Featured Date Ideas

SJ Date Night

Estimated Spend: $210 Estimated Time: 3.5 hours

  • Original Joe's

    Average Cost : $ 150
    Rating : 4.8
    Original Joe's is the perfect blend of fancy and casual Italian dining and has an incredible, diverse menu - pasta, seafood, steak, and their famous burger. Their sides of garlic bread, ravi's, hot fries, and veggies are the cherry on top. This is a fan favorite with locals. Tip: -Reservations cannot be made, so show up before 6pm or put in your name and grab a drink at the bar -The place is packed before San Jose Sharks games or events at the arena, so check before picking this place -During the Holiday Season, this is a great place to go before walking around Christmas in the Park
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  • Drinks & Show at Mama Kin

    Average Cost : $ 80
    Rating : 4.6
    Grab drinks and enjoy live jazz, blues, or dj sets paired with live instruments that bring down the house at San Jose's newest restaurant, bar, & live music club.
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Hollywood Date Night (Aug)

Estimated Spend: $355 Estimated Time: 6.5 hours

  • Off Vine

    Average Cost : $ 140
    Rating : 4.8
    Hot damn! What a romantic spot! This converted Craftsman cottage is the real deal for an amazing date. They offer upscale Cal-American eats in an immacutely done-up cottage with a cozy fireplace & garden patio.
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  • Moulin Rouge! The Musical

    Average Cost : $ 135
    Rating : 4.8
    Enjoy Moulin Rouge! The Musical at Hollywood Pantages Theatre.
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  • No Vacancy

    Average Cost : $ 80
    Rating : 4.7
    Walk past the old-fashioned Victorian hotel and through a maze of hallways, up a staircase, and behind one of three doors you'll find the secret entrance to one of Hollywood's most spectacular speakeasy cocktail bars. The drinks are great and the vintage ambiance and occasional live music really make this a gem. Dress to impress and arrive early to avoid a line.
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SF Drinks & Concert (8/23)

Estimated Spend: $230 Estimated Time: 5 hours

  • The Ramp Restaurant

    Average Cost : $ 100
    Rating : 4.6
    Epic waterfront restaurant with bay views, live music, and good food. This place is a gem of the city and was a longtime locals' secret. They serve American fare with seafood options, and they have small but killer brunch menu which I recommend. Don't miss out on their award-winning Bloody Mary! It's a funky, fun atmosphere and Thursday thru Sunday, they bring in live music: Thu - Jazz, Fri - Throwback, Reggae/Hawaiian, Sat - Salsa, and Sun - Rock, R&B. Bring your dancing shoes! They take a siesta on the weekends between brunch and dinner from 3-4pm. Fun Facts -They were originally a bait shop in the 50’s
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  • The Killers Concert

    Average Cost : $ 180
    Rating : 4.8
    Enjoy The Killers at Chase Center
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Saratoga Date Night

Estimated Spend: $380 Estimated Time: 4.5 hours

  • The Basin

    Average Cost : $ 120
    Rating : 4.6
    Upscale but relaxed American eatery that has several dining areas for your enjoyment—the main dining room and bar, the candle lit den, and the patio under our 200-year-old oak tree’s canopy of leaves—along with a full service bar. They focus on organic, sustainable ingredients and great tastes.
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  • Billy Idol

    Average Cost : $ 260
    Rating : 4.8
    Enjoy Billy Idol at Mountain Winery.
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SF Date Night

Estimated Spend: $250 Estimated Time: 3.5 hours

  • a Mano

    Average Cost : $ 100
    Rating : 4.4
    Amazing pasta made fresh each morning! a Mano means “by hand” in Italian and refers to the way in which the kitchen and the bar approach the creation of each and every dish and cocktail. They have strong relationships with farmers and purveyors to create a delicious selection of antipasti, fresh salads, pizzas and pastas that evolve and change with the seasons. Make sure to ask for their expansive outdoor patio. Check their wait list online to see current wait times and to get your name on the list.
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  • The Queen's Ball: A Bridgerton Experience

    Average Cost : $ 150
    Rating : 4.7
    Transport to 1813 London to take part in the most coveted ball of the season for an evening of music, dancing, cocktails, lavish costumes and decorations, acrobatic performances, a stunning dance show, and surprises. Weekly Show Times: - Wednesdays–Thursdays: 7:00 p.m. - Fridays: 4:00 p.m., 6:30 p.m. & 9:00 p.m. - Saturdays–Sundays: 2:30 p.m., 5:30 p.m. & 8:30 p.m.
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Redwood City Park Date (Aug 7)

Estimated Spend: $60 Estimated Time: 2 hours

  • Pub in the Park & Live Music

    Average Cost : $ 60
    Rating : 4.7
    Grab drinks at Red Morton Park at the British-style inflatable pub with quality beers and ciders on tap from local breweries, lounge in a park, and listen to live bluegrass music.
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