I love this little coffee shop! The drive-thru is incredibly convenient and they open at a reasonable time for those of us with early start times at work! I always get the Howdy Honey latte. It smells and tastes amazing! The chai is another favorite of mine. They have fun seasonal options, as well. Plus, they have multiple alternative milks for those of us that can't drink regular milk. The real star is the customer service, though. I am always greeted with a kind smile and they ask after my day. This little coffee shop is staffed with the kind of people that carry light and joy with them wherever they go. You can't go wrong with Caffeinated Cowboy. It's quick, delicious, and brightens your day. read more

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. read more

Caffeinated Cowboy - Iced Cinnamon Toasted Latte - Coffee & Tea Near Me - Pleasanton, California

See all

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! read more

See all

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! read more

Caffeinated Cowboy - Monkey Business from the Summer 2026 Menu - Coffee & Tea Near Me - Pleasanton, California

See all

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. read more

See all

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. read more

Caffeinated Cowboy - Front. The drive thru entrance is to the right. One little bench to wait. - Coffee & Tea Near Me - Pleasanton, California

See all

This little drive through spot looks unassuming but there's a lot packed inside!!! We got the Monkey Business from the summer menu and the French Toast from the regular menu and both were amazing! The staff was friendly and generous. Highly highly recommend! read more

Caffeinated Cowboy - Monkey Business - Summer Menu - Coffee & Tea Near Me - Pleasanton, California

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. read more

Caffeinated Cowboy - Pick up window at the Caffeinated Cowboy - Coffee & Tea Near Me - Pleasanton, California

See all

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. read more

Caffeinated Cowboy - Coffee & Tea Near Me - Pleasanton, California

See all

Sooo delicious!! Love this cute lil drive thru. The flavors are unique and the coffee is strong. My boyfriend and I come here at least once a week. read more

Caffeinated Cowboy - Coffee & Tea Near Me - Pleasanton, California

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" ! read more

See all

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. read more

See all

This place is so cute! I went on a Friday afternoon, and there were just a few cars in line plus me. I used the drive thru window and the wait was comparable to a short Dutch Bros line! Not bad at all. My interaction with the ladies working were really short but they were nice and friendly. I ordered the Toasted Saddle and added oatmilk (so I got it as a latte instead of straight cold brew with cold foam) and it was sooo good. I'll have to try it as is next time. The drink size was way bigger than I'm used to as well, I usually only get a tall at sbux so you can imagine my surprise when my drink came out! I also ordered an almond croissant not warmed. My eyes almost popped out of my head when I realized how big the croissant was. It took my entire 15 minute drive home to finish it, and they don't skimp on the almond filling like most almond croissants do! Very pleased with my experience here and I'll be coming back :) read more

I am embarrassed to admit that since they've opened I have come here every week. It is close to work and I love that I don't have to get out of my car. And I mean cmon it's pink! My drink is consistently good which I appreciate and the girls at the window are always so nice. I've also tried their breakfast options and they were also really good. They will most definitely be seeing me again lol. Also love that they finally have their branded name on a sticker on the cup. Random I know but it just adds a lil something read more

Caffeinated Cowboy - Coffee & Tea Near Me - Pleasanton, California

I got the Howdy Honey with marshmallow toasted cold foam and oat milk. The sweetness level was perfect and the color ! I will definitely be back! read more

Caffeinated Cowboy - Howdy honey with toasted marshmallow cold foam and oat milk. SO good! Color is perfect and the taste is perfect! I will definitely be back! - Coffee & Tea Near Me - Pleasanton, California

I was planning on going to the Philz directly across from this place (huge fan of Philz), but saw this cute lil drive thru coffee shop and decided to support a new up & coming business instead. This place did not disappoint with the Howdy Honey drink. It wasn't too sweet. This drive thru has one side to place the order and then you drive around to the other side for pick up. Customer service was nice but did take a bit to time to get thru the line - that's something to consider in case you're in a rush and just need a quick drink. read more

Caffeinated Cowboy - Order side - Coffee & Tea Near Me - Pleasanton, California

See all

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. read more

Caffeinated Cowboy - Bee Happy - Coffee & Tea Near Me - Pleasanton, California

Portion of coffee is great! Ambiance is great! Love the little decorations on the table. Cashier was friendly! Good thing they are nearby. I will be trying a different drink soon. read more

I think if you like out of the box drinks this is a good place for you, for me, everything is a little too sugary and sweet for me, my teen girls like going here. I think there food that we have bought, like the pastries don't seem fresh and have been stale. I like the Blended Latte. read more

Was so excited to try this newish coffee spot! Came on a Sunday morning, quick and friendly service! Love the variety off coffee and red bull options, will be back to try other drinks. read more

Medicore coffee that is Starbucks quality level. Got the cold brew and it was on the same level as Starbucks so not anything great. Got the tiramsu but as a latte and wow that is the most artifical tasting drink I have ever had. I could not take more then a few sips before my mouth was coated in a film and dried out. Needless to say I did not keep drinking it. Also there are no prices on the drink menu, which is very strange. There is no shade to wait if you do walk up and it gets crowded in that tiny space quick. I would not recommend or come back. Much better local coffee shops in the area. Social media hyped this place up and it is 100% not worth it. read more

Love this place. Sweetest girls. They light up my morning and make great recommendations. Thanks ladies. Tasty coffee too! Perfect. Better quality than most. read more

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.

Cute little coffee shack, primarily drive through but has a walk up counter. Line gets a bit long but moves fast. Has really fun coffee flavors but was a bit too sweet. read more

Caffeinated Cowboy - Maple Bloom latte - Coffee & Tea Near Me - Pleasanton, California

See all

Small cute shack that sells coffee, matcha, Italian sodas, and breakfast foods! Service was kind of slow but it's understandable since it's a small space and they allow drive through. Expect a 15 min ish wait time even on a non busy hour. I got the Monkey Matcha and my husband got the French Toast Brew. Monkey Matcha was not really for me. First, it tasted too sweet. I taste more syrup than matcha. Second, the matcha color was a but off putting. Not the satisfying bright green I was hoping for. If you want to try it, I recommend getting it less sweet just because there is a lot going on. My husband's French Toast Brew was very good though. I really like strong coffees and it's not overly milky or watered down by the ice. Overall, if I were to come back, I would get the coffee instead. In addition to the drinks, we also tried their sausage and egg breakfast burrito. It was okay... I feel like the insides were very mushy... read more

Caffeinated Cowboy - Coffee & Tea Near Me - Pleasanton, California

See all

This is a small drive-through coffee shop in the middle of Pleasanton and it's a solid place to get coffee! I got the sausage breakfast burrito and a French toast latte which both tasted really good. It's quick service and everyone there is very nice. They have lots of options and especially sugar-free syrup options which a lot of coffee shops don't have! read more

Caffeinated Cowboy - French toast latte - Coffee & Tea Near Me - Pleasanton, California

Fast early morning service, coffee was good but not sure if the espresso shot was freshly pulled. Overall solid option for commuters because of the drive thru read more

Caffeinated Cowboy - Iced latte with whole milk - Coffee & Tea Near Me - Pleasanton, California

This spot is soooo CUTE a great addition to Pleasanton. I absolutely love the option that they have a flavored ice redbull options. I had the cold brew highly recommend. read more

Caffeinated Cowboy - Yummy Cold Brew - Coffee & Tea Near Me - Pleasanton, California

See all

I had such a pleasant experience at cowboy coffee. I got an iced latte with caramel and macadamia nut flavoring and it was so smooth. I feel I've been disappointed by many coffee shops with their not so good drinks and inconsistency and I feel this place will keep consistent in how their drinks are! I highly recommend this place. read more

See all

Very cute drive through coffee shop with very nice workers. Unfortunately the howdy honey coffee and the Dubai Matcha were nearly undrinkable due to the artificial flavor. read more

Caffeinated Cowboy - howdy Honey - Coffee & Tea Near Me - Pleasanton, California

See all

Cute local spot! It was very busy on a Saturday late morning. We ordered at the walk up, ordered the saddle and a regular cappuccino. Saddle was good and not too sweet which I'm usually afraid of but they were kind and let me adjust sweetness levels. We didn't wait too long for our order for it being such a long drive thru lane and walk up line! Have to go again to try more drinks. read more

I don't usually feel compelled to leave reviews, but this is an absolutely excellent, cute new spot. I ordered one of the seasonal matchas and I honestly don't think I've ever enjoyed matcha more. Like the other reviews said, it's clear the effort that's put into the drinks -- the matcha was smooth, not overly sweet, and even had the perfect amount of ice. The drive thru is efficient and the girls working were so kind! My new go to in the east bay! read more

Caffeinated Cowboy - Seasonal matcha - Coffee & Tea Near Me - Pleasanton, California

Second time here!! It's such a charming cute little spot. I love how they've added flowers, and hanging plants on the outside makes it very inviting & pleasing to the eye Both times I've ordered the same drink French Toast latte, extra maple & light ice 5/5 Definitely going to be trying different drinks The girls working are very friendly, service was quick read more

Caffeinated Cowboy - French Toast latte - Coffee & Tea Near Me - Pleasanton, California

See all

I came here this morning after taking my daughter to a doctor's appointment. I had seen it hyped up on tiktok. The service was so-so, but very cute little coffee house. The workers were so nice and accommodating. Price was average for a flavored red bull and iced latte for $15 and some change. The coffee was ok, a little strong for my taste, but not as strong as peets coffee. Was not well mixed for sweetness was inconsistent. The seasonal flavor for the red bull was good and i enjoyed that more than coffee. Honestly, it was ok but overly hyped. read more

Really cute drive through coffee joint! I came off hours on a weekday and had a latte and almond croissant. They were both delicious, definitely worth a visit. read more

The concept is like a small cutesy Dutch Bros. Can't say it's 5 star coffee, but they had so many different syrups to choose from. You can practically make any coffee out of your wildest dreams. If you wanna try something new, come here. read more

I love this place so much! The French toast drink is to die for. Love having them in Pleasanton!

Shoutout to the sweetest girls, Ciana and Abi at Caffeinated Cowboy They were both so kind and welcoming--the service was honestly top tier. I tried the iced mocha with marshmallow foam on top and WOW... it was sooo good, like actually amazing. You can tell they care about what they do. If you're thinking about going, this is your sign. Definitely coming back read more

finally a good coffee spot in Pleasanton!! they give the perfect amount of ice ( i hate when the bottom of iced lattes are warm, it wasn't like that here! ) milk , espresso, not watery like other places! So far i've tried a reviver redbull and an iced vanilla latte with toasted marshmallow foam. They're both great!! can't wait to try the other flavors! read more

So sad that I do not live in Pleasanton. This is a great coffee spot with well developed flavors. No watered down coffee. Affordable prices. I can't wait to go back. read more