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Napa & Sonoma Historical & Heritage Tours

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Napa & Sonoma Tours

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Napa Valley River History Kayak Tour: Single Kayaks
4.8 (99)

Napa Valley River History Kayak Tour: Single Kayaks

Our beautiful Napa River History Tour provides you with an intimate view of the little known and rich history of the Napa Valley. Traveling with...

2 hours • Free Cancellation
4.8 (99)
from
$69
Napa Valley & Sonoma Self-Guided Audio Driving Tour
4.5 (43)

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 (43)
from
$25
Napa River Small-Group History Tour by Tandem Kayak
4.7 (6)

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 (6)
from
$69
A Self-Guided Audio Tour Around Bodega Head
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
Sonoma Valley Small Group Winery Tour
4.9 (170)

Sonoma Valley Small Group Winery Tour

Join us on a full-day, small-group wine tour of the Spectacular Sonoma Valley wine country! You’ll visit three charming, back roads wineries and be served...

7 hours • Hotel pickup offered • Free Cancellation
4.9 (170)
from
$151
Half Day Bike Tour
5.0 (56)

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 (56)
from
$139
Snob Free Sonoma Plaza Walking Experience
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
Napa Valley Mountainside Small Group Winery Tour
5.0 (5)

Napa Valley Mountainside Small Group Winery Tour

Join us on a day-long, small-group wine tour of Charming Hideaway Mountainside wineries in Napa! You’ll visit two wineries tucked away in the hills above...

6 hours • Hotel pickup offered • Free Cancellation
5.0 (5)
from
$151
Sonoma at Sunset - All Inclusive Wine & Dine Electric Trike Tour
5.0 (6)

Sonoma at Sunset - All Inclusive Wine & Dine Electric Trike Tour

**PLEASE NOTE THAT THE SUNSET TOUR IS A SEASONAL SPECIAL THAT IS ALL INCLUSIVE (GRATUITY NOT INCLUDED). NOTE: THE STARTING TIME CHANGES THROUGHOUT THE SEASON....

3 hours • Free Cancellation
5.0 (6)
from
$275
Private SUV Wine Country Tour of Napa Valley from Napa up to 6
5.0 (7)

Private SUV Wine Country Tour of Napa Valley from Napa up to 6

6 Hours wine country tours stars in your hotel or residence in Napa area. Usually you are able to visit 3-4 wineries during the 6...

6 hours • Hotel pickup offered
5.0 (7)
from
$699
Sonoma Trike and Hike - 3 hour guided tour
4.6 (5)

Sonoma Trike and Hike - 3 hour guided tour

A twist on our regular tours, for anybody who wants to skip the wine tasting and see some more nature! Join us for your guided...

3 hours • Free Cancellation
4.6 (5)
from
$175
Sonoma Trike and Mindfulness - 3 hour guided tour
5.0 (4)

Sonoma Trike and Mindfulness - 3 hour guided tour

Trike and Tranquility! A twist on our regular tours, for anybody who wants to skip the wine and find some serenity. Join us for your...

3 hours • Free Cancellation
5.0 (4)
from
$175
The Bespoke Series Wine Tasting at The Prisoner Wine Company
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 Country Self Guided Driving Tour
3.0 (3)

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
3.0 (3)
from
$30

Frequently Asked Questions

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

Recent tour reviews
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
Great day!!!!
New York City
Sonoma Valley Small Group Winery Tour
lpaul76, Sep 2026
Great day!!!!
We had a great time! Our guide was very attentive and made sure we all had a great time. He clearly has a great relationship with the wineries.
Read more
Take this tour😎
New York City
Sonoma Valley Small Group Winery Tour
Ellenmarsha, Sep 2026
Take this tour😎
our tour guide was very knowledgeable and took us to three wineries . Had a delicious box lunch. Wolf was our tour guide, played great music. Made our tour very enjoyable 😎
Read more
Sonoma Bike Ride
New York City
Half Day Bike Tour
ryanz776, Aug 2026
Sonoma Bike Ride
Sonoma adventures was great. We rented two bikes for the day to visit a couple vineyards. They had our bikes ready when we arrived and provided the best guidance. Gave us Google Maps directions from each location we wanted to visit. Highly recommended.
Read more
Crushing it in Napa
New York City
Napa Valley Mountainside Small Group Winery Tour
GoneGator1, Aug 2026
Crushing it in Napa
Great overall experience Pick up and drop off was easy Nice selection of wineries to visit Andy was a great tour guide
Read more
Drive and learn
New York City
Napa Valley & Sonoma Self-Guided Audio Driving Tour
AmazinginAK, Jul 2026
Drive and learn
Excellent narration. The voice of the narrator is pleasant and easy to understand. It is able to pick up where it left off, even if it’s days later, because you did something else. Loved to learn all the tid-bits and history. Great drive and learn, definitely recommend it, if you need a guide and want to drive Sonoma- Napa on your own pace.
Read more
Tour places from your car
New York City
Napa Valley & Sonoma Self-Guided Audio Driving Tour
Veena_R, Jul 2026
Tour places from your car
The Audio Tour is amazing if one wants to drive around a place and hear interesting and fun stories about each stop on the tour. We learnt a lot about wines and their owners and all the other places along the route. It's easy to download onto your phone and then connect it to your car so you can listen while driving.
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
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
We did the sunset tour in...
New York City
Sonoma at Sunset – All Inclusive Wine & Dine Electric Trike Tour
Elizabeth_C, Apr 2026
We did the sunset tour in...
We did the sunset tour in April and our tour guide, Tony was great! He was very knowledgeable about local history and wonderful to talk to. He went above and beyond to make sure we enjoyed ourselves.
Read more
Wonderful time!!
New York City
Sonoma Trike and Mindfulness – 3 hour guided tour
Diane_F, Mar 2026
Wonderful time!!
Melissa was wonderful and knowledgeable. We really enjoyed the experience. Thank you Melissa for for your thoughtfulness and the snacks at the end made it even more special.
Read more
Windy roads, gorgeous views and winning wineries!
New York City
Napa Valley Mountainside Small Group Winery Tour
C4375TYkarenr, Mar 2026
Windy roads, gorgeous views and winning wineries!
Very enjoyable experience! Though we expected to join a group of happy strangers, our tour was private, with Peter escorting us in his Lexus SUV. He was informative and easy-going, just rolling with the detours and broken down sheep haulers in the hills! Each winery had it's unique personality and charm. Nice vegetarian box lunch in a beautiful spot. Highly recommend PRIDE winery, if you can choose. Hope to do this again!
Read more
Very interesting & approachable!
New York City
Snob Free Sonoma Plaza Walking Experience
Clarissa G, Nov 2025
Very interesting & approachable!
Very interesting and approachable! Andy was great. We enjoyed the entire experience. Can't wait to read his book! I'd recommend this experience.
Read more
Great tour!
New York City
Sonoma at Sunset – All Inclusive Wine & Dine Electric Trike Tour
TravelExplore606, Nov 2025
Great tour!
The tour was such a fun time! Great information shared and beautiful sights. Tony, our trike tour guide, is one of a kind.
Read more
Highly Recommend this Experience!
New York City
Sonoma Trike and Hike – 3 hour guided tour
Shasta E, Oct 2025
Highly Recommend this Experience!
Despite it being a little rainy on the day of our adventure, Tony still made it a day worth participating in. His knowledge of the area and his care for his customers made this a truly delightful day for my husband, me, and our friends.
Read more
Fun and educational!
New York City
Sonoma Trike and Hike – 3 hour guided tour
rachelbN3672RX, Oct 2025
Fun and educational!
I really enjoyed this tour! The trike was easy to use and fun, the tour was as active as you wanted it to be. I got to see much more of beautiful Sonoma and learn a lot about it. And there was cheese! The tour guide was friendly and very knowledgeable.
Read more
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