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California Tours

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Vineyard Tour Paso Robles Sidecar Wine Adventure

Embark on a Thrilling One-Hour Sidecar Adventure in Paso Robles! This is your once-in-a-lifetime chance to ride in a sidecar through stunning vineyards and into …More

Paso Robles, USA
5.0 (93)

Vineyard Tour Paso Robles Sidecar Wine Adventure

Embark on a Thrilling One-Hour Sidecar Adventure in Paso Robles! This is your once-in-a-lifetime chance to ride in a sidecar through stunning vineyards and into...

1 hour • Free Cancellation
5.0 (93)
from
$65
Private Sidecar Winery Tour through Temecula

Date nights can be tough to plan sometimes. We have always loved visiting wine country, tasting its rich history, and enjoying the freedom of the …More

Temecula, USA
5.0 (64)

Private Sidecar Winery Tour through Temecula

Date nights can be tough to plan sometimes. We have always loved visiting wine country, tasting its rich history, and enjoying the freedom of the...

2 hours 30 minutes
5.0 (64)
from
$218
Monterey Bay Famous Dog Friendly Electric Bike and Sidecar Tour

You will coast from our downtown Carmel-By-The-Sea bike shop directly down to Carmel Beach to romp on the beach with your furry friend! Then ride …More

Monterey & Carmel, USA
4.9 (29)

Monterey Bay Famous Dog Friendly Electric Bike and Sidecar Tour

You will coast from our downtown Carmel-By-The-Sea bike shop directly down to Carmel Beach to romp on the beach with your furry friend! Then ride...

2 hours • Free Cancellation
4.9 (29)
from
$130
Scenic Vineyard Tour Adventure San Luis Obispo

Embark on a Thrilling Sidecar Adventure in San Luis Obispo! This is your once-in-a-lifetime chance to ride in a sidecar through stunning vineyards and get …More

San Luis Obispo, USA
4.8 (27)

Scenic Vineyard Tour Adventure San Luis Obispo

Embark on a Thrilling Sidecar Adventure in San Luis Obispo! This is your once-in-a-lifetime chance to ride in a sidecar through stunning vineyards and get...

1 hour
4.8 (27)
from
$45
The Luxe Wine Trail Excursion Paso Robles

A One-of-a-Kind Wine Adventure Through Paso Robles! Experience the best of Paso Robles wine country on this four-hour wine-hopping tour! Ride in a one-of-a-kind sidecar …More

Paso Robles, USA
4.9 (48)

The Luxe Wine Trail Excursion Paso Robles

A One-of-a-Kind Wine Adventure Through Paso Robles! Experience the best of Paso Robles wine country on this four-hour wine-hopping tour! Ride in a one-of-a-kind sidecar...

4 hours • Free Cancellation
4.9 (48)
from
$169
Private Sidecar Winery Tour through Paso Robles

We have transformed the standard motorcycle sidecar to accommodate two passengers and now we have the world’s first and only fleet of tandem sidecars. Whether …More

Paso Robles, USA
4.9 (48)

Private Sidecar Winery Tour through Paso Robles

We have transformed the standard motorcycle sidecar to accommodate two passengers and now we have the world’s first and only fleet of tandem sidecars. Whether...

2 hours 30 minutes • Free Cancellation
4.9 (48)
from
$165
Classic Sidecar Tour of San Francisco

Welcome to the most side-splitting San Francisco adventure! Buckle up for a classic sidecar ride, where you'll feel like a superhero with the wind in …More

San Francisco, USA
5.0 (52)

Classic Sidecar Tour of San Francisco

Welcome to the most side-splitting San Francisco adventure! Buckle up for a classic sidecar ride, where you'll feel like a superhero with the wind in...

3 hours • Hotel pickup offered
5.0 (52)
from
$280
Sunset at the Vineyards Sidecar Wine Adventure Paso Robles

Experience Paso Robles like never before with this exclusive sunset sidecar tour—a magical and intimate journey through the vineyards as the golden hour casts its …More

Paso Robles, USA
4.9 (17)

Sunset at the Vineyards Sidecar Wine Adventure Paso Robles

Experience Paso Robles like never before with this exclusive sunset sidecar tour—a magical and intimate journey through the vineyards as the golden hour casts its...

1 hour 30 minutes • Free Cancellation
4.9 (17)
from
$99
Wine Tasting Sidecar: 2.5-Hour Private Tour in San Diego

We have transformed the standard motorcycle sidecar to accommodate two passengers and now we have the world’s first and only fleet of tandem sidecars. Whether …More

San Diego, USA
4.9 (28)

Wine Tasting Sidecar: 2.5-Hour Private Tour in San Diego

We have transformed the standard motorcycle sidecar to accommodate two passengers and now we have the world’s first and only fleet of tandem sidecars. Whether...

2 hours 30 minutes • Free Cancellation
4.9 (28)
from
$165
Private Sidecar Winery Tour through Santa Barbara

We have transformed the standard motorcycle sidecar to accommodate two passengers and now we have the world’s first and only fleet of tandem sidecars. Whether …More

Santa Barbara, USA
4.6 (41)

Private Sidecar Winery Tour through Santa Barbara

We have transformed the standard motorcycle sidecar to accommodate two passengers and now we have the world’s first and only fleet of tandem sidecars. Whether...

2 hours 30 minutes • Free Cancellation
4.6 (41)
from
$165
1-Hour Private Scenic Tandem Sidecar Tour in San Diego

Date nights and new adventures can be tough to plan sometimes. We have always loved visiting wine country, immersing ourselves in its rich history, and …More

Likely to Sell Out
Likely to Sell Out
San Diego, USA
5.0 (3)

1-Hour Private Scenic Tandem Sidecar Tour in San Diego

Date nights and new adventures can be tough to plan sometimes. We have always loved visiting wine country, immersing ourselves in its rich history, and...

1 hour • Free Cancellation
5.0 (3)
from
$99
Private Sidecar Adventure Tour through Temecula

Feeling adventurous? Looking for fun and unique things to do in Temecula? Our Adventure Tour gives travelers the opportunity to see what Temecula is all …More

Temecula, USA
4.8 (18)

Private Sidecar Adventure Tour through Temecula

Feeling adventurous? Looking for fun and unique things to do in Temecula? Our Adventure Tour gives travelers the opportunity to see what Temecula is all...

2 hours
4.8 (18)
from
$149
Vineyard Tour San Luis Obispo Sidecar Wine Adventure

Embark on a Thrilling Sidecar Adventure in San Luis Obispo! This is your once-in-a-lifetime chance to ride in a sidecar through stunning vineyards and into …More

San Luis Obispo, USA
4.6 (10)

Vineyard Tour San Luis Obispo Sidecar Wine Adventure

Embark on a Thrilling Sidecar Adventure in San Luis Obispo! This is your once-in-a-lifetime chance to ride in a sidecar through stunning vineyards and into...

1 hour • Free Cancellation
4.6 (10)
from
$65
Private Sidecar Brewery Tour through Temecula

Our new brewery tours is taking Temecula by storm! Our pickup location is in the heart of Old Town Temecula, which includes transportation in our …More

Temecula, USA
4.0 (8)

Private Sidecar Brewery Tour through Temecula

Our new brewery tours is taking Temecula by storm! Our pickup location is in the heart of Old Town Temecula, which includes transportation in our...

2 hours 30 minutes
4.0 (8)
from
$218
Private La Jolla Tour by Sidecar

Join us for a unique, private adventure of La Jolla, with a guided tour in a motorcycle sidecar! Learn about the past & present of …More

La Jolla, USA
5.0 (7)

Private La Jolla Tour by Sidecar

Join us for a unique, private adventure of La Jolla, with a guided tour in a motorcycle sidecar! Learn about the past & present of...

2 to 4 hours • Hotel pickup offered • Free Cancellation
5.0 (7)
from
$285
Downtown to Balboa Park Tour

Join us for a unique, private adventure in and around downtown San Diego with a guided tour in a motorcycle sidecar! Learn about the past …More

San Diego, USA
5.0 (6)

Downtown to Balboa Park Tour

Join us for a unique, private adventure in and around downtown San Diego with a guided tour in a motorcycle sidecar! Learn about the past...

2 hours • Hotel pickup offered • Free Cancellation
5.0 (6)
from
$295
Brewery and Beer Tasting Tour in San Diego

We have transformed the standard motorcycle sidecar to accommodate two passengers and now we have the world’s first and only fleet of tandem sidecars. Whether …More

Likely to Sell Out
Likely to Sell Out
San Diego, USA
3.0 (2)

Brewery and Beer Tasting Tour in San Diego

We have transformed the standard motorcycle sidecar to accommodate two passengers and now we have the world’s first and only fleet of tandem sidecars. Whether...

2 hours 30 minutes • Free Cancellation
3.0 (2)
from
$215

Frequently Asked Questions

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

Recent tour reviews
Fun Adventure
New York City
Private Sidecar Winery Tour through Paso Robles
G9790SJvictoriaw, Sep 2026
Fun Adventure
We had a great time. Jeff and Kurt were fun, engaging, knowledgeable, and made us feel safe and comfortable! Unique way to see the countryside and a few wineries at the same time. It was a picture perfect day, I couldn’t ask for anything more!
Read more
Cool RIDE!
New York City
Scenic Vineyard Tour Adventure San Luis Obispo
G2257AIdavet, Sep 2026
Cool RIDE!
Jeff was an enjoyable and knowledgeable guide. We booked early, got a VERY good ride in, & enjoyed the facilities immensely. Middle of the week, middle of the month, was a GREAT combination! No bad vibes what so ever... everything was cool mon!
Read more
Fun Vineyard Tour + Tasting
New York City
Vineyard Tour San Luis Obispo Sidecar Wine Adventure
Rhonda_T, Sep 2026
Fun Vineyard Tour + Tasting
While visiting Pismo Beach in September 2026, we had the opportunity to experience the Vineyard Tour Sidecar Wine Adventure, and it was one of the highlights of our trip. Our driver was engaging, personable, and incredibly knowledgeable about the history of Wolff Vineyards, the vineyard's operations, and the wines produced. The scenic views throughout the vineyard and surrounding countryside provided a beautiful backdrop for the adventure and made the tour even more memorable. We concluded the experience with a lovely wine tasting at Wolff Vineyards, which was the perfect ending to an exceptional outing. We would highly recommend the Vineyard Tour Sidecar Wine Adventure to anyone visiting the Pismo Beach area.
Read more
Birthday weekend!
New York City
Vineyard Tour San Luis Obispo Sidecar Wine Adventure
claudiabA9437DY, Sep 2026
Birthday weekend!
Michael was very polite and informative, we enjoyed our tour with him.
Read more
Different,interesting approach to wine tasting
New York City
The Luxe Wine Trail Excursion Paso Robles
Culture597698, Sep 2026
Different,interesting approach to wine tasting
Super fun. Great way to see Paso and wine tasting
Read more
riding tour
New York City
Private Sidecar Adventure Tour through Temecula
Departure31814863267, Sep 2026
riding tour
We found out about it through Groupon. It was a good drive for us. We like our guide. He has a friendly personality. Passion about his area and knowledgeable. Gave great recommendations. When I first found it on Groupon I was thinking of a food tour where you ride from one restaurant to the next,threw the country side. When I got to Temecula. I thought bar hopping down the strip And only get something small to eat. Our guide gave us a good suggestion. It made the ride great.
Read more
It was so much fun. Very...
New York City
Classic Sidecar Tour of San Francisco
KRISTYKINZER22, Sep 2026
It was so much fun. Very...
It was so much fun. Very personable driver. He took us all over the city. We learned so much. Helmets are provided.
Read more
Top of the To-Do List in Paso
New York City
Vineyard Tour Paso Robles Sidecar Wine Adventure
track52019, Sep 2026
Top of the To-Do List in Paso
Didn't know for sure what to expect but was very pleased with the experience. There were four of us and we toured Cass Vineyard together with two top-knotch guides; Mike and Ocean Mike. They were both informative and concious of our comfort. They sought to park in the shade when we stopped and they even covered our seats in the sidecar with a towel each time we dismounted so they wouldn't be too hot when we continued the tour. As a bonus, they took a lot of pictures with their own phones and posted them for us on their website; all included in the cost of the tour.
Read more
The vineyard is beautiful...
New York City
Sunset at the Vineyards Sidecar Wine Adventure Paso Robles
David_R, Sep 2026
The vineyard is beautiful...
The vineyard is beautiful , the sidecar is fun to ride in and our tour guide Ocean Mike was easy going, funny and made our whole experience memorable. He took his time and gave great insight to the vineyard. The picnic at sun set was stunning and was my wife favorite part of our entire trip.
Read more
Muy devertido!
New York City
Vineyard Tour Paso Robles Sidecar Wine Adventure
Fatima_A, Sep 2026
Muy devertido!
Tour was great! Lots of great information about the whole process of making wine. Harvest time and the taste of the grapes .
Read more
Great experience, must do!
New York City
Scenic Vineyard Tour Adventure San Luis Obispo
Neil_G, Sep 2026
Great experience, must do!
Michael was an exceptional tour guide. He created a great experience, we were able to enjoy a nice ride, get a personal tour of the vineyard with beautiful pictures. Would 10/10 recommend
Read more
Super Fun
New York City
Private Sidecar Winery Tour through Paso Robles
David_S, Sep 2026
Super Fun
Wonderful experience. Great fun and wonderful drivers. Special thanks to our driver’s- Kevin , Bill and Matias
Read more
I recommend +++++++++
New York City
Classic Sidecar Tour of San Francisco
260fannyl, Aug 2026
I recommend +++++++++
Great time spent in the company of Jérôme and Michael (sorry for the spelling). Top-notch tour of San Francisco, super enjoyable in a sidecar; it changes your perspective and you can weave everywhere (in the small alleys). Jérôme knows his city perfectly, its anecdotes, the best tips, and all that in a cool, jovial, and fun atmosphere. We felt safe the whole time. A little extra: the fact that it was in French, that we were all connected with headsets whether to listen or chat, and nice photos taken by Jérôme.
Read more
Motorcycle sidecar wine tour. They also offer a beer run option.
New York City
Wine Tasting Sidecar: 2.5-Hour Private Tour in San Diego
Excursion65670856133, Aug 2026
Motorcycle sidecar wine tour. They also offer a beer run option.
Fun experience. Excellent driver and guide. Scott was wonderful sharing history and an overview/highlights of San Diego.
Read more
Everything that was...
New York City
Sunset at the Vineyards Sidecar Wine Adventure Paso Robles
Andy_M, Aug 2026
Everything that was...
Everything that was promised and more. Stephanie was very well informed and full of insights into the local winemaking scene and so many details of the process at Cass. They do things right! The sidecar ride was a lot of fun and a great way to see the property. Oh and the wine was beautiful too!
Read more
Really fun way to...
New York City
The Luxe Wine Trail Excursion Paso Robles
KATHERINE_E, Jul 2026
Really fun way to...
Really fun way to celebrate our 37th anniversary. Steph was very knowledgable and fun ! Would definitely recommend
Read more
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