Tours & Activities in Healdsburg

Enjoy the highlights of charming Healdsburg. Savor a unique wine and food pairing experience at 3 boutique tasting rooms and one hidden gem!

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.

Taste the best that Sonoma County has to offer

Explore unique Napa & Sonoma wineries in a personalized, all-day tour! I'll craft your dream itinerary based on your preferences, visiting hidden gems, picnic lunch, and insightful wine education too

Embark on a unique tour of California Wine Country! Hop in a kayak for a full tour along the warm, clean Russian River in Healdsburg. The tour guide will take you through a beautiful scenic route and point out native wildlife while you paddle leisurely through the calm waters. The tour includes one- or two-person kayaks, necessary equipment, safety lesson and lunch.

Indulge in luxurious wine tasting experiences in Napa & Sonoma Valley, as Champion Limo Service elevates your journey with style and comfort. Sip exquisite wines as you traverse picturesque vineyards.

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.

Explore the wine country of Northern California with a chauffeur service. Sip on a variety of wines in Napa Valley, Sonoma Valley, and Russian River Valley.

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.

Embark on a private wine tour from Napa to the Russian River Valley. Visit 3 wineries and enjoy tastings of a variety of wines.

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.

Embark on a wine tasting tour of Healdsburg with transportation. Enjoy a scenic drive through the rolling hills of the wine country and visit a local winery.

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!  

Embark on a wine tasting tour of Healdsburg with transportation. Enjoy a scenic drive through the rolling hills of the wine country and visit a local winery.

Cycling enthusiasts this is an amazing opportunity to discover and experience car-free paved trails, quiet country roads, challenging climbs, exhilarating descents and unforgettable vistas. Unlike other Napa Valley bike tour companies, cycling is the focus and winery and food experiences are the icing on the cake. Our tours range in length from 25-60 miles and depend on whether you choose a half-day, full-day and what wineries to visit. Our guides are avid local cyclists who provide friendly hospitality and personalized route customization based on your fitness level, skills and interests. They also have deep knowledge of our wineries, terroir and best lunch/picnic spots. Private tours are available for when you pay for a group of at least 4 people (i.e. you pay for at least 4 people, but you could be one person). Please let us know you want your tour to be private after booking.

Embark on a private wine tour from San Francisco to the Russian River Valley. Visit 3 wineries and enjoy tastings of a variety of wines.

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.

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.

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.

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.

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!

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.

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.

Go at your own pace on this self-guided e-bike tour of some of the best cycling roads in Wine Country. Cruise around with ease on our Specialized or Trek e-bikes as you take in the sights or visit some of our favorite wineries.

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!  

Don't just taste with a sales associate or wine guide. Get the story right from the owner/wine maker's mouth. Take the wine from the source, sample products that are in various stages of production, and make yourself feel like part of the family.

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!

Enjoy the fine dining experience in Style! We will welcome you in one of our luxury vehicles with a bottle of bubbles or rosé to enjoy on the way to dinner. Yes, you can drink in our vehicles! Need restaurant recommendations or information on setting up a private dinner for a special occasion? No problem, we are here to help you plan something special. **Tour details: You are purchasing a 3 hour dinner charter. 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. Let Wine Tour Pros can help make your dinner transportation amazing.

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! Explore the best wineries or breweries and end your day watching the sunset in Bodega Bay. **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 San Francisco Bay and surrounding area. Every tour is an adventure. A group photo from your trip will also be provided so you can commemorate your amazing time spent on your tour!  

Privately Driven Wine Tour Experience! We will welcome you in one of our luxury vehicles with a bottle of bubbles or rosé ready to go on your hike and wine tour adventure! Yes, you can drink in our vehicles! A short hike and wine tasting! **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, 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!