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Third Wheel Tours

Exceptional Wine Tours in Paso Robles

Wine Select A Tour

• Enjoy a Unique Sidecar Tour in Paso Robles •

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

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

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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

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

• More Unique Sidecar Tours •

Get A Taste of Our 5-Star Reviews

Highly recommend!

If you're considering booking a 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
Highly recommend 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 birthday idea

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
A new exciting way to experience wine tasting!

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


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