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Private Tour: Napa and Sonoma Wine Country
Likely to Sell Out
Likely to Sell Out
4.4 (9)

Private Tour: Napa and Sonoma Wine Country

Experience some of the top wineries in Sonoma County and Napa Valley on this private, full-day guided tour. You’ll be chauffeured from San Francisco across...

9 hours • Hotel pickup offered • Free Cancellation
4.4 (9)
from
$265
Private Horseback Riding and Muir Woods Adventure from San Francisco
Likely to Sell Out
Likely to Sell Out
5.0 (1)

Private Horseback Riding and Muir Woods Adventure from San Francisco

Horseback Riding & Muir Woods Adventure – Explore the Redwoods & Scenic Coastline Embark on an unforgettable horseback riding adventure combined with a visit to...

8 hours • Hotel pickup offered
5.0 (1)
from
$365
Alcatraz Night Tour with Muir Woods and Sausalito
4.8 (17)

Alcatraz Night Tour with Muir Woods and Sausalito

Join a boutique, small-group tour led by an experienced San Francisco local to explore top highlights around the city. Enjoy luxury transportation in a black...

7 hours
4.8 (17)
from
$179
Wine Country Shuttle from San Francisco
5.0 (2)

Wine Country Shuttle from San Francisco

The Wine Country Shuttle from San Francisco is designed for travelers who want a more flexible and enjoyable way to experience both Napa and Sonoma...

9 hours • Free Cancellation
5.0 (2)
from
$99
From SF : 6hr-8hr- Private Wine Tour & Custom Concierge.XL SUV
5.0 (35)

From SF : 6hr-8hr- Private Wine Tour & Custom Concierge.XL SUV

-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 (35)
from
$550
From SF:Sonoma & Napa -8hr Private Wine Tour with Concierge.XLSUV
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
8-Hours Private Limo(up to 8 pass.) Wine Tour of Napa Valley from San Francisco
5.0 (16)

8-Hours Private Limo(up to 8 pass.) Wine Tour of Napa Valley from San Francisco

Your private limousine and driver will guide you through the wine country and help you discover the many wonders of the valley. You can experience...

8 hours • Hotel pickup offered • Free Cancellation
5.0 (16)
from
$1,499
8-Hour Private Napa Wine Tour from SF by SUV (Up to 6 Guests)
5.0 (10)

8-Hour Private Napa Wine Tour from SF by SUV (Up to 6 Guests)

Experience Napa Valley your way on a private, fully customizable wine tour from San Francisco. Travel in the comfort of a premium black SUV with...

8 hours • Hotel pickup offered • Free Cancellation
5.0 (10)
from
$1,199
8-Hour Private Napa Wine Tour from SF by Limo (Up to 8 Guests)
5.0 (13)

8-Hour Private Napa Wine Tour from SF by Limo (Up to 8 Guests)

We specialize in private Napa Valley Wine Country tours, offering a personalized and memorable experience. Every tour is completely private and fully customizable—you choose the...

8 hours • Hotel pickup offered • Free Cancellation
5.0 (13)
from
$1,599
Carmel, Monterey and Big Sur Tour Private Tour from San Francisco
5.0 (26)

Carmel, Monterey and Big Sur Tour Private Tour from San Francisco

Discover the natural beauty of California at your own pace on a private 10-hour scenic tour of Carmel, Monterey and Big Sur from San Francisco....

10 hours • Free Cancellation
5.0 (26)
from
$1,025
San Francisco Private Car Tour: Instagram's Most Famous Spots
5.0 (6)

San Francisco Private Car Tour: Instagram's Most Famous Spots

If you are looking for some culture, delicious food and a ton of great photos, then this is the tour for you! The morning will...

8 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (6)
from
$583
Private Napa Wine Train Glamorous Dining Experience from San Francisco
5.0 (1)

Private Napa Wine Train Glamorous Dining Experience from San Francisco

Tour Package Overview: Experience the ultimate in Napa Valley glamour with our exclusive VIP tour package! Book now for a full-day adventure that combines the...

8 hours • Hotel pickup offered
5.0 (1)
from
$999
Alcatraz Tour Ticket with Ferry Rides From Pier 33
4.2 (29)

Alcatraz Tour Ticket with Ferry Rides From Pier 33

We take you to jail! This official ticket is all you need to visit the famous Alcatraz Island Prison! You will get to experience the...

2 to 3 hours
4.2 (29)
from
$87
San Francisco Bay Cruise, Muir Woods and Sausalito Combo Tour
5.0 (4)

San Francisco Bay Cruise, Muir Woods and Sausalito Combo Tour

Two Great Activities in One Day! Join us for a narrated and scenic drive from SF across Golden Gate Bridge! Stop at the Bridge to...

8 to 10 hours • Free Cancellation
5.0 (4)
from
$134
Napa and Sonoma-8-hr Private-Wine Tour from San Francisco XL SUV
4.7 (25)

Napa and Sonoma-8-hr Private-Wine Tour from San Francisco XL SUV

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
4.7 (25)
from
$127
Muir Woods & Napa/Sonoma -6-8hr-Private Scenic Wine Tour From SF
4.8 (12)

Muir Woods & Napa/Sonoma -6-8hr-Private Scenic Wine Tour From SF

Let us whisk you away on a private tour experience second to none. Receive VIP treatment and get chauffeured to the San Francisco Bay Area's...

8 hours • Hotel pickup offered • Free Cancellation
4.8 (12)
from
$625
City Cruises San Francisco: Signature Lunch Cruise
5.0 (12)

City Cruises San Francisco: Signature Lunch Cruise

Come aboard and indulge in a 2-hour buffet lunch cruise around the San Francisco Bay. Pass by the iconic sites like Alcatraz Island and the city...

2 hours • Free Cancellation
5.0 (12)
from
$71
Full-Day San Francisco Tour with a Local, Custom + Private
5.0 (3)

Full-Day San Francisco Tour with a Local, Custom + Private

You’ll join our local San Francisco host for an authentic experience of their home-city. Picture a sunset overlooking the Golden Gate Bridge, eating your way...

7 to 8 hours • Free Cancellation
5.0 (3)
from
$101
Private Tour to Monterey, Carmel, 17-Mile Drive, Pebble Beach
5.0 (7)

Private Tour to Monterey, Carmel, 17-Mile Drive, Pebble Beach

Enjoy stunning views of the Pacific on your way from San Francisco to Monterey. On the way there, we can pass by the Headquarters of...

11 hours • Hotel pickup offered • Free Cancellation
5.0 (7)
from
$1,199
Carmel / Monterey Hwy 1 tour
5.0 (7)

Carmel / Monterey Hwy 1 tour

We make sure that you have an unique experience driving along Hwy 1. We suggest the best spots for pictures and restaurants....

9 to 11 hours • Hotel pickup offered • Free Cancellation
5.0 (7)
from
$950

Frequently Asked Questions

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

Recent tour reviews
Lovely day trip
New York City
Wine Country Shuttle from San Francisco
Tracy_G, Sep 2026
Lovely day trip
Our driver Jeffrey greeted us on time and very enthusiastic! We stopped at Golden Gate Bridge for about 15 minutes, then off to our first wine tasting in Somona. It was very nice and beautiful however I read that we would have time to stroll the grounds a little but that did not happen after our wine tasting. We stopped for 2 hours in the plaza as free time which was very nice. Jeff had wonderful recommendations for us as far as restaurants in the plaza. When we were back on our bus we were told we weren’t going to Napa Valley, we were going to another winery back in Somona. The winery was beautiful, did the tasting for about an hour and then were told we had few minutes to walk around the building- which was fabulous. But again not what was written in the description of the tour of having time to stroll around the grounds. Overall it was a lovely day, just would’ve liked to sit down with a glass of wine outside and enjoy the sunshine and the grounds, and I didn’t understand why we didn’t go to Napa Valley as advertised.
Read more
Great trip and guide
New York City
Carmel, Monterey and Big Sur Tour Private Tour from San Francisco
Mike_R, Sep 2026
Great trip and guide
We had a great time seeing the beauty of the California coast. Fred, our guide, was ready and waiting for us when we got to our hotel lobby. He apologized for being a bit early and even offered to stop right away for us to get morning coffee. We declined, but our first break was at a wonderful bakery in Pacifica. Along the drive, he offered history and insights on the the towns we passed through as well as the agriculture and flora. The views of Half Moon Bay, Carmel-by- the-Sea, and Big Sur were stunning. Would highly recommend this great trip, and Fred.
Read more
A Pleasant Day near San Francisco
New York City
Alcatraz Night Tour with Muir Woods and Sausalito
Amanda_C, Sep 2026
A Pleasant Day near San Francisco
Our guide Judice was fantastic and shared a lot of history along the ride. Muir Woods was so gorgeous and peaceful. Sausalito was quaint. We loved the bridge views from Golden Gate. The Alcatraz portion was just ok.
Read more
If your looking for the PERFECT GUIDE, ask for Marciano!!!
New York City
Carmel, Monterey and Big Sur Tour Private Tour from San Francisco
karen_l, Sep 2026
If your looking for the PERFECT GUIDE, ask for Marciano!!!
Marciano was beyond five stars — truly a 10/10! From the beginning, he felt less like our tour guide and more like part of the family. He laughed with us, joined our conversations, took amazing photos, shared great stories and movie trivia, and took us to beautiful places we didn't even know we needed to see.Most importantly, he was incredibly kind, patient, and accommodating, especially while traveling with our elderly parents. He made our entire Carmel, Monterey, and Big Sur experience easy, comfortable, and unforgettable. His knowledge, generosity, and genuine kindness are unmatched. We truly cannot say enough wonderful things about Marciano!
Read more
A Perfectly Paired Wine Country Tour
New York City
Wine Country Shuttle from San Francisco
GrandTour60790372998, Aug 2026
A Perfectly Paired Wine Country Tour
Jeffrey made our trip to Sonoma and Napa fun and effortless. His easygoing vintage California personality "paired" perfectly with visits to two boutique wineries away from the commercial crowds. The small group made conversation easy. Booking and meeting up were simply and the tour was well paced--we never felt rushed and still had the evening to enjoy back in the city. Highly recommend!
Read more
A must-do
New York City
Alcatraz Tour Ticket with Ferry Rides From Pier 33
Daniel_L, Aug 2026
A must-do
For me, the prison tour is a step back in time; the audio tour was excellent. A bit too crowded, though I went on a Saturday, but very well organized.
Read more
Immersive, a must-do for...
New York City
Alcatraz Tour Ticket with Ferry Rides From Pier 33
Regis_B, Aug 2026
Immersive, a must-do for...
Immersive, a must-do for fans of the movie with Clint, however the cafeteria is closed for renovations Plan for 2 hours, and warm clothing (the cold wind blows on the rock)
Read more
Wife's 88 year old birthday and 7 year wedding anniversary celebration.
New York City
City Cruises San Francisco: Signature Lunch Cruise
leonardbZ2393CM, Aug 2026
Wife's 88 year old birthday and 7 year wedding anniversary celebration.
Excellent experience. We go every year for wife's birthday and anniversary celebration. Jasmine our waitress took good care of us. Paul the DJ treated us special. Sophie, my wife, 88 years old and we are ballroom dancers. Paul the DJ played Bolero for us for dancing. We enjoyed the food, the bay ride, the party atmosphere, and special treatment. We will go again next July.
Read more
Randy communicated ahead...
New York City
Private Tour to Monterey, Carmel, 17-Mile Drive, Pebble Beach
sheila_c, Aug 2026
Randy communicated ahead...
Randy communicated ahead of time and this communication helped us to easily Navigate to the meeting point. We took our time and totally immersed ourselves in this tour. Everything was totally amazing and professionally done. Thank you Randy!!!
Read more
It was amazing experience...
New York City
City Cruises San Francisco: Signature Lunch Cruise
Kreem_C, Aug 2026
It was amazing experience...
It was amazing experience and I recommend that to anyone who never been to San Francisco. It was my first time and the staff is very friendly and highly amazing. Great DJ and fun dancing. Thank you all and I appreciate every staff on board. Flo is super super amazing.
Read more
Excellent experiences in San Francisco area
New York City
Alcatraz Night Tour with Muir Woods and Sausalito
christine_p, Jul 2026
Excellent experiences in San Francisco area
Very organized and easy to book. Trip up to Muir Woods was excellent. Our tour guide was so funny as well as providing us with info along the way. Sausalito was charming and had enough time to explore and relax. Returned to FW in plenty of time to catch ferry to Alcatraz. Was an audio guide there, run by the Park Service, and was a little underwhelming, but that part is not under trip control. Overall an excellent way to spend the day and have some iconic experiences.
Read more
Beautiful Napa Valley trip! 100% recommend!
New York City
8-Hours Private Limo(up to 8 pass.) Wine Tour of Napa Valley from San Francisco
Chad_a, Jul 2026
Beautiful Napa Valley trip! 100% recommend!
100% recommend! Our driver was fantastic. We were picked up from our hotel in San Francisco and then transported to Napa Valley wineries. Our driver took photos of our group, recommended certain stops, and provided soft drinks and water. It was a wonderful day!!
Read more
Great views worth the visit
New York City
San Francisco Private Car Tour: Instagram’s Most Famous Spots
Hirley I, Jun 2026
Great views worth the visit
We had breakfast at the café near the bridge. It was a great place for the view. We did park a little bit away from the café since it was hard to find parking. You just have to walk uphill a little bit, the café was a bit crowded that day so you do have to have time. There is a long way to get a table and his first come first serve,
Read more
Family Napa wine tasting trip
New York City
8-Hour Private Napa Wine Tour from SF by Limo (Up to 8 Guests)
966marcyc, May 2026
Family Napa wine tasting trip
Don G was our amazing chauffeur for our family trip to Napa. We had a wonderful day in wine tasting in Napa. He was incredibly friendly and knowledgeable about the area. The excursion was super easy from our point and we didn’t have to worry about anything. Don was very flexible with our large family group of 8. He even accommodated our request to go for ice cream and take pictures at the Golden Gate Bridge at the end of the day.
Read more
Perfectly orchestrated.
New York City
Muir Woods & Napa/Sonoma -6-8hr-Private Scenic Wine Tour From SF
Scott_M, Apr 2026
Perfectly orchestrated.
Our driver Dean was the best. He was knowledgeable about everything. He was on time for everything. His opinions were valued and enjoyed. He was a safe driver. He took plenty of pictures. The pickup was quick and easy from pier 27 in San Fran.
Read more
Beautiful Must Do
New York City
Private Tour to Monterey, Carmel, 17-Mile Drive, Pebble Beach
MicheleC106, Mar 2026
Beautiful Must Do
The entry fee is $10 and well worth it. The views, homes, golf courses, and seaside overlooks are awesome. When you enter, you will receive a map with important notes. Take your time and a joy the views.
Read more
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