Top Healdsburg Holidays

Sample Sonoma’s best bottles and bites on this wine-and-food pairing walking tour through Healdsburg’s charming downtown. Join a small group of food lovers as you follow your foodie guide to bakeries, wine shops, and cafés, and taste local fare along with wines from distinctive cellars. Try creative dishes, artisan cheese, and charcuterie, learn about wine country's thriving culinary scene and hear the stories behind Sonoma’s family vineyards.

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. This small-group tour is limited to eight people for a more intimate experience.

Bike through Dry Creek Valley in Sonoma County on a full-day wine tour from Healdsburg. Taste wines and stop for a lunch of fresh local goods at a winery. You'll pedal through California's back roads at a leisurely pace on a tour that covers about 20 miles (32km) with regular stops for wine tastings. Your guide shares commentary about the history of northern California and the region's wine industry along the way. Includes lunch, bottled water, guide, and use of bike equipment.

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.

Plan a safe and luxurious day of wine tasting in the world-famous Napa Valley with a private chauffeured tour. A professional driver picks you up in San Francisco, Napa, or Sonoma in a luxury SUV with a welcome glass of bubbly. Choosing among hundreds of wineries can be daunting, but your driver and guide will help you select a handful of Napa's best estates based on your personal tastes.

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.

Maximize time in Sonoma with a private, customized wine tour. Visit boutique wineries for guided tastings for a group of up to six people. Personalize the experience according to your interest in certain varietals, appellations, or experiences. Skip the hassle of a rental car and leave the driving up to your guide as you explore scenic Sonoma and Healdsburg.

Discover the best that Napa Valley has to offer on a private tour to the wineries of your choice. This customizable trip makes visiting several vineyards in a day easy. Tell your driver which estates you’d like to visit and enjoy a relaxing journey, with complimentary bubbles, to each one. Spend a day imbibing, exploring, and learning about wine all without the worry of driving.

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.

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!  

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.

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. 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.