Top Healdsburg Tours, Sightseeing & Cruises

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.

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.

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.

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.

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.

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.

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.

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.

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.

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 tahoe ski adventure! Yes, you can drink in our vehicles! Carefree ride up to ski. Drink or nap on the way home. What a perfect day!  **Tour details: You are purchasing a 6 hour tour. Driver gratuity is not included and will be collected at the end of the tour. Subject to weather conditions. 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. Group photo available! Just ask your driver to take a memorable photo of your group.

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!

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.

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 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!  

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!