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Date Night Ideas in Pleasanton, CA

Wine Tasting at Rubino Estates Winery

Indulge in a sophisticated and romantic evening with your partner at Rubino Estates Winery. Enjoy a tasting flight of their award-winning wines while taking in the stunning views of the vineyards. Learn about the winemaking process and savor each sip as you unwind in this picturesque setting.

Alternative options: Murrieta’s Well, Concannon Vineyard

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Dinner at Sabio on Main

Treat yourselves to a culinary experience at Sabio on Main, a trendy restaurant known for its modern Spanish cuisine. Share small plates of tapas and sip on handcrafted cocktails as you enjoy the intimate and elegant ambiance. With its carefully curated menu and impeccable service, Sabio on Main is sure to impress.

Alternative options: Nonni’s Bistro, Eddie Papa’s American Hangout

Stargazing at Shadow Cliffs Regional Recreation Area

Get cozy under the night sky at Shadow Cliffs Regional Recreation Area and marvel at the beauty of the stars above. Bring a blanket, some snacks, and maybe even a telescope for a romantic night of stargazing with your partner. This serene setting is perfect for quiet moments together.

Alternative options: Del Valle Regional Park, Lake Chabot Regional Park

Painting Class at Pinot’s Palette

Unleash your creativity and bond with your partner at Pinot’s Palette, where you can unleash your inner artist while enjoying a glass of wine. Follow step-by-step instructions from a local artist to create a masterpiece together. Whether you’re an experienced painter or a novice, this fun and interactive experience is a great way to connect.

Alternative options: Color Me Mine, Petroglyph Ceramic Lounge

Comedy Show at Tommy T’s Comedy Club

Laugh the night away at Tommy T’s Comedy Club, where you can enjoy a hilarious stand-up comedy show with your partner. Sit back, relax, and enjoy some good old-fashioned comedy from talented comedians. With a lively atmosphere and great entertainment, Tommy T’s is the perfect spot for a fun and lighthearted date night.

Alternative options: Punch Line Comedy Club, The Improv

Date Night Ideas in Pleasanton, CA

Live Music at Main Street Brewery

Enjoy live music and delicious craft beer at Main Street Brewery, a popular spot for locals to unwind and socialize. Listen to talented local musicians while sampling a variety of beers brewed on-site. Whether you’re into rock, blues, or jazz, Main Street Brewery offers a dynamic and vibrant atmosphere for a memorable night out.

Alternative options: The Last Word, Handles Gastropub

Couples Massage at The Purple Orchid Resort & Spa

Indulge in a luxurious and relaxing couples massage at The Purple Orchid Resort & Spa, where you can unwind and de-stress with your partner. Rejuvenate your body and mind with a customized massage treatment in a serene and tranquil setting. Leave feeling refreshed and rejuvenated after this pampering experience.

Alternative options: La Vida Spa, The Woodhouse Day Spa

Movie Night at The Vine Cinema & Alehouse

Catch a movie and enjoy a craft beer at The Vine Cinema & Alehouse, a cozy theater known for its independent films and craft beer selection. Snuggle up in the plush seats and watch a thought-provoking film with your partner. With its laid-back vibe and eclectic film offerings, The Vine Cinema & Alehouse is a unique and enjoyable date night destination.

Alternative options: Regal Hacienda Crossing, AMC Dine-In Kabuki 8

Dessert at Gay 90’s Ice Cream

Satisfy your sweet tooth with a delicious dessert at Gay 90’s Ice Cream, a charming ice cream parlor with a nostalgic vibe. Indulge in a scoop of their creamy homemade ice cream or try one of their decadent sundaes. With its vintage decor and friendly service, Gay 90’s Ice Cream is a delightful spot for a sweet treat with your loved one.

Alternative options: Meadowlark Dairy, CREAM

Sunset Hike at Pleasanton Ridge Regional Park

Embrace the great outdoors and go for a romantic sunset hike at Pleasanton Ridge Regional Park. Take a leisurely stroll along the scenic trails and enjoy panoramic views of the surrounding hills and valleys. Watch the sun set on the horizon as you connect with nature and each other in this peaceful and rejuvenating setting.

Alternative options: Brushy Peak Regional Preserve, Las Trampas Regional Wilderness

Frequently Asked Questions

Wyndy is a trusted platform for finding and hiring experienced and background-checked babysitters in the Pleasanton area. Simply create an account, browse available sitters, and book your date night sitter with ease.

The Alameda County Fairgrounds, Shadow Cliffs Regional Recreation Area, and the Museum on Main are just a few of the family-friendly destinations in Pleasanton to explore with your kids.

You can enjoy a scenic picnic at a local park, take a leisurely bike ride along the Iron Horse Trail, or attend a free outdoor concert at the Pleasanton Summer Concert Series.

While Sabio on Main does not have a strict dress code, it's recommended to dress smart-casual for a more upscale dining experience. Other fine dining restaurants in Pleasanton may have similar dress code expectations.

Yes, Rubino Estates Winery offers private wine tastings and tours for special occasions such as anniversaries, birthdays, and romantic date nights. Contact the winery in advance to inquire about booking a private tasting experience.