Valentine’s Day activities around San Jose

See our roundup of 20 activities, food + drink specials, and pop-ups happening around San Jose to celebrate the spirit of love.

A bouquet of roses and a heart chocolate box pictured in front of a window showing Downtown San Jose.

Bring on the love, San Jose.

Photo via Yan Liu

Table of Contents

‘Tis the season of love, San Jose.

In the spirit of Valentine’s Day, our great 408 has you covered with a variety of events to attend with your special someone, or simply your group of besties. Here’s our roundup of 20 events for the holiday.

💕 Fun for everyone

46th Annual Valentine Fun Run | Saturday, Feb. 11 | 9 a.m. | Campbell Park | Kick off your Valentine’s weekend with a hearty morning run or walk.

Flower Fusion: A Date to Yourself | Saturday, Feb. 11 | 3 p.m. | 664 Youngs Ct. | Create a fresh flower arrangement, and enjoy wine + small bites.

Swinging with Sinatra | Saturday, Feb. 11 | 8 p.m. | The Drying Shed | Hear from A Touch of Bass as they sing all your favorite Frank Sinatra hits, accompanied with dinner.

Meet Your Valentine Party | Saturday, Feb. 11 | The Province | 8 p.m.-12 a.m. | Grab all of your single friends for a night of love, romance, and dancing.

Paradox Play | Saturday, Feb. 11 | Rec Room | 9 p.m.-2 a.m. | Enjoy an R&B “slow jamz” night with local DJs + a special guest from SOULECTION Radio.

Perfect Match: Chocolate, Cheeses, & Wine | Monday, Feb. 13 | 6-7:30 p.m. | Eataly, Valley Fair Mall | Embark on a tasting journey with one of Eataly’s cheesemongers.

Q Corner Valentines Party | Tuesday, Feb. 14 | 12-2 p.m. | 1075 E. Santa Clara St. | Join LGBTQ+ community members for treats, resources, and music from DJ Wavy.

Valentine’s Day: Caviar Tasting paired with Italian Bubbles | Tuesday, Feb. 14 | 6-7:30 p.m. | Eataly, Valley Fair Mall | Learn about the history + how to serve Caviar and Italian sparking wines.

RomCom Trivia Night | Tuesday, Feb. 14 | 7:30-9:30 p.m. | Britannia Arms Almaden | Test your knowledge of 1990s-2000s romantic comedy movies and enjoy food + drink specials.

Valentines Photoshoots | The Selfie Spot | Dates vary | Snap some pics with your besties for Galentine’s Day or your special someone for a meaningful Valentine’s memory.

🍰 Seasonal specials + menus

Marrakesh | Voyager Craft Coffee | Made with rose water, almond essence, espresso, milk, and housemade brown sugar simple syrup.

Strawberry Cheese Cream | Tiger Tea & Juice | Available through Feb. 14 | Made with fresh strawberry jasmine green tea topped with strawberry cheese foam.

Valentine’s Dinner | Hotel Valencia | Saturday, Feb. 11 | Expect an extravagant prix fixe menu with scallops, lobster, and red velvet cake.

Valentine’s Dinner | The Bywater | Tuesday, Feb. 14 | Enjoy a prix fixe menu with seafood, steak, and matcha desserts.

Valentine’s Day Dinner | The Fab | Tuesday, Feb. 14 | Dine with your special someone from the prix fixe menu featuring a bottle of wine, rib eye steak, and cheesecake.

Valentine’s Day Surf & Turf Dinner | Faultline Brewing Company | Tuesday, Feb. 14 | Celebrate love with steak + shrimp plates, beer and champagne, and a dessert.

🌹 Shop for your sweetheart

Bubbles and Truffles | Friday, Feb. 10 + Saturday, Feb. 11 | 12-6 p.m. | Bohemian Moon Art, Moment SJ | Sip as you shop and enjoy delectable desserts.

Pawlentine’s Pop-Up | Saturday, Feb. 11 | 12-4 p.m. | Woofboard, Moment SJ | Get photos snapped of your furry friend and shop from local pet shop vendors.

Valentine’s Weekend | Saturday, Feb. 11 + Sunday, Feb. 12 | Plant Slut, Moment SJ | Enjoy 15% off store-wide, including cards, new gifts, and flower bouquets.

Bloody Valentines Market | Sunday, Feb. 12 | 1-8:30 p.m. | 31 Post St. | Shop Valentine’s Day gifts with a dark twist.

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