Custom curated wine tours in: Healdsburg, Napa Valley, Sonoma and Anderson Valley

A family owned company offering bespoke wine tours

Windsor Wine Tours: Let us custom curate your perfect Healdsburg, Sonoma or Napa Valley wine tour. Whether you are a seasoned wine connoisseur or a first time visitor to the area – we will pair you up with the best boutique family owned winery experiences.

Opus One WInery in Oakville California in Napa Valley

Sonoma / Healdsburg Wine Tours

Indulge in the best Pinot Noirs or the Russian River AVA, the award winning Cabernet Sauvignons of the Alexander Valley or Zinfandels that will open your eyes in Dry Creek Valley. We work with many small and boutqiue owned wineries and can craft a unique itinerary that you will remember for a lifetime. 

Napa Valley Wine Tours

Napa Valley’s allure extends far beyond the vine. Hot air balloon rides paint the sunrise sky with vibrant hues, while Michelin-starred restaurants tempt your palate with farm-to-table delights. Luxurious spas soothe your soul, and charming towns like Yountville and St. Helena invite you to wander streets lined with art galleries and boutique shops.

Hear From Our Clients

Our clients love booking with us, just read what they have to say!

Courtney Kaufmann
Courtney Kaufmann
February 8, 2024
We had the best experience with Ian at Windsor Wine Tours. Before the trip, Ian was super responsive to all our inquiries and requests. He helped us set up two wine tours with him (one in Sonoma and one in Healdsburg) with great winery recommendations in each place. We also got the best sandwiches based on a local place he recommended that we ate in between wineries! He continued to provide us great recommendations of places to check out on the days we weren’t doing a tour! Ian was punctual both days and helped keep us on schedule (without being pushy or making us feel rushed). Overall, we had a fantastic experience and would highly recommend!
Sandra Boole
Sandra Boole
January 1, 2024
Ian is a real gem and you should not hesitate to book with him, if he’s even available. - Great driver - Great selection of wineries for us - Great relationships with the vineyards/wineries - Super clean and comfortable car - On time - Great communication via text, phone or email - Anticipated needs and his goal is to make it an amazing experience Success! I would definitely book with him again when in the area.
Susie Molak
Susie Molak
December 9, 2023
8 girls had Ian for 2 full days in Napa. Very patient, professional and actually, the best driver I can ever remembering having!
Gayle Youngblood
Gayle Youngblood
December 9, 2023
The best wine tour and driver I’ve ever had in Sonoma and Napa. I would recommend Ian to anyone and I am picky!
Doris Pennington
Doris Pennington
November 4, 2023
We (four women) had Ian drive us for two days for really great wine tastings in both Napa and Sonoma. He was prompt each day in picking us up, gave us some great information about the area and suggestions for dinner. He made our trip fun. We would definitely use his services again.
Alex Mandel
Alex Mandel
October 30, 2023
Ian was very nice and professional, van was super comfortable, would use him again!
Kresi Long
Kresi Long
October 13, 2023
While planning our mother/daughter wine country trip to Northern Sonoma County, I was researching options for a wine tour and requested information from several of the local companies I found online. Ian, with Windsor Wine Tours contacted me personally within 15 mins of submitting the online form. He was super friendly and informative and helped us plan the perfect itinerary! He booked all the tastings for us and even gave us a recommendation for a wonderful deli where we ordered lunch (that he picked up for us). The day of our tour he arrived promptly in a beautiful, comfortable Lincoln Navigator. We had the best day touring 3 amazing vineyards! Ian gave us tons of recommendations and information about wine country and then got us back to our hotel safely. We truly couldn’t have asked for a better time! If you are looking to book a wine tour, I cannot imagine anyone being better than Ian with Windsor Wine Tours!
Christine Chambers
Christine Chambers
October 12, 2023
Ian is a very personable, knowledgeable tour guide for wine country. A group of four, he picked us up on time and drove us to our preselected destinations. His vehicle was clean and comfortable. I recommend Ian and Windsor!
Jim Dressman
Jim Dressman
September 19, 2023
Ian was awesome. Very flexible and courteous. Would recommend highly.
Tim Pieper
Tim Pieper
September 12, 2023
Knowledgeable, accommodating and a great guy to be around.