The 10 Best Day Trips from in Healdsburg, California (CA)

December 25, 2021 Timmy Ribble

Beautiful Northern California has many fabulous destinations, and the town of Healdsburg in Sonoma County is at the top of the list. Small town charm, beautiful landscapes and outstanding weather are just a few of the trademark qualities that make Healdsburg so popular. Healdsburg combines five-star cuisine, rolling hills and world-acclaimed wine growing appellations for an experience you will never forget. If you love the vibrant outdoors and colorful festivals, you will love Healdsburg. In April, you can help harvest roses and distill them into fragrant rose oil and rosewater as part of the Classic Perfume Rose Harvest & Distillation Tours. An annual sea food dinner at the Healdsburg Fire Department is also in April. From February to June, enjoy the "Russian River Good Old Days" exhibit at the Healdsburg Museum. And on the first Friday of the month, Williamson Wines sponsors an Epicurean Dinner at the Dry Creek Kitchen at Hotel Healdsburg.
Restaurants in Healdsburg

1. Small-Group Wine-Tasting Tour through North Sonoma County

Platypus Wine Tours
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5.0 based on 9 reviews

**During our high season, (May 1-November 14), this tour operates on Friday, Saturdays, Sundays, and Mondays. Off-season (November 15-April 30), it operates on Fridays and Saturdays.  Join us on a full-day, small-group wine tour of the Spectacular North Sonoma County wine country! You’ll visit threer charming, back roads wineries and be served a picnic lunch in an idyllic winery setting. Your tour guide will tell fascinating stories and share many interesting tidbits about local history, culture and wine making. Our specialty is intimate, light hearted and truly memorable experiences. Your guide will set up a tasty picnic lunch for you at a picturesque winery. Once the tour concludes, you will be dropped off from where you were picked up.

Inclusions: 3 winery visits, Driver Tour Guide, Transport by small shuttle, Picnic lunch, Bottled water, Hotel pickup and drop-off, Lunch

Exclusions: Wine tasting fees ($15-$20 at each winery) per person, Gratuity for the guide (Suggested 15-20%) per person; Parties of 5 or more traveling together are considered a large party and will have a 15% gratuity charged for the tour guide at the end of the tour.

Reviewed By anthony p

excellent tour with an outstanding guide, Gary. Went to three small vineyards that we would have never found and enjoyed them all. Each one different and unique in their own way. After exploring some of the larger wineries on our own this was a good change.

2. Sprinter Wine Tour

Sonoma County, Sonoma County, California Wine Tour Pros
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5.0 based on 1 reviews

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. Not included - driver gratuity & tasting fees. 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!  

Inclusions: Driver/guide, Glass of Champagne, Hotel pickup and drop-off (if option selected), Bottled water

Exclusions: Gratuities Not Included, Extra time beyond the 6 hours, Food and drinks, Excess luggage charges (where applicable), Tasting Fees Not Included, All Fees and Taxes, Chef Prepared Boxed Lunch is available for an additional $25 per person if desired.

Reviewed By janelles602

Jeremy was so knowledgeable and attentive. Second year we have used his company. Very satisfied! Amazing trip and fantastic experience.

3. Custom Beer and Wine Tour of Sonoma and Napa from San Francisco

Cardinal Transportation by Hansom
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5.0 based on 2 reviews

This Brewery and Winery tour will take you to the best wineries as well as the most iconic breweries in North Bay's Sonoma County. Our years of experience in quality wine and brew touring has allowed us to share the best kept secrets in value for those visiting the wine capital of California. Rest assured that you will experience a premium 8 hour private tour experience at an incredible value. Guests have the option of adding and customizing the list of wineries to visit as well. On this brewery and winery tour, you can expect: • Exceptional service from our chauffeurs • Luxury sedan & SUV transport • Inexpensive wine tasting(s) options available (Please contact tour provider to learn more!) • Visits to your choice of the best Breweries in Northern California • Complimentary Brew or Wine provided by your chauffeur • Golden Gate Bridge photos with your group

Inclusions: Available predetermined brewery and winery itineraries, Pre-travel consultation to plan and customize group's itinerary and wine tour experience, 1 gift bottles of red or white wine (2 bottles for SUV reservations), Visit to Inexpensive Tastings at Wineries available, Round trip Golden Gate Bridge itinerary, Optional group photograph service on North Point of the Golden Gate Bridge, Pickup and drop-off from hotels/residence within 15 mile radius of San Francisco, Bottled water

Exclusions: Lunch, Guide, Gratuities: standard 20% gratuity charged on total gross amount after trip completion., Extra time: after first 8 hours - , Airport pickup

Reviewed By BosDVII

Dean was an exceptional guide and facilitator of tastings. He was also a wealth of knowledge regarding the history of the area, as well as current events. His recommendations for food were sublime.

4. Napa Wine Tour

Sonoma County, Sonoma County, California Wine Tour Pros
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5.0 based on 2 reviews

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!  

Inclusions: Driver/guide, Glass of Champagne, Hotel pickup and drop-off (if option selected), Bottled water

Exclusions: Gratuities Not Included, Extra time beyond the 4 hours, Food and drinks, Excess luggage charges (where applicable), Tasting Fees Not Included, All Fees and Taxes

Reviewed By stephaniecU8323BE

Our group of three couples spent two days with Jeremy and had a wonderful time exploring Napa and Sonoma His knowledge of the area was outstanding and his recommendations were spot on as he tailored the tours to meet the needs of our group!! If you are looking for a driver to make your experience perfect...just call now and set up your reservation...no more research needed!!

5. Napa Valley Wine Tour Planning and Transportation

Sonoma County, Sonoma County, California Wine Tour Pros
Excellent
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4.8 based on 16 reviews

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!  

Inclusions: Bottled water, Glass of Champagne, Driver/guide, Hotel pickup and drop-off (if option selected)

Exclusions: Excess luggage charges (where applicable), Food and drinks, Gratuities Not Included, Tasting Fees Not Included, All Fees and Taxes, Extra time beyond the 6 hours

Reviewed By stephaniecU8323BE

Our group of three couples spent two days with Jeremy and had a wonderful time exploring Napa and Sonoma His knowledge of the area was outstanding and his recommendations were spot on as he tailored the tours to meet the needs of our group!! If you are looking for a driver to make your experience perfect...just call now and set up your reservation...no more research needed!!

6. Custom Private Russian River Wine Tour from San Francisco

Cardinal Transportation by Hansom

This wine tour will take you to the best wineries in The Russian River, including areas such as Healdsburg and Geyserville. Our years of experience in quality private wine touring has allowed us to share the best kept secrets in value for those visiting the Northern California's wine country. It is in our best interest to make sure you experience a premium 8 hour wine tour at an incredible value and service for your group. Guests have the option of adding and customizing the list of wineries to visit as well. On this wine tour, you can expect: • Exceptional service from our chauffeurs • Luxury sedan & SUV transport • Complimentary bottle of wine from our company • Options for Free wine tasting(s) (Please contact tour provider via email or phone call after booking reservation to learn more!) • For group sizes larger than 7 persons, please contact supplier for specific details and changes per group size.

Inclusions: Available predetermined wine tour itineraries, Pre-travel consultation to plan and customize group's itinerary and wine tour experience, Flexibility in winery destination changes while on tour, 1 gift bottles of red or white wine (2 bottles for SUV reservations), Water, Contingent free wine tastings, free wine tastings at tour provider's winery list choices, Round trip Golden Gate Bridge itinerary, Optional group photograph service on North Point of the Golden Gate Bridge, Fuel surcharge, Bottled water, Alcoholic Beverages

Exclusions: Lunch, Guide, Gratuities: standard 20% gratuity charged on total gross amount after trip completion., Extra time: after first 8 hours - $60.00 sedan / $75.00 SUV per hour

Reviewed By BosDVII

Dean was an exceptional guide and facilitator of tastings. He was also a wealth of knowledge regarding the history of the area, as well as current events. His recommendations for food were sublime.

7. Corporate Charters and Events

Sonoma County, Sonoma County, California Wine Tour Pros

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!  

Inclusions: Driver/guide, Glass of Champagne, Hotel pickup and drop-off (if option selected), Bottled water

Exclusions: Gratuities Not Included, Extra time beyond the 4 hours, Food and drinks, Excess luggage charges (where applicable), Tasting Fees Not Included, All Fees and Taxes

Reviewed By stephaniecU8323BE

Our group of three couples spent two days with Jeremy and had a wonderful time exploring Napa and Sonoma His knowledge of the area was outstanding and his recommendations were spot on as he tailored the tours to meet the needs of our group!! If you are looking for a driver to make your experience perfect...just call now and set up your reservation...no more research needed!!

8. Bay Area Sight Seeing Tours

Sonoma County, Sonoma County, California Wine Tour Pros

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!  

Inclusions: Driver/guide, Glass of Champagne, Hotel pickup and drop-off (if option selected), Bottled water

Exclusions: Gratuities Not Included, Extra time beyond the 4 hours, Food and drinks, Excess luggage charges (where applicable), Tasting Fees Not Included, All Fees and Taxes

Reviewed By stephaniecU8323BE

Our group of three couples spent two days with Jeremy and had a wonderful time exploring Napa and Sonoma His knowledge of the area was outstanding and his recommendations were spot on as he tailored the tours to meet the needs of our group!! If you are looking for a driver to make your experience perfect...just call now and set up your reservation...no more research needed!!

9. Napa Hike with Wine

Sonoma County, Sonoma County, California Wine Tour Pros

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!  

Inclusions: Driver/guide, Glass of Champagne, Hotel pickup and drop-off (if option selected), Bottled water

Exclusions: Gratuities Not Included, Extra time beyond the 6 hours, Food and drinks, Excess luggage charges (where applicable), Tasting Fees Not Included, All Fees and Taxes

Reviewed By stephaniecU8323BE

Our group of three couples spent two days with Jeremy and had a wonderful time exploring Napa and Sonoma His knowledge of the area was outstanding and his recommendations were spot on as he tailored the tours to meet the needs of our group!! If you are looking for a driver to make your experience perfect...just call now and set up your reservation...no more research needed!!

10. Napa or Sonoma Dinner Transportation

Sonoma County, Sonoma County, California Wine Tour Pros

Privately Driven Wine Tour Experience! 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 5 hour dinner charters. 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. World-class dining awaits you.

Inclusions: Driver/guide, Glass of Champagne, Hotel pickup and drop-off (if option selected), Bottled water

Exclusions: Gratuities Not Included, Extra time beyond the 5 hours, Food and drinks, Excess luggage charges (where applicable), Tasting Fees Not Included, All Fees and Taxes

Reviewed By stephaniecU8323BE

Our group of three couples spent two days with Jeremy and had a wonderful time exploring Napa and Sonoma His knowledge of the area was outstanding and his recommendations were spot on as he tailored the tours to meet the needs of our group!! If you are looking for a driver to make your experience perfect...just call now and set up your reservation...no more research needed!!

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