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    Caffeinated Cowboy

    4.4 (66 reviews)
    Closed 6:30 am - 4:00 pm

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    Briana V.

    This was such a cute new coffee shop that has a drive-through. The cowboy themed ambience is nice and different for the town. I would highly recommend this coffee shop due to its strong coffee. I was able to drink half of my cup and I felt fully energized to continue on with my day. Not sure what means they're using, but I hope they continue to use and source from the beans that they use Because they definitely wake you up. The individual that took our order was very nice and helpful with the menu and the weight was not long at all.

    Walk up window
    Tvisha G.

    This place is such a cute spot to grab drinks! I loved the pink color scheme and the cowboy theme throughout both the decor and the menu. They have a drive-thru and a walk-up window, and we decided to park and walk up. We ordered the Tira-miss-u and the New Year's Bliss. I got the New Year's Bliss, which is a vanilla matcha with strawberry cold foam. It was creamy and really good. It was definitely on the sweeter side, but I didn't mind since I usually like sweet drinks. It was also pretty filling, probably because of the cold foam. The cashier was really friendly and even recommended a few drinks for us to try. They have a nice selection of drinks and a cute atmosphere!

    Outside
    Allison F.

    I really wanted to check this place out because I thought it was so cute. They have a walk up window, an order window and a pick up window. I think the layout doesn't work really well with a pick up and an order window on opposite sides of the building, making you take a u-turn around the building. Just doesn't seem to really make sense. The line was somewhat long, which I expected since it's new and exciting to the area. I waited for awhile once I was at the window for them to take my order. I ordered a French toast and a breakfast burrito. I had not seen any photos of the breakfast burrito and was super excited/interested to try. The girl working the booth said their microwave was broken and I couldn't get the burrito or a sandwich. Bummer. The French toast iced drink came to $7. The drink tasted fine. Nothing amazing, nothing bad. All the workers were friendly and nice. I prefer to support smaller businesses so I might be back to try again but I won't go out of my way.

    Front. The drive thru entrance is to the right. One little bench to wait.
    Alesia D.

    Only been here one time and probably won't visit again because its just out of the way from where I live. I ordered the strawberry matcha. The matcha flavor was fine but the drink itself just tasted like strawberry milk mixed with matcha so wouldn't get it again. They have a pretty small menu of specialty coffee choices. Be prepared to WAIT, 1 person was rotating between drive thru and walk up window to take orders. Its a super small location with a few people working. Due to the location i feel the drive thru placement is awkward but it works. Also, if you walk up, you could potentially be waiting on the street so would not bring kids with you if youre planning to wait outside. All in all I love the theme, the employees are nice and would try their actual coffee if im ever back in the area. I do wish they had a speaker to call out orders if you wanted to park and wait in your own car.

    J B.

    Been here a few times tried the monkey matcha and blended coconut latte. Both were really good! The turn from the order window to pickup window is pretty tight but given the location they're probably limited on space. Definitely recommend this place!

    Monkey Business from the Summer 2026 Menu
    Jen C.

    Great small business. I ordered two drinks and a breakfast burrito and they were all great. The staff was also nice as it was my first time so I had a few questions about what to order. I loved the convenience of the drive up window and the pink building was easy to spot. I also received a loyalty punch card for a free drink after 10. Can't wait to come back!

    Monique W.

    I saw this cute little drive up coffee shop on social media and had to try it asap. I love the all pink vibes. In addition to their awesome coffee selection, they have food options as well like breakfast burritos. I got an oat milk latte and added French toast syrup to my latte. It was so good. I savored every sip. I'll definitely be back.

    Pick up window at the Caffeinated Cowboy
    Sandy Y.

    Caffeinated Cowboy is a cute drive-thru coffee spot. It is not really a place to meet up with friends, but what it lacks in ambiance, it more than makes up for with its coffee and pastries. They offer a great variety of both fun and classic coffee drinks, along with a nice selection of pastries. I ordered a French Toast Latte with a croissant. We placed our order on one side of the kiosk and drove around to pick it up, and it was ready by the time we got there. I was a little worried the latte might be too sweet, but it had just the right balance and excellent flavor. The croissant was fresh, soft, and exactly what I was hoping for. Prices are a bit higher than those at some chain coffee shops, but I would much rather support a small business. Next time I am in town, I am getting my coffee at Caffeinated Cowboy again.

    Bee Happy
    Loveliz M.

    Cute tiny new coffee shop in the neighborhood. I stopped by on my way to my nail appointment as I am always open to supporting small businesses. I came in through the drive thru, a couple of cars were ahead of me that were waiting to order. When I reached the window, I took a look at the menu decided to try the Bee Happy. I didn't notice different drink size or milk options, but when I placed my order I was asked if whole milk was fine, in which I said yes. I paid for my drink and proceeded to get stuck in that weird turn angle. Sadly it's terribly tight to turn and fear for others that may want to swing by with larger vehicles. But once I was able to get to the pick up window, I was greeted by a kind gentleman that confirmed my order then handed me my drink. The Bee Happy matcha drink was pleasant. I will definitely be back to try something new but next time I will walk to window instead of going through the drive thru.

    Spring Specials drink menu
    andrew p.

    This was our first time here. The small lone pink building in the middle of the parking lot stood out so much that it made it easy to spot in the shopping plaza. There is a "walk-up" order window to place your orders. And then beside the walk up window, there is the Drive-Up "Order Here" window where you place your and pay followed by a short drive to the other side of the tiny building to the "Pick Up" window. We did the Drive Through... and the staff is super kind and helpful. They answered questions we had, they offered recommendations, and even accommodated requests we had for one of the drinks. Something that I really appreciated was the fact that each window had a set of fresh flowers. It really added a nice touch, it is something small, but really made the interaction space more personable and cozy. The order: Toasted Saddle -Sipped it before mixing in the marshmallow cold foam, and it was delicious. Smooth, not overpowering and mildly sweet. Once I mixed the Marshmallow cold foam into the beverage, it became slightly more creamy... but if you want a more creamy version, I recommend requesting it be done as a latte. Toasted Saddle (Latte) -My friend let me taste his. He had mixed the Marshmallow cold foam, and his drink was creamy and sweet. An even balance of both coffee and creamy sweetness. Tira-Miss-U: -Another friend ordered this drink, i don't recall if they ordered it as a latte.... But it did look and taste very similar to the toasted saddle latte. These all had a forward tasting of sweetness with a subtle smooth coffee as the follow up flavor. I would definitely like to come back and get these drinks again, and all the other drinks so I can experience the entire "rodeo/menu" !

    Jason Q.

    Stopped by Caffeinated Cowboys in Pleasanton on their grand opening/red ribbon cutting day, and it was a great experience overall. The drive-thru setup is super convenient, and even with the opening day buzz, the service was quick and friendly. I ordered the banana matcha, and it's honestly the best one I've had in Pleasanton so far. The flavor was smooth, well-balanced, and not overly sweet,you can tell they put care into their drinks. Really solid first impression. I'll definitely be coming back to try more off the menu.

    Carmen A.

    So good! I got the French Toast Latte and it was seriously delicious. The flavor was perfect and not overly sweet. I'll definitely be back to try more drinks. Highly recommend!

    Iced Cinnamon Toasted Latte
    Prithika K.

    I stopped by Caffeinated Cowboy in Pleasanton and ordered the iced Cinnamon Toasted Latte. The staff was very friendly. Unfortunately, the drink wasn't quite what I expected. I was hoping for a sweeter latte with a stronger cinnamon flavor, but it tasted more like a cold brew with milk. The coffee flavor was very strong, while the cinnamon and sweetness were pretty subtle. It wasn't a bad drink, just different from what I imagined when ordering a Cinnamon Toasted Latte. The quality of the coffee seemed good, and the atmosphere made a great first impression. I'd be willing to come back and try some of their other drinks since the shop itself has a lot of charm.

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    Coffee quality is 2/10. The coffee itself is of low quality. Also very overpriced ($8+) for an almond milk latte. Will not be going back.

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    What a great place to grab a quick coffee. The drinks are excellent but more important is the service. The barista's are fun and friendly.

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