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Napa & Sonoma Wine Tasting & Winery Tours

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Napa & Sonoma Tours

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Recommendations

Sonoma Valley Open Air Wine Trolley Tour

Experience the Sonoma wine region in a unique way – on a San Francisco-style trolley, for an open-air ride through rustic, sun-kissed Sonoma Valley. Stop …More

4.7 (854)

Sonoma Valley Open Air Wine Trolley Tour

Experience the Sonoma wine region in a unique way – on a San Francisco-style trolley, for an open-air ride through rustic, sun-kissed Sonoma Valley. Stop...

6 hours 30 minutes • Free Cancellation
4.7 (854)
from
$145
Napa Valley Wine Trolley Classic Tour

Come join the “original” cable car wine tasting tour through beautiful Napa Valley. Hop aboard one of our hand-built replicas of a San Francisco Cable …More

4.6 (777)

Napa Valley Wine Trolley Classic Tour

Come join the “original” cable car wine tasting tour through beautiful Napa Valley. Hop aboard one of our hand-built replicas of a San Francisco Cable...

6 hours 30 minutes • Free Cancellation
4.6 (777)
from
$145
Napa Valley Wine Trolley Castle Tour

Experience the Napa wine region in a unique way – on the Napa Valley Wine Trolley. Hop aboard the Original San Francisco Cable Car Wine …More

4.4 (289)

Napa Valley Wine Trolley Castle Tour

Experience the Napa wine region in a unique way – on the Napa Valley Wine Trolley. Hop aboard the Original San Francisco Cable Car Wine...

6 hours 30 minutes • Free Cancellation
4.4 (289)
from
$145
Sonoma Winery Tour

Discover the heart of Sonoma wine country with a curated tour featuring two iconic wineries—Kendall-Jackson Wine Estate & Gardens and MacRostie Winery—plus convenient round-trip transportation …More

Sonoma Winery Tour

Discover the heart of Sonoma wine country with a curated tour featuring two iconic wineries—Kendall-Jackson Wine Estate & Gardens and MacRostie Winery—plus convenient round-trip transportation...

5 to 6 hours • Hotel pickup offered • Free Cancellation
from
$129
The Masterpiece Series Wine & Dim Sum Experience at The Prisoner

A Winery Experience of the Year Finalist by Wine Enthusiast. Enter the dark, mysterious, stylish space and find yourself transported to a cosmopolitan oasis. We …More

The Masterpiece Series Wine & Dim Sum Experience at The Prisoner

A Winery Experience of the Year Finalist by Wine Enthusiast. Enter the dark, mysterious, stylish space and find yourself transported to a cosmopolitan oasis. We...

1 hour 30 minutes • Free Cancellation
from
$120
From SF:Sonoma & Napa -8hr Private Wine Tour with Concierge.XLSUV

This wine tour will take you to the best wineries in Sonoma and Napa County. Our years of experience in quality wine touring has allowed …More

5.0 (28)

From SF:Sonoma & Napa -8hr Private Wine Tour with Concierge.XLSUV

This wine tour will take you to the best wineries in Sonoma and Napa County. Our years of experience in quality wine touring has allowed...

8 hours • Hotel pickup offered • Free Cancellation
5.0 (28)
from
$105
Napa & Sonoma Wine Tour | 6-8hr Private Fully Customized.*XL SUV

Enjoy the beauty of Napa Valley and Sonoma. Taste the best wines the region has to offer. We'll plan the day for you based on …More

4.9 (61)

Napa & Sonoma Wine Tour | 6-8hr Private Fully Customized.*XL SUV

Enjoy the beauty of Napa Valley and Sonoma. Taste the best wines the region has to offer. We'll plan the day for you based on...

8 hours • Hotel pickup offered • Free Cancellation
4.9 (61)
from
$85
The Sensory Series Wine & Petite Plates at The Prisoner

A Winery Experience of the Year Finalist by Wine Enthusiast. Enter the dark, mysterious, stylish space and find yourself transported to a cosmopolitan oasis. We …More

4.7 (10)

The Sensory Series Wine & Petite Plates at The Prisoner

A Winery Experience of the Year Finalist by Wine Enthusiast. Enter the dark, mysterious, stylish space and find yourself transported to a cosmopolitan oasis. We...

1 hour 30 minutes • Free Cancellation
4.7 (10)
from
$75
Napa Valley Pioneer Tasting at Robert Mondavi Winery

The start of a new chapter. And you get to see it first. We are proud to reopen the doors to our winery following a …More

4.0 (4)

Napa Valley Pioneer Tasting at Robert Mondavi Winery

The start of a new chapter. And you get to see it first. We are proud to reopen the doors to our winery following a...

1 hour • Free Cancellation
4.0 (4)
from
$75
The Bespoke Series Wine Tasting at The Prisoner Wine Company

Enter the dark, mysterious, stylish space and find yourself transported to a cosmopolitan oasis. We forge our way off the beaten path, seek interesting varietals …More

5.0 (4)

The Bespoke Series Wine Tasting at The Prisoner Wine Company

Enter the dark, mysterious, stylish space and find yourself transported to a cosmopolitan oasis. We forge our way off the beaten path, seek interesting varietals...

1 hour • Free Cancellation
5.0 (4)
from
$60
Napa Valley Wine Tour: Self-Guided GPS Audio Driving Guide

Drive Napa Valley yourself, with a GPS audio guide that plays automatically as you go. Your booking unlocks the whole region in the free Wine …More

5.0 (1)

Napa Valley Wine Tour: Self-Guided GPS Audio Driving Guide

Drive Napa Valley yourself, with a GPS audio guide that plays automatically as you go. Your booking unlocks the whole region in the free Wine...

2 to 12 hours • Free Cancellation
5.0 (1)
from
$40
Napa Valley Wine Country Self Guided Driving Tour

Explore Napa Valley's rich wine culture and scenic beauty with the Wayfarer Journey Self-Guided GPS Audio Tour. This immersive experience allows travelers to visit iconic …More

3.5 (4)

Napa Valley Wine Country Self Guided Driving Tour

Explore Napa Valley's rich wine culture and scenic beauty with the Wayfarer Journey Self-Guided GPS Audio Tour. This immersive experience allows travelers to visit iconic...

3 to 5 hours • Free Cancellation
3.5 (4)
from
$30

Frequently Asked Questions

These answers are based on answers previously given to Cool Napa customers' questions.

Recent tour reviews
A great way to visit some Napa vineyards
New York City
Napa Valley Wine Trolley Classic Tour
Paradise47420371937, Sep 2026
A great way to visit some Napa vineyards
The trolley was fun and we visited 4 different wineries with a stop for a delicious lunch amongst the vines . It was expensive as it cost an additional $160 each for the tastings and we were a party of three . ( although you could offset the price for a bottle of wine we just didn’t need 12 bottles ) . All in all a great day -just be prepared for the expense !
Read more
Fun Tour
New York City
Napa Valley Wine Trolley Classic Tour
Michael_W, Sep 2026
Fun Tour
My wife and I had a great time on this tour. We really liked our guide and driver Craig, who was welcoming, fun, and importantly a safe driver! He set the tone for the rest of the day making it easy to meet and chat with our fellow tourists. The four vineyards and wineries we visited featured nice wines and informative presentations, including a nice outdoor lunch in one of the vineyards
Read more
The winery, the food, and...
New York City
Sonoma Valley Open Air Wine Trolley Tour
Maite_L, Sep 2026
The winery, the food, and...
The winery, the food, and our tour guide, Paul were great. Really enjoy the experience of the different wineries. It was a perfect combination if wineries
Read more
Really great experience....
New York City
The Sensory Series Wine & Petite Plates at The Prisoner
Maite_L, Sep 2026
Really great experience....
Really great experience. The food and wine were excellent. Definitely would recommend to our friends.
Read more
It was a pleasant...
New York City
Napa Valley Wine Country Self Guided Driving Tour
Rosonna_C, Sep 2026
It was a pleasant...
It was a pleasant experience. You can stop if you want. Narration does seem to reset but you can go back where you left off. Plan for a one hour windy, scenic ride back to Napa when you are done with tour.
Read more
Sonoma Wine Trolley tour
New York City
Sonoma Valley Open Air Wine Trolley Tour
Jennifer_C, Sep 2026
Sonoma Wine Trolley tour
We had the best experience on the Sonoma Wine Trolley. Our tour guide was so informative and helpful. We had adequate time in each of the four wineries we visited to walk around and enjoy everything they had to offer. We never felt rushed! I highly recommend the Sonoma Wine Trolley for an amazing time!
Read more
Fantastic red wines! All...
New York City
The Sensory Series Wine & Petite Plates at The Prisoner
Shirley_G, Sep 2026
Fantastic red wines! All...
Fantastic red wines! All of the employees are so very friendly and welcoming and knowledgeable about the wines at the winery. The small bites were dim sum. They were delicious!
Read more
Worth it for the drive alone
New York City
Napa Valley Wine Tour: Self-Guided GPS Audio Driving Guide
Michael_W, Sep 2026
Worth it for the drive alone
Used this for a day in Napa with my wife and a friend. Entered the Cool Napa code in the app, picked three wineries, it mapped the drive. Audio started on its own as we got near each place and gave some background on the property, a couple of minutes each. Also talked on the road between stops, which we didn't expect. Download it before you leave town, signal is patchy up valley. Otherwise no complaints. Cheaper than a guide and we went at our own pace.
Read more
Easy peasy!
New York City
Napa & Sonoma Wine Tour | 6-8hr Private Fully Customized.*XL SUV
Martha_Y, Aug 2026
Easy peasy!
Very punctual driver. Extremely knowledgeable about Napa vineyards. The company reaches out beforehand to insure your time is organized and individualized to your preferences. So relaxing to sit back and enjoy your time without any effort!!
Read more
Hosts were nice and...
New York City
Napa Valley Wine Trolley Castle Tour
Jean_H, Jul 2026
Hosts were nice and...
Hosts were nice and helpful. The castle was the highlight id the 3 stops!! You can opt out of the tastings if you wish. The lunch spit was delish! The second two wineries were less impressive. Would be nice to add a stop that includes a tour of the vineyard!
Read more
Vacation Wine Train event
New York City
Napa Valley Wine Trolley Castle Tour
Tommy_P, Jul 2026
Vacation Wine Train event
The wine Train had great personal services all the way from the check-in service , to train boarding and staff on board the train.
Read more
Our guide Jaye was very...
New York City
The Bespoke Series Wine Tasting at The Prisoner Wine Company
Kelly_L, Jun 2026
Our guide Jaye was very...
Our guide Jaye was very knowledgeable and personable. We had a fantastic time and learned a lot. We have always loved the red blend, but now have a new favorite!
Read more
Stellar tour
New York City
Napa Valley Pioneer Tasting at Robert Mondavi Winery
millsvfd, May 2026
Stellar tour
We had a fantastic experience at Robert Mondavi Winery! The grounds are beautiful and the whole visit was well organized, but what really made it stand out was our tour guide, Jeremy. He went above and beyond, taking extra time with our group and making the tour feel personal rather than scripted. He was incredibly knowledgeable, patient with all our questions, and genuinely engaging throughout the experience. It’s rare to have a guide make that much of a difference, but Jeremy absolutely did. We left feeling like we learned a lot and truly enjoyed every part of the visit. Highly recommend this winery, especially if you get a tour with him!
Read more
Awesome and informative
New York City
The Bespoke Series Wine Tasting at The Prisoner Wine Company
Cheri P, Apr 2026
Awesome and informative
The wines were delicious and our sommelier, Roberto, was amazing. He answered all of our questions and told us about the history of Prisoner Wine Company. He truly made the experience!
Read more
Great Wine Tasting
New York City
Napa Valley Pioneer Tasting at Robert Mondavi Winery
Carl_A, Apr 2026
Great Wine Tasting
“Red” was the person who guided me through my wine tasting experience and she was a delight and did a super job!
Read more
Dean is great!
New York City
Napa & Sonoma Wine Tour | 6-8hr Private Fully Customized.*XL SUV
Adrian_B, Mar 2026
Dean is great!
Dean was amazing! Accommodating and very knowledgeable of the area and gave us honest suggestions. Overall great experience, definitely recommend
Read more
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