Top Healdsburg Private and Luxury

Go where cars can't and soak up the scenery of California wine country on a horseback ride in Sonoma County. With a guide, you'll have the chance to admire the vineyards of Dry Creek Valley and the waters of Lake Sonoma as you traverse the rolling wilderness on horseback. This experience takes you well beyond the beaten path and doesn't require any prior experience.

Sample the best of wine country on this food and wine tour of Healdsburg. Led by a local guide, stroll the charming town and progressively dine your way through several local establishments, including a highly acclaimed tapas bar, a farm-to-fork jewel, and a wine boutique. Learn about the sustainable methods of the chefs and winemakers, and treat your taste buds along the way.

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.

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.

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.

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.

Bike through Dry Creek Valley in Sonoma County on a small-group wine tour from Healdsburg. Taste wines (own expense) and stop for a picnic lunch at a winery. You'll pedal through California's back roads at a leisurely pace on a tour that covers around 15 miles (24 kilometers) with regular stops for wine tastings. Your guide shares commentary about California wine country along the way. Includes lunch, bottled water, guide, and use of bike equipment.

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 4 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. Wine tasting fees are not included and reservations are generally requested in advance. Special Note: This tour offers options for Concierge Reservations or to extend your tour by 2 hours, see options in checkout. PLEASE PRINT THIS PAGE SO YOU WILL HAVE WINERY LOCATIONS FOR MAKING TASTING RESERVATIONS..

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 4 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. Wine tasting fees are not included and reservations are generally requested in advance. Special Note: Concierge Winery Reservation Service is available for this tour, please add in checkout if desired. PLEASE PRINT THIS PAGE SO YOU WILL HAVE WINERY LOCATIONS FOR MAKING TASTING RESERVATIONS.

During the winter holidays, go food and wine tasting in northern California on a half-day walking tour in downtown Healdsburg. Sit for private guided wine tastings paired with foods from renowned local eateries in the heart of Sonoma's wine country. You might sample fresh baked goods, gourmet chocolates, and more at three tasting rooms. This tour takes place for just five weeks in November and December when Healdsburg sports colorful holiday decorations and lights, window displays, and a towering Christmas tree in the historic plaza.

Gather your coworkers and colleagues together for a trip around Napa Valley's best wineries aboard this corporate charter vehicle. Meet your driver and enjoy a bottle of sparkling wine to start off your adventure. Then visit several wineries, chosen by you or suggested by your driver, and purchase wine tastings, if you'd like. This is a great way to break the ice or start off a corporate event.

With years of hospitality experience at world-class wineries and strong industry relationships, I’m able to unlock access to hidden-gem producers and sought-after cult labels that typically require connections and advance planning. Having personally visited 300+ wineries, I know where the truly special experiences are—and how to create a collector-focused day that’s worth your time and cellar space. Most importantly, you’ll have a professional, discreet host focused on delivering a seamless, high-touch experience from pickup to drop-off—so you can taste at a higher level and experience Wine Country like an insider.

Whether you’re just arriving in California or your trip is ending, this private transfer service gets you where you need to go. Meet your driver at your accommodation in Napa Valley or Sonoma County and enjoy a swift transfer to any of the Northern California airports, for a timely departure. This transfer service can also be done in the reverse.

Northern California is famous for its wine country but it can be difficult to navigate on your own. Book a Sprinter van and driver to transport your group to several wineries over the course of a day. Start your day off with a glass of sparkling wine and then head to the vineyards of your choice, or let your driver select a few for a well-rounded experience of Napa and Sonoma.

Your guide leads a relaxed electric trike ride that begins at Bacchus Landing, a vibrant Healdsburg gathering place with seven boutique wineries. Drive eco-friendly electric trikes and follow the professional tour guides who will share the breathtaking beauty and immersive history of the area. Each tour includes a complimentary charcuterie board, featuring local cheeses, meats and seasonal accompaniments. Your visit concludes with a guided tasting at Bacchus Landing (prices vary).