Top 4 Date Spots in Cupertino

Are you looking to ignite some romantic sparks in Cupertino? We’ve got the scoop on the four must-visit spots for an unforgettable date night! Glide and goof around at the Ice Center Cupertino, where falling (on the ice) can mean falling (in love). Seeking scenic views and a hint of tipiness? Picchetti Winery’s vino and serene landscapes have got you covered, setting the scene for a romantic day out. Craving a bit of playful competition? Bowlmor Cupertino is the spot for strikes, gutter balls, and possibly a bit of flirting over the lanes. And for art-loving duos, the Triton Museum of Art offers a cultural and creative adventure, making those deep conversations a bit more colorful. So if you’re looking for the top 4 date spots in Cupertino you’re in the right place!

Whether you’re into slipping and sliding, sipping fine wine, knocking down pins, or getting lost in art, these spots will transform your date night into an exhilarating escapade! Get ready to turn that average evening into an epic adventure with these fantastic destinations!

Ice Center Cupertino

10123 N Wolfe Rd Ste 1020, Cupertino, CA

This place isn’t just ice; it’s a slice of nostalgia, a memory-maker, and possibly a cupid in disguise! Among the humdrum of life, it’s where friendships were forged, young romance blossomed, and even Kim K-worthy booties were crafted—thanks to frequent skating workouts!

Sure, it may not be the poshest ice palace, but why would it need to be when it’s bursting with character? With memories echoing off the walls from its Vallco days, this place has a charm that grabs you right by the heartstrings. The Zamboni scent and the ambiance of old-school vibes are enough to make any skating enthusiast’s day.

What makes this ice haven a standout date spot? Well, it’s not just about gliding; it’s about sharing laughter, holding hands, and making memories. Imagine having lunchtime escapades on the ice, reliving the carefree days of skating through a summer school program, or even savoring that nostalgic scent that whisks you back to Eastridge memories.

All skill levels are welcome here, making it an ideal spot to avoid feeling like a sore thumb on skates. Small but mighty, this cozy rink packs a punch, ensuring a delightful skate date for couples and friends alike!

Moving to Silicon Valley?

CTA Ultimate Guide to Living in SV

CTA Ultimate Guide to Living in SV

Picchetti Winery

13100 Montebello Rd, Cupertino, CA

Picchetti Winery is a splendid hideaway offering more than just wine sips—it’s a multifaceted haven for a perfect date outing! For a mere, dive into their diverse tasting menu featuring an array of wines from reds to whites, sparking to roses. The tastings ooze a laid-back vibe, and the pourers are as refreshing as the wines, offering a brief yet insightful journey through your chosen sips.

But wait, there’s more! What sets this winery apart is its secret weapon—a hiking trail! Yup, you heard that right: a winery with a hiking trail! Although we missed the hike this time, taking a peek at the trail got us all excited for our next visit—perhaps a post-tasting trek to soak in those stunning views.

The ambiance here is a lovely mix of casual and charming, with families frolicking, friends laughing, and happy kids zipping around. Whether you’re a wine connoisseur or just a casual sipper, Picchetti Winery is an absolute gem, pairing wine tastings with a relaxed, picnic-friendly outdoor space. It’s not just a date spot; it’s an adventure waiting to happen right on the outskirts of Cupertino!

Bowlmor Cupertino

10123 N Wolfe Rd, Cupertino, CA

Bowlmor Cupertino is more than just bowling; it’s a vibrant hub for fun and group hangouts! Sure, sometimes it can get a tad toasty inside, but when the vibe’s right, it’s all part of the experience, right? The parking setup is hassle-free, and once inside, the decor hits the spot—it’s like entering another world!

The staff? They’re gems! Super friendly and accommodating. The whole “order food and drinks on a tablet at your lane” thing? Genius! Although the lanes might feel a bit snug, they keep the good times rolling without a glitch—a lane that never quits is a winner in our books.

Even though there can be wait times (which they try to manage with texts—pretty nifty!), once you’re rolling, it’s a blast! From the gaming to the shoe rental deals, the fun’s in full swing. Beware, though. Some drinks might need a bit more kick! Despite minor hiccups like closing out tabs, the vibe remains unbeaten—a must-go for group hangouts and knocking down pins!

Triton Museum of Art

1505 Warburton Ave, Cupertino, CA

Are you looking for a cool date spot in Cupertino? The Triton Museum of Art is perfect for a fun outing! Supporting local artists is not huge, but the art vibe here is cozy and thought-provoking.

Sure, their hours are a bit limited, but it’s a free haven. Imagine enjoying a sunset view while taking in beautiful art – it’s a dreamy idea!

The museum offers diverse experiences with artworks from various eras and styles. The emotionally engaging displays, especially the one about immigrant children, hit deep. It’s commendable how they tell such impactful stories. A definite must-visit if you’re into art and culture!

Beautiful Cupertino Homes for Sale

Filter search


Check out this article next

Top 4 Date Spots in Campbell

Top 4 Date Spots in Campbell

Snuggled up in the beating heart of Silicon Valley, Campbell, California, bursts onto the scene as a playground for romantic adventures, flaunting a magical blend…

Read Article
About the Author
Seb Frey helps long-time Bay Area homeowners make their next move easily the next one yet. If you're looking for a minimum of hassle, maximum net cash on sale, and certain results, contact Seb today.