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Top 10 Best Date Spots in San Jose California

I love San Jose, CA and I go there frequently. I’ve had some fun in that city! While I typically don’t like to give away my exact locations for taking girls on dates I figured I’d be extra nice and share my top 10 date spots in the San Jose, CA area. Here’s a list of all the places that I recommend you take someone that you’ve met online.

top 10 dating spots in San Jose CA
Cafe Strictch in San Jose, CA

My Top 10 Date Spots In The San Jose, CA Area (No Formal Order)

The Improv
For a fun night with your date, The Improv is a great choice. Need to chill and have fun? Well, this place is great for catching different comedians, while having dinner, laughing, and having a great time with someone. It definitely makes for an awesome date night.

El Jardin Tequila Bar & Restaurant
This place is great to go on a sunny day, so if you’re planning to have a date during the day, this place is outdoors and has a lot of seating all-around and the sides. There are plenty of refreshing drinks to try out such as mojito, sangria, margarita (try the chile mango margarita, you’ll love it) among other delicious Mexican drinks. The atmosphere is very relaxed and friendly, there’s a live band playing and a huge tree that serves as a roof and provides shade in the summer.

Singlebarrel (now named Haberdasher) is the best place in town to grab a cocktail, therefore, it would make for a great place to take someone on a date to chat and enjoy a wide variety of classy drinks made from scratch with real and fresh ingredients. The ambiance is aesthetically pleasing and filled with good vibes, bartenders have a cool style and they’re super friendly.

They also have great craft beers on tap if you’re not into cocktails. I took a few girls here that I connected with using the Blendr dating app some time ago and it was a pretty good time. The place was awesome and the girls were okay. I’ve fucked better to be quite honest.

Cocola Bakery
Cocola Bakery is a super cozy and cute place ideal for a date. If you already had dinner and it’s late at night this romantic spot is open and offers a wide array of sweet treats, awesome coffee, and cold beverages to end the night the best way. Pastries look like small art creations and are delicious. A must-try! Outdoor and indoor seating is available; it’s a great dessert spot after visiting one of the many Santana Row restaurants.

Good Karma
A great place for vegans and beer lovers in San Jose, not to mention is great for you to take your date on a night out. Tasty vegan food served in a funky atmosphere and a cute bar with an amazing selection of craft beer. The owner of Good Karma is a huge beer fan and is cool enough to serve rare specialty, aged, and small-batch beers from his personal collection that you won’t find anywhere else.

JJ’s Blues Lounge
If you like listening to blues while enjoying a cold beer with someone, this place is the best in town for doing so. Over two decades in the business means they know what they’re doing! Great performers, jam sessions on Mondays and Tuesdays, a pool table to have some fun, and friendly bartenders serving great beer. No food here, but plenty of options nearby.

Naglee Park Garage
For an awesome and tasty brunch with that special person, Naglee Park Garage is your best option. The restaurant is built in an old automotive garage; the bar is tiny but cool and loaded with an amazing craft beer selection to enjoy under the sun.

Paper Plane
Paper Plane looks like some industrial-type bar with high ceilings, exposed metal, and a huge bar with tons of seating scattered around. Inside the music is loud but not loud to the point you have to shout to have a conversation. A great atmosphere, complex and well-served drinks, and great food, all you need for a nice night out with your date!

Café Stritch
At Café Stritch you can listen to live music while having dinner and enjoying a drink. Very easy-going atmosphere. The variety of drinks at the bar is on point. Food is very well made and at a very good price (their mac and cheese are famous and fucking awesome).

There are jazz and rock bands playing to ensure a great time with your date. I’ve taken a few dates here that have ended pretty well. By pretty well, I mean, I was able to fuck some girls I took on dates with to this location.

San Pedro Square Bistro
For a fancy dinner date go to San Pedro Square Bistro a beautiful restaurant with a rustic touch and a great selection of wines for you and your loved one to taste. You can sit outdoors in the patio if it is a nice day or inside where it’s a bit dark, perfect for a very romantic dinner.


Ryan Malone is a serial dater who enjoys casual flings. He created this website for all the cocksman out there looking for the best ways to find casual encounters in all the weirdest places. You can follow him on Twitter and sometimes find him posting videos with opinions on dating sites on YouTube.

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