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Romance is Cool

While San Jose is within driving distance to some world-class romantic destinations like Carmel, Sonoma, Monterey, etc, there is much romance to be found right here in the South Bay. Valentine’s Day (Feb 14th) is known for being one the most romantic days of the year, but this cool guide outlines ideas and ways you can find romance 365-days a year in San Jose. So no matter who you want to walk around holding hands with, or gaze into each others eyes with while falling madly in love with each other, our Silicon Valley has plenty to offer in the romance department. 
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Also...if you have suggestions CLICK HERE and let us know.

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Select an option below and be ready to fall in love!

  • Morning Stroll with Your Love

    - Coffee at Dolce Sicilia

    - Breakfast at John’s of Willow Glen

    - Check out the shops

    *Park behind Garden Theater in Willow Glen, stroll Lincoln Ave clockwise.


  • Staycation Action

    - DeAnza Hotel reservation

    - Dinner Downtown (Loft, OJs, SP2, etc)

    - Improv Comedy Show

    - Nightcap at Five Points


  • First Class & Top Notch

    - Luxury Auto Rental from Club Sportiva

    - Grandview Restaurant Reservation 

    - Give Gifts from Joe Escobar

    *Must plan ahead. 


  • Good’ol Homegrown Fun

    - Some Gamblin at The Matrix

    - Southern Dinner at Jackie's Place

    - Whiskey Apple at Cash Only

    *All along the VTA Lightrail route.


  • Staycation Relaxation

    - Toll House Hotel reservation

    - Day Spa & Romance package

    - Dinner at Los Gatos Tavern

    *All on-site, never leave the hotel.


  • A Lovely Hike in a Lovely Place

    - Sandwiches & Drinks from Zanotto's

    - Visit Villa Montalvo in Saratoga

    - Hike the Trail, enjoy lunch and a view

    *Please pack your trash. 


  • Grab-A-Snack & Park It

    - Savory & Sweet Pies from Sweetdragon

    - Tea & Coffee from Nirvana Soul

    - Find a cool park and chill

    *Please pack your trash.


  • Shop With Your Heart

    - Music from Streetlight Records

    - Shoes from Shoe Palace

    - Clothes from Crossroads

    - Fun Stuff from Therapy Store

    - SHOP LOCAL GUIDE


  • So Much SoFA Lovin’

    - Drinks at The Fountainhead

    - Dinner at Petiscos

    - Live Music at The Ritz

    - Nightcap at The Continental


  • Fall In Love in Little Italy

    - Vino at Little Wine House

    - Paesano Ristorante reservations

    - Nightcap at the Italian Cellar Speakeasy

    *If Speakeasy is closed, try The Littlest Little Italy across the street


  • Lovin’ on a Budget

    - Lunch at Falafel Drive-In

    - Thrifting & Antiquing on West San Carlos

    - Dessert at Hop & Vine

    *Nice bike ride idea too.


  • Southside Romantic Rendezvous

    - Cosentino Family Farms shopping

    - La Foret dinner reservations

    - Nightcap at Blossom & Bourbon

    *Give yourself enough time to drive place to place. 


  • Los Gatos Del Amor

    - Afternoon Downtown LG Shopping

    - Coffee & Nosh at Los Gatos Coffee Roasting

    - Dinner at Shepherd & Sims

    *Fall in Love with Los Gatos. 


  • Tourists Love San Jose

    - Winchester Mystery House Tour in MidTown

    - Shopping at Santana Row

    - Stroll the Paseo de San Antonio in DTSJ

    - Dinner at The Table in Willow Glen


As for Valentine's Day Feburary 14th proper, San Jose has stellar Dining Destinations, many cool Casual Dining spots, and really good places for Sweets & Treats.