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Third Wheel Tours

Unique Wine Tours and Experiences in Paso Robles

Wine Book A Tour

• Enjoy a Unique Sidecar Tour in Paso Robles •

The best wine tours and unique
adventures like you've never experienced before.

Enjoy wine tasting on a whole new level with our personalized, immersive tours.

a group enjoying wine tasting at Cass Winery



We strive to provide a one-of-a-kind exceptional experience for our guests with class, elegance, and unparalleled customer service.

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Private Transportation

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We coordinate all itineraries so that you, as our esteemed guest(s), don’t have to. Our private tours are paired with one or more of our home-grown, knowledgeable guides to personalize and elevate your experience.

Special Events

a group of people enjoying wine

From birthdays, anniversaries, marriage proposals,  bachelor/bachelorette parties, dates, girls trips, team building activities, you name it – we accommodate all types of special events!

Check Out Our Local Features

• More Unique Sidecar Tours •

Get A Taste of Our 5-Star Reviews

Highly recommend!

If you're considering booking Third Wheel Tours, place your reservation now! Imagine experiencing an open-air atmosphere with your partner, friend, or family member while touring popular vineyards which most of the general public doesn't have access to! Our guide helped point out vineyard hotspots paired with different varietals for us to sample firsthand. After years of booking alternate wine-tasting transit, I highly suggest booking Third Wheel Tours for your next Paso Robles wine excursion.

– April F. | Google
The most amazing Paso Robles tour!

When you visit Paso Robles to explore many of the amazing wineries in the area, check out Third Wheel Tours for a truly unique experience. My girlfriend and I had an amazing time last week with JD (the owner) as he give us a VIP tour through the Cass vineyards. Many of the tours include several other wineries in the vicinity, so I would highly recommend checking out this opportunity, as it is super-unique, and I bet you've never ridden in a sidecar before!

– Mark W. | Google
Don't miss this tour in Paso Robles!

Decided to book a tour with Third Wheel Tours for my husband's birthday and we had a blast. The tour guides were friendly and knowledgeable. The ride was amazing with beautiful views. The wine was also delicious and the food was a pleasant end to our tour. They took all of our photos and videos which allowed us to be present in the moment and still share on our social media platforms. If you'd like to experience something new Third Wheel Tours is a must!

– Maritza E. | Google
Such a unique experience in wine country!

What a cool way to experience Paso Robles. I took my girlfriend on the “Wine after hours” tour and she couldn’t be more happy. Our tour guide, Isaac, was super friendly and made us feel safe. We experienced a great ride, great wine, and a private sunset picnic to finish off our night. Highly recommended for a date night or just a night out with friends and family!

– Chad R. | Google
Best wine tasting in Paso Robles!

I’ve visited wineries across beautiful California. Our sidecar experience with Third Wheel Tours last weekend was by far my favorite way to enjoy wine tasting! Jaydy took me and my boyfriend around Cass Winery in Paso Robles, my first time riding in a sidecar. I wasn’t entirely sure what to expect, but the sidecar was surprisingly comfortable. One thing that really sets Third Wheel Tours apart from traditional wine tasting is that it felt like a conversation with an engaging wine guide/driver, not a rehearsed presentation at a counter. Also, the tour company put a lot of thought into details. The drivers’ sharp outfits, food accompaniments, and short detours off the main path make for the perfect date. Five stars, highly recommend!

– Trisha F. | Google
The most amazing surprise proposal!

This was our first experience with Third Wheel Tours & it was amazing! Jaydy went above and beyond! He helped my now fiancé pull of the surprise of a lifetime. We were so happy to have Jaydy as our tour guide for this special moment. He went along with their plan for the surprise proposal and I had no clue! After the proposal, Jaydy drove us along the most beautiful parts of the vineyard during our tasting. He was informative & so friendly! We can’t wait to go back!

– Diana D. | Google
A must-do tour in Paso Robles

What an experience this was! Thank you Jd, Gustavo and Isaac you exceeded our expectations. You guys were entertaining, informative and enjoyable to have around in showing us how beautiful Paso Robles really is! Can't wait to come thru again and take a ride with you all again! Highly recommend when you are visiting Paso Robles!

– Rina M. | Google
A wine country adventure you can't pass up!

What an unforgettable experience! Located smack dab in Paso Robles Wine Country. JD and the rest of the team drive you in a sidecar in between vineyards and backroads with stellar views of nature while giving you information about the area. This is great for partners, small groups or even solo trips, you know a little treat yo self day. Check out their websites for all the packages they offer and see what fits your vibe. The memories you create through this one of a kind escapade is well worth it. A bucket list worthy adventure!

– Carelle V. | Google
By far the best wine tour in Paso Robles

Our afternoon with Third Wheel Tours was so so fun! We have wine tasted in the Paso Robles area many times before and this was the BEST! The wine tasting experience was definitely enhanced by the crazy fun rides through the vineyards. The guides were entertaining and so nice. They were flexible and accommodating in every way. We often entertain out of town guests and definitely plan to revisit this experience! Just terrific-we left laughing!

– Ann M. | Google
We can't wait to do another tour with Third Wheel Tours

From the moment we walked up to meet JD & Gustavo! They were polite, helpful, well dressed and extremely professional. Not to mention beautiful side cars and helmets for us to wear. Everything looked brand new! We took our whole family on the tour during our 10 year Anniversary trip down to Pismo & Paso ;) The wine was amazing, the vineyards were picturesque and extremely beautiful! Needless to say we had a wonderful time and can’t wait to come back for another ride with third wheel tours! Oh and we are wine members of Cass now so we will definitely be back! 10 out 10! Highly recommend doing this! Worth every penny!

– Shannon D. | Google
Highly recommend for a date night or bachelorette party

This is such a fun experience to do in the Central Coast. I did the after-hours tour of the vineyard with some girlfriends, and we had a blast. We ended our experience with a fun picnic amongst the vines. JD is so attentive to details and is a great host. I highly recommend this when you are visiting the area for date nights, time with friends, and bachelorette parties.

– Hannah N. | Google
The best surprise engagement in Paso Robles

Third Wheel Tours is such a fun and unique experience! Not only are they do they make sure you have an absolute blast and keep the upbeat vibe going, they also provide experiences like Surprise Engagements with photography and picnic flower set up!!! If you’re looking for a unique way to pop the question, this is it. The team is fun and knowledgeable about Paso Robles if you’re looking for experiences after the ride as well. An absolute must book when visiting in Paso Robles!

– Kirsten L. | Google
Best experience for couples and small groups

Big shout out to Jaydy for the fun and beautiful afternoon with my kiddos in tow. Jaydy gave us a fun spin around Cass Winery with a mini tour of the property and explaining all that Third Wheel Tours has to offer. Highly highly recommend! They have a heartfelt drive to cater experiences for all, offering many tour options from couples to groups, each packed with fun entertainment and adventure or relaxation and luxury. Thank you Third Wheel Tours!

– Raina M. | Google
Fantastic idea for birthdays and special occasions

Booked a tasting to celebrate my moms birthday, Jaydy was our tour guide & he was amazing! He was so informative of the vineyards & made our tasting so much fun! my mom could not stop talking about how much fun she had :) I definitely recommend this tour if you are out in Paso!

– Ashley G. | Google
A truly unforgettable experience in Paso Robles

I had the most amazing experience with Third Wheel Tours and I can't recommend them enough. The team went above and beyond my expectations. First of all, watching a vineyard sunset while on a sidecar is EPIC enough, but imagine also riding the sidecar through the vines into to a romantic hidden location! Plus there is wine, charcuterie, and card games when you get there! #win It is ABSOLUTELY magical! Bring a loved one or your friends for a truly unforgettable evening.

– Michelle B. | Google
The most amazing way to enjoy wine tasting in wine country!

Such a fun and unique way to go wine tasting! I've been going to Paso every year for 7 years now and this was something new and exciting that I might have to start doing when I come from now on! Thank you Third Wheel Tours for such an awesome experience! You will for sure see me again!

– Desiree W. | Google
Highly recommend for a personalized tour in Paso Robles

So much fun. JD and Phil were top notch and made the experience so personalized. We already rebooked them in a month when we return. So much fun and so highly recommended. Thanks Third Wheel Tours!

– Dianna S. | Google
Best wine tasting and overall experience

Absolutely loved everything about this tour! Great customer service, got more than what we expected and just had an all-around great time! First stop was to Still Waters, which we fell in love with, and will certainly be coming back to, then came back to Cass winery. Felt like we did more than two hours of touring and can't wait to do it again! Our driver, Phil and owner JD were just fantastic and great third wheels lol! Can't wait to share this experience with our friends and family.

– Irianna M. | Google
Such an amazing experience

Omg can not say enough, JD and Issac where so amazing on our tour so much information, Jd captured all of our moments on this tour they where so patient with us when asking to take a bunch of pictures and videos I just can not say enough highly recommend they are amazing!!!!!! A MUST DO IN PASO ROBLES!!!!

– Maria C. | Google
Check out this highly rated tour in Paso Robles!

JD and Mark with Third Wheel Tours are absolutely amazing! The tour was very thought out, educational and most importantly so much fun! This is an experience that you don’t get anywhere else, not to mention they are located at the amazing Cass Winery! I highly recommend this tour to anyone that’s going to be in the Paso Robles area!

– Katelynn M. | Google
A fun, engaging experience for everyone

My husband and I are members at Cass and have seen the Third Wheel Tours cruisin’ around a few times and we FINALLY booked a tour! Not only did we get to enjoy the wonderful wine produced by Cass Winery, but we also got to tour the vineyards and learn even more about the winery. Our host, JD was so informative not only about the sidecars and wine, but Paso in general. He was so engaging, which was my favorite part! This tour is definitely one I would recommend to all my friends and family! 10/10

– Elizabeth V. | Google
A 5-Star adventure in wine country

Just experienced an incredible one of a kind custom motorcycle sidecar vineyard tour of Cass Winery ! The ride was interactive with multiple stops so you could absorb all of Paso’s gorgeous scenery, wine taste and learn fun facts about the vineyards and its wildlife who call the vineyard home !! Owner JD was super friendly, knowledgeable & accommodating !! You need to add this 5 ⭐️ adventure to your Paso wine tour bucket list !!

– Donna C. | Google
What a remarkable experience!

I had the pleasure of riding with Issac. He was a gem. We got to learn about the property at Cass, and Issac helped me feel safe, secure, and entertained. Did I mention the wine kept pouring? #roseallday I definitely plan on doing this experience again. What a unique way to taste wine! If you're on the border of deciding whether or not you want to book, just book. Jaydy, the owner, had the best customer service and made sure we had a good time.

– Ashleigh V. | Google
Put this experience on your bucket list

If you’re in Paso, you must book this experience with these guys. They work so hard and it shows! They are so kind, attentive and great company. Can’t wait for my next tour with them!

– Zaira A. | Google
Check out this perfect surprise marriage proposal

I highly recommend Third Wheel Tours. My girlfriend won a wine tour experience through them and due to the rain it got rescheduled on the date I already had planned to propose to my Fiancé. I contacted them secretly and they helped me plan the perfect proposal. They gave me all the information I needed and made it the perfect day. I can’t thank them enough for helping make that day and my proposal something I will never forget. My fiancé and I both loved it and we would totally do it again! My Fiancé and I will always remember that our journey to being married started with Third Wheel Tours! Worth way more than 5 stars!! Highly recommend! You won’t be disappointed!

– Benjamin A. | Google


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