Wine Tasting at Urban Legend Cellars

Indulge in a sophisticated and relaxing date night by visiting Urban Legend Cellars, a local winery that offers tastings of their delicious wines. Sample a variety of reds, whites, and rosés while enjoying a cozy atmosphere with your partner. Share a cheese platter and savor the flavors of the different wines as you unwind and reconnect.

Alternative options: Fenestra Winery, Rosenblum Cellars, Rock Wall Wine Company

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Dinner at Horatio’s

Treat yourselves to a romantic dinner at Horatio’s, a local restaurant known for its delicious seafood and steak dishes. Enjoy a candlelit meal by the waterfront as you sip on cocktails and indulge in decadent desserts. The intimate ambiance and attentive service make Horatio’s the perfect spot for a special date night.

Alternative options: The Englander Sports Pub & Restaurant, Cleophus Quealy Beer Company, Speisekammer

Movie Night at Bal Theatre

Catch a movie at Bal Theatre, a historic theater that offers a unique and nostalgic movie-watching experience. Snuggle up with your partner in the cozy seats and enjoy a classic film or a new release. Make sure to grab some popcorn and candy for the full movie-going experience.

Alternative options: The New Parkway Theater, AMC Bay Street 16, Regal Hacienda Crossings ScreenX, 4DX & RPX

Couples Cooking Class at Kitchen on Fire

Get hands-on in the kitchen with a couples cooking class at Kitchen on Fire. Learn new culinary skills and techniques as you work together to create a delicious meal. The interactive nature of the class will have you laughing and bonding over your shared love of food.

Alternative options: Sur La Table, Cozymeal, The Local Butcher Shop

Sunset Stroll at Marina Park

Take a leisurely stroll along the waterfront at Marina Park and enjoy a beautiful sunset with your partner. The peaceful surroundings and stunning views make this the perfect spot for a romantic evening walk. Pack a picnic to enjoy on the grassy lawn and soak in the tranquility of the bay.

Alternative options: San Leandro Marina Park, Lake Chabot Regional Park, Garfield Park

Dessert at Paradita Eatery

Satisfy your sweet tooth with a trip to Paradita Eatery for dessert. Indulge in decadent pastries, cakes, and other treats as you relax and unwind with your partner. The cozy atmosphere and delicious desserts make Paradita Eatery a must-visit for a sweet date night.

Alternative options: Top Hatters Kitchen & Bar, Zocalo Coffeehouse, Shari’s Cafe and Pies

Live Music at The Englander Sports Pub & Restaurant

Dance the night away to live music at The Englander Sports Pub & Restaurant. Enjoy a lively atmosphere, delicious drinks, and great music as you and your partner let loose and have a great time. Whether you’re into rock, jazz, or pop, The Englander has something for everyone.

Alternative options: The Bistro, Ricky’s Sports Theatre & Grill, The Washington Club

Bowling at Manor Bowl

Get competitive with a bowling date night at Manor Bowl. Challenge your partner to a game or two, and enjoy some friendly competition as you knock down pins and strike up conversation. Grab some snacks and drinks at the snack bar for a fun and casual night out.

Alternative options: Albany Bowl, Castro Valley Bowl, Manor Bowl

Comedy Show at Tommy T’s Comedy & Steak House

Laugh the night away at a comedy show at Tommy T’s Comedy & Steak House. Enjoy a lineup of talented comedians who will have you chuckling and guffawing all night long. Sit back, relax, and enjoy the entertainment with your partner by your side.

Alternative options: The Setup, San Francisco Comedy College, SPiN San Francisco

Painting Class at Pinot’s Palette

Get creative with a painting class at Pinot’s Palette. Channel your inner artist as you follow along with a skilled instructor to create a beautiful masterpiece. Sip on wine and enjoy each other’s company as you unleash your artistic side.

Alternative options: Color Me Mine, Muse Paintbar, Wine and Design

Whether you’re looking for a romantic dinner, a fun activity, or a relaxing evening out, San Leandro has plenty of options for a memorable date night. Take the time to disconnect from the daily grind and reconnect with your partner in a meaningful way. Use Wyndy to hire a trusted and experienced sitter so you can enjoy your date night worry-free.