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Napa & Sonoma Luxury 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 (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 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
Half Day Bike Tour

You’ll enjoy the unique experience of bicycling through wine country, revealing the history and beauty of the countryside on quiet roads. Visiting one local winery …More

5.0 (57)

Half Day Bike Tour

You’ll enjoy the unique experience of bicycling through wine country, revealing the history and beauty of the countryside on quiet roads. Visiting one local winery...

4 hours
5.0 (57)
from
$139
Half Day Tour

Explore the country roads and bike paths of Sonoma, you’ll enjoy the unique experience of bicycling through wine country revealing the history and beauty of …More

5.0 (12)

Half Day Tour

Explore the country roads and bike paths of Sonoma, you’ll enjoy the unique experience of bicycling through wine country revealing the history and beauty of...

4 hours • Free Cancellation
5.0 (12)
from
$139
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
Private, Customized Sonoma Valley Wine Tour

Customized private wine tasting tours allow your party to choose your wineries and plans for the day. You can get a customized wine tour for …More

5.0 (1)

Private, Customized Sonoma Valley Wine Tour

Customized private wine tasting tours allow your party to choose your wineries and plans for the day. You can get a customized wine tour for...

4 to 6 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$119
Snob Free Sonoma Plaza Walking Experience

Enjoy a taste of Sonoma’s celebrated olive oils, cheeses, and wine, with nuggets of local history, as author and wine-tour guide extraordinaire, Andy Hyman, leads …More

4.8 (5)

Snob Free Sonoma Plaza Walking Experience

Enjoy a taste of Sonoma’s celebrated olive oils, cheeses, and wine, with nuggets of local history, as author and wine-tour guide extraordinaire, Andy Hyman, leads...

3 to 4 hours • Free Cancellation
4.8 (5)
from
$115
Safari West Sonoma Adventure Tour

Meet Giraffes in Sonoma County Step into the heart of Sonoma County’s African Serengeti wildlife preserve. Climb aboard an open-air safari vehicle for an unforgettable …More

4.7 (124)

Safari West Sonoma Adventure Tour

Meet Giraffes in Sonoma County Step into the heart of Sonoma County’s African Serengeti wildlife preserve. Climb aboard an open-air safari vehicle for an unforgettable...

3 hours • Free Cancellation
4.7 (124)
from
$110
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 River Sunset Kayak Tour

See downtown Napa in its most atmospheric light on a relaxed, small-group paddle timed around sunset. Launch from the Main Street Dock, receive a safety …More

5.0 (1)

Napa River Sunset Kayak Tour

See downtown Napa in its most atmospheric light on a relaxed, small-group paddle timed around sunset. Launch from the Main Street Dock, receive a safety...

2 hours • Free Cancellation
5.0 (1)
from
$79
Napa River Small-Group History Tour by Tandem Kayak

See a side of Napa Valley that most visitors miss on a small-group paddle along the Napa River. Share a two-person tandem kayak as a …More

4.7 (7)

Napa River Small-Group History Tour by Tandem Kayak

See a side of Napa Valley that most visitors miss on a small-group paddle along the Napa River. Share a two-person tandem kayak as a...

2 hours • Free Cancellation
4.7 (7)
from
$69
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 & Sonoma Self-Guided Audio Driving Tour

Cruise through California wine country with this scenic self-guided driving tour of Sonoma and Napa Valley. As you drive, you’ll get tips about the wineries …More

4.5 (49)

Napa Valley & Sonoma Self-Guided Audio Driving Tour

Cruise through California wine country with this scenic self-guided driving tour of Sonoma and Napa Valley. As you drive, you’ll get tips about the wineries...

2 to 4 hours • Free Cancellation
4.5 (49)
from
$25
A Self-Guided Audio Tour Around Bodega Head

Explore the untamed beauty of California's north coast on this self-paced audio walking tour of Bodega Head, with spectacular surf, views of passing whales and …More

5.0 (1)

A Self-Guided Audio Tour Around Bodega Head

Explore the untamed beauty of California's north coast on this self-paced audio walking tour of Bodega Head, with spectacular surf, views of passing whales and...

45 to 60 minutes • Free Cancellation
5.0 (1)
from
$10

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
Easy to use self-guide
New York City
Napa Valley & Sonoma Self-Guided Audio Driving Tour
Michael_W, Sep 2026
Easy to use self-guide
Easy to use self-guide. I used this over several days and it is very adaptable . I was able to add a few wineries based on recommendations from friends
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
Bend movement, visual stimulation, thriving ecosystem & communication
New York City
Napa River Sunset Kayak Tour
Deborah_M, Sep 2026
Bend movement, visual stimulation, thriving ecosystem & communication
Water is healing and therapeutic for your mind, body and soul. Visual awareness to your water bearing experience, lets you appreciate nature & within it’s ecosystem, presently.
Read more
This was great....
New York City
Napa Valley & Sonoma Self-Guided Audio Driving Tour
Nichelle_W, Sep 2026
This was great....
This was great. Navigation was great. I learned a lot about this area. Scenery is beautiful.. Would do it again.
Read more
Amazing
New York City
Half Day Bike Tour
622elizabethe, Sep 2026
Amazing
Amazing experience! On time, nice, super efficient. Our corporate bike ride to Cup of Love was so incredible.
Read more
Amazing Guide and Awesome Trip
New York City
Napa River Small-Group History Tour by Tandem Kayak
Pennie S, Sep 2026
Amazing Guide and Awesome Trip
Justin was the most amazing and knowledgeable guide to the history of Napa and the river itself. We thoroughly enjoyed it and would highly recommend it!
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
A perfect day.
New York City
Half Day Bike Tour
Andrea B, Sep 2026
A perfect day.
Emily was a great tour guide, a local with deep knowledge of the history and people of the region. We learned a lot in a laid-back environment and the wineries were wonderful. Highly recommend.
Read more
Entertaining bike tour
New York City
Half Day Tour
M7012OMbilla, Jul 2026
Entertaining bike tour
We enjoyed our bike tour with Hunt. His knowledge of the area is awesome and he had a good sense of humor. He tailored the ride for the weaker riders, plus the e-bike option solves issue for those who are not strong riders. All in all, it was a fun morning tooling around sonoma getting the history and flavor of the area from the back roads.
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
More fun than we expected!
New York City
Half Day Tour
Lisa_D, Jun 2026
More fun than we expected!
Fantastic fun! So much more than a bicycle ride. Jeff gave us a history lesson in his own humorous way along the trip. The winery was beautiful and we got a fabulous tour of the caves and private rooms. Ended with a trip to the Olive oil store and were surprised how much we enjoyed that as well. Would definitely recommend this to anyone who wanted a fun trip around the city and experience the Sonoma vibe.
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
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