg-focused wine tour promises a day filled with exceptional wines, picturesque vineyards, and delectable culinary experiences, all within the delightful timeframe of 6 hours. This is a black SUV, holds up to 6 passengers, your party only will participate in the tour. It's your day: Tour is fully flexible to stop at wineries or locations you choose. You may stay as long as you like at any stop which will determine how many stops on your tour. If you are not sure where you would like to stop or see, driver can suggest. If you know specific wineries, points of interest or lunch spots you wish to see or visit, please contact us in advance. While admission to wineries is free, reservations for wine tastings are required at most wineries. Let us know in advance of any stops you would like to make.

Price: $679.00

Duration: 6 hours

Book Now

Privately Driven Airport Transfer! We will welcome you in one of our luxury vehicles with a bottle of bubbles ready to go on your Napa wine tour adventure! Yes, you can drink in our vehicles! Explore the best wineries in Napa Valley while finding out some of its secrets.  **Tour details: You are purchasing a 2 hour block of time for an airport transfer. Driver gratuity is not included and will be collected at the end of the tour. About your host. Jeremy is labeled “The King of All Wine Tours”. He and his team have their own intimate and unique knowledge of the Napa Valley and surrounding area. Every tour is an adventure to celebrate their community in the Napa Valley. With friendships made organically over the years with vineyard owners, wine makers, chefs and vineyard host educators we can provide the very best experience available. A group photo from your trip will also be provided so you can commemorate your amazing time spent in Napa!  

Price: $595.00

Duration: 2 hours

Book Now

Privately Driven Wine Tour Experience! We will welcome you in one of our luxury vehicles with a bottle of bubbles ready to go on your Napa wine tour adventure! Yes, you can drink in our vehicles! Explore the best wineries in Napa Valley while finding out some of its secrets.  **Tour details: You are purchasing a 6 hour tour. Driver gratuity is not included and will be collected at the end of the tour. All tasting fees are not included in the price of the tour. ** About your host. Jeremy is labeled “The King of All Wine Tours”. He and his team have their own intimate and unique knowledge of the Napa Valley and surrounding area. Every tour is an adventure to celebrate their community in the Napa Valley. With friendships made organically over the years with vineyard owners, wine makers, chefs and vineyard host educators we can provide the very best experience available. A group photo from your trip will also be provided so you can commemorate your amazing time spent in Napa!  

Price: $1,450.00

Duration: 6 hours

Book Now

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Important Tour Information

  • Bring comfortable walking shoes and appropriate clothing
  • Check tour cancellation and refund policies
  • Arrive at the meeting point at least 15 minutes early
  • Carry valid identification and tour booking confirmation

Frequently Asked Questions

We offer a variety of tours including cultural, adventure, historical, and nature experiences tailored to different interests and fitness levels.

We have tours designed for various age groups and fitness levels. Each tour description includes specific requirements and recommendations.

Local Food & Cuisine

Healdsburg’s food scene emphasizes fresh, locally sourced ingredients with a focus on farm-to-table dining. Signature dishes often feature Sonoma County produce, artisan cheeses, and fresh seafood. The town is known for its gourmet restaurants, casual bistros, and wine-paired meals. Must-try foods include wood-fired pizzas, seasonal vegetable dishes, and locally crafted charcuterie. Noteworthy restaurants include SingleThread, a Michelin-starred establishment, and Barndiva, known for its creative American cuisine.

Getting Around

Healdsburg is accessible by car via Highway 101 from San Francisco or Sacramento. The nearest major airport is Charles M. Schulz–Sonoma County Airport, about 15 minutes away. Local transportation includes taxis, rideshares, and limited public transit. Walking and biking are popular ways to explore the town center. Car rentals are recommended for exploring surrounding wine country and outdoor areas. Parking is generally available but can be limited during peak tourist seasons.

Travel Tips

The best time to visit is late spring to early fall for pleasant weather. Pack layers as evenings can be cool. Casual yet polished attire suits the town’s relaxed but upscale vibe. Respect local customs by supporting small businesses and wineries. Safety is generally good, but standard precautions apply. Credit cards are widely accepted, but carrying some cash is useful for small vendors. Reservations are recommended for popular restaurants and wine tours.

Culture & Customs

Healdsburg’s culture reflects a blend of wine country hospitality and artistic creativity. Social customs emphasize friendliness, respect for local artisans, and appreciation for sustainable practices. The town hosts events like the annual Healdsburg Jazz Festival and Harvest Fair celebrating local culture and produce. Visitors should be polite and patient, especially in busy tasting rooms. Tipping is customary in restaurants and for service providers.

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