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Napa & Sonoma Wine Tasting & Winery Tours

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Napa & Sonoma Tours

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8 Hour Napa Valley Wine Tasting Tour - Boutique Wineries

Savor a taste of the good life on this full-day Napa Valley wine tasting tour, from San Francisco. Sample world class wines, enjoy stunning views, …More

5.0 (1)

8 Hour Napa Valley Wine Tasting Tour - Boutique Wineries

Savor a taste of the good life on this full-day Napa Valley wine tasting tour, from San Francisco. Sample world class wines, enjoy stunning views,...

8 hours • Hotel pickup offered
5.0 (1)
from
$895
6 Hour Napa or Sonoma Wine Tour in Private Limousine

World class wines, breathtaking views and a professional chauffeur in a private stretch limousine will make Sonoma & Napa Valley wine tasting tour experience unforgettable. …More

5.0 (1)

6 Hour Napa or Sonoma Wine Tour in Private Limousine

World class wines, breathtaking views and a professional chauffeur in a private stretch limousine will make Sonoma & Napa Valley wine tasting tour experience unforgettable....

6 hours • Hotel pickup offered
5.0 (1)
from
$850
8 Hour - Napa and Sonoma Private Wine Tour

World class wines, breathtaking views and a professional chauffeur in a private luxury vehicle will make Napa  and Sonoma wine tasting experience unforgettable, relaxing and …More

5.0 (1)

8 Hour - Napa and Sonoma Private Wine Tour

World class wines, breathtaking views and a professional chauffeur in a private luxury vehicle will make Napa  and Sonoma wine tasting experience unforgettable, relaxing and...

8 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$776
Custom 6-Hour Napa Valley Wine Tour in a Luxury Vehicle

Enjoy this customizable private tour of Napa Valley's wine country, complete with a professional chauffeur. As you cruise along the valley in your luxury vehicle, …More

5.0 (1)

Custom 6-Hour Napa Valley Wine Tour in a Luxury Vehicle

Enjoy this customizable private tour of Napa Valley's wine country, complete with a professional chauffeur. As you cruise along the valley in your luxury vehicle,...

6 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$648
Wine Tours in Napa Valley

Escape the crowded buses and generic itineraries. Welcome to the private, fully customized wine tasting experience you’ve always dreamed of. We specialize in curating an …More

5.0 (1)

Wine Tours in Napa Valley

Escape the crowded buses and generic itineraries. Welcome to the private, fully customized wine tasting experience you’ve always dreamed of. We specialize in curating an...

7 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$950
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
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 (855)

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 (855)
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 (779)

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 (779)
from
$145
Napa Valley Wine Train with Gourmet Lunch

Step back in time aboard the Gourmet Express, where elegant details like gleaming silverware, crystal-clear glassware, etched glass partitions, rich mahogany paneling, and warm natural …More

4.5 (411)

Napa Valley Wine Train with Gourmet Lunch

Step back in time aboard the Gourmet Express, where elegant details like gleaming silverware, crystal-clear glassware, etched glass partitions, rich mahogany paneling, and warm natural...

3 hours
4.5 (411)
from
$278
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
Napa Valley Wine Train Vista Dome Lunch Car

Embark on an immersive three-hour journey featuring panoramic 360-degree Napa Valley views, plush dining booths, and unforgettable photo opportunities with your travel companions. The Vista …More

4.4 (51)

Napa Valley Wine Train Vista Dome Lunch Car

Embark on an immersive three-hour journey featuring panoramic 360-degree Napa Valley views, plush dining booths, and unforgettable photo opportunities with your travel companions. The Vista...

3 hours
4.4 (51)
from
$410
Healdsburg Cycling Wine Tour

Bike with this group tour as you ride along the beautiful rolling hills of vineyards through the Russian River Valley Region! You will get some …More

4.7 (17)

Healdsburg Cycling Wine Tour

Bike with this group tour as you ride along the beautiful rolling hills of vineyards through the Russian River Valley Region! You will get some...

4 hours 30 minutes • Free Cancellation
4.7 (17)
from
$199
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
Private Chauffeured Winery Tour

Experience the magic of Napa Valley with your wine country chauffeured private car service, in a Chrysler Town & Country luxury minivan, leather interior, premium …More

4.3 (6)

Private Chauffeured Winery Tour

Experience the magic of Napa Valley with your wine country chauffeured private car service, in a Chrysler Town & Country luxury minivan, leather interior, premium...

6 hours • Free Cancellation
4.3 (6)
from
$500
8 Hour Private Tour in Napa Valley Winery

World class wines, breathtaking views and a professional chauffeur in a private luxury vehicle will make Napa Valley wine tasting tour experience unforgettable. …More

4.6 (5)

8 Hour Private Tour in Napa Valley Winery

World class wines, breathtaking views and a professional chauffeur in a private luxury vehicle will make Napa Valley wine tasting tour experience unforgettable....

8 hours • Hotel pickup offered
4.6 (5)
from
$849
Wine Tour Pros - Corporate Charters and Events

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 …More

4.5 (4)

Wine Tour Pros - Corporate Charters and Events

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...

4 to 6 hours • Hotel pickup offered
4.5 (4)
from
$1,300
Napa Private Wine Tour to Caymus and Opus One Wineries - up to 4

What's best about this tour: This is a black SUV, holds up to 4 passengers, your party only will participate in the tour. You'll see: …More

4.3 (3)

Napa Private Wine Tour to Caymus and Opus One Wineries - up to 4

What's best about this tour: This is a black SUV, holds up to 4 passengers, your party only will participate in the tour. You'll see:...

6 hours • Hotel pickup offered • Free Cancellation
4.3 (3)
from
$599
Custom 8-Hour Napa Valley Wine Tour in a Luxury Vehicle

Experience Napa Valley your way with a private, fully customizable wine tour and professional chauffeur. Travel in the comfort of your luxury vehicle while taking …More

4.7 (3)

Custom 8-Hour Napa Valley Wine Tour in a Luxury Vehicle

Experience Napa Valley your way with a private, fully customizable wine tour and professional chauffeur. Travel in the comfort of your luxury vehicle while taking...

8 hours • Hotel pickup offered
4.7 (3)
from
$815
Napa Valley Wine Train with Gourmet Dinner

Spend your evening aboard the Gourmet Express, where time slows down and classic rail travel meets elevated dining. This relaxed evening excursion invites guests to …More

3.9 (57)

Napa Valley Wine Train with Gourmet Dinner

Spend your evening aboard the Gourmet Express, where time slows down and classic rail travel meets elevated dining. This relaxed evening excursion invites guests to...

2 hours 30 minutes
3.9 (57)
from
$264
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

Frequently Asked Questions

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

Recent tour reviews
The Wine Trolley rocks!!
New York City
Sonoma Valley Open Air Wine Trolley Tour
Jennifer_N, Sep 2026
The Wine Trolley rocks!!
We were a group of 10 women and we had the best time! Michael was so much fun. If you can request him, you should.
Read more
Wine trolley trip in Napa
New York City
Napa Valley Wine Trolley Classic Tour
carolekirkwood, Sep 2026
Wine trolley trip in Napa
We enjoyed the experience. The guide was great and we visited some wonderful wineries.
Read more
Wonderful trip
New York City
Napa Valley Wine Trolley Classic Tour
leonardodQ4547BW, Sep 2026
Wonderful trip
All 4 wineries welcomed us very well. The lunch was great. The environments they set up to receive us were beautiful!
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
Napa exclusive tour
New York City
Napa Private Wine Tour to Caymus and Opus One Wineries – up to 4
John_W, Sep 2026
Napa exclusive tour
Enjoy your trip with only your voice if people. Tailor your trip to your wants and desires. Excellent trip very comfortable.
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
Napa Train Ride For Lunch
New York City
Napa Valley Wine Train Vista Dome Lunch Car
819alexandriac, Sep 2026
Napa Train Ride For Lunch
It was a really nice and relaxing experience in the Vista Dome with beautiful scenery and views. Staff was professional and friendly, and food was top notch. Only thing I would say is the bathrooms and speaker system need to be upgraded, and they need to have better climate control because it was cold and the AC was really loud. Other than that, I enjoyed the experience.
Read more
Hemingfield’s/Reid’s
New York City
Napa Valley Wine Train with Gourmet Lunch
O6369WNjaner, Sep 2026
Hemingfield’s/Reid’s
Excellent experience all around - food was first class and whole journey was helped by having Jamie as our waitress
Read more
Napa Valley Wine Train
New York City
Napa Valley Wine Train with Gourmet Lunch
richardeL4807LO, Aug 2026
Napa Valley Wine Train
Great experience. Mark was wonderful. Highly recommend taking the Napa Valley Wine Train. Lunch was very good.
Read more
Superb
New York City
Napa Valley Wine Train Vista Dome Lunch Car
EG2007, Aug 2026
Superb
We took this train trip for my husband’s birthday. The train itself is beautiful inside and out. The dome car is very plush and offers excellent views. From the moment we sat down until the time we disembarked our waiter Max was very attentive. The food was superb and the wines were wonderful. Maxx provided many interesting facts about the areas we traveled through and when we asked for a recommendation on wine he did not disappoint! Overall it was a wonderful trip and well worth the money.
Read more
Best driver in the Napa area!!
New York City
Private Chauffeured Winery Tour
Voyager11347365622, Aug 2026
Best driver in the Napa area!!
Paula made everything so very easy! We told her our likes answered a few questions and she booked us the most fabulous day!! She shopped for our lunch and it was amazing. Had cool waters ready for us and it truly was door to door service!! Infact, we loved her so much we had her create another day for us! We booked another day!! And it was just as amazing. She really knew the best places to take us based on questions we had answered!! Best trip ever! We can’t wait to come back!!
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
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
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