Top Healdsburg Holidays

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.

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.

Experience an intimate wine-tasting at Williamson Wines in Healdsburg. During your tasting experience, you'll learn about wine pairings and meet the winemakers. Taste 5 wines, such as cabernet sauvignon, sauvignon blanc, chardonnay and pinot noir. While you try some of California's best varietals, learn about how to best pair them with food at home. Munch on snacks like stuffed mushrooms, blue cheese, dark chocolate brownies and honey-drizzled local pears. Tour scheduling and duration varies and is flexible according to your needs.

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.

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.

Take in 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.

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.

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.

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.

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.

Enjoy tasting flights and exclusive discounts in one of the world’s top wine regions. The Sonoma County Tasting Pass features award-winning wineries, renowned craft breweries and cideries, unique micro distilleries and more. *Customers have 90 days from purchase to utilize their pass. Pass duration begins upon first redemption for 1 and 2 day passes and from purchase for 90 day pass. **Hours of operation are subject to change. Please confirm business hours when planning your visit. ***Reservations may be required. Check your pass for details. What's included: - Aldina Vineyards - Alexander Valley Vineyards - Alley 6 Craft Distillery - Benzinger Family Winery - Breathless Wines - DeLoach Vineyards - Dutcher Crossing Winery - Equality Vines - Imagery Estate Winery - Kendall-Jackson - Landmark Vineyards - Larson Family Winery - Mengler Family Wines - Montagne Russe - Muscardini Cellars - Paradise Ridge Winery - Parliament Brewing Company - Pech Merle Winery And more!

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!