Dinner at Angelicas

Start your date night with a delicious meal at Angelicas, a popular restaurant in Redwood City known for its live music and great ambiance. Enjoy a candlelit dinner with your partner while listening to soothing live jazz music. Indulge in a variety of dishes from their menu, which features fresh and locally sourced ingredients. After dinner, you can head to the bar area for some cocktails and more live music.

Alternative options: Check out Vesta, a modern American eatery with a wood-fired oven, or Martin’s West, a gastropub serving up craft cocktails and comfort food.

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Wine Tasting at La Honda Winery

For a more intimate date night experience, head to La Honda Winery for a wine tasting session. Sample a selection of their handcrafted wines while taking in the serene vineyard views. Learn about the winemaking process from their knowledgeable staff and savor each sip with your significant other. Purchase a bottle of your favorite wine to enjoy later at home.

Alternative options: Explore Domenico Winery for a unique tasting experience, or visit Russian Ridge Winery for a laid-back atmosphere and exceptional wines.

Escape Room at The Great Escape

Put your teamwork skills to the test by embarking on an escape room adventure at The Great Escape. Work together to solve puzzles, uncover clues, and ultimately escape from a themed room within a set time limit. It’s a thrilling and engaging way to bond with your partner while experiencing a bit of excitement and mystery.

Alternative options: Try Breakout IQ for a variety of challenging escape rooms, or Puzzle Workshop for a more hands-on and interactive escape room experience.

Live Music at Club Fox

Enjoy a night of live music at Club Fox, a premier music venue in Redwood City. Dance the night away to the tunes of talented local bands and artists in a lively and energetic atmosphere. Order a few drinks at the bar and immerse yourself in the vibrant music scene with your partner by your side.

Alternative options: Head to Blacksmith Bar for a cozy and intimate live music experience, or check out Savanna Jazz for a night of smooth jazz melodies.

Movie Night at Century Redwood City

For a classic date night option, catch a movie at Century Redwood City, a modern theater with comfortable seating and an array of film choices. Snuggle up with your partner as you enjoy the latest blockbuster or opt for a romantic comedy for a lighter mood. Share a bucket of popcorn and indulge in your favorite movie snacks for a cozy night out.

Alternative options: Visit Cinepolis Luxury Cinemas for a luxurious movie-watching experience, or try the iconic Redwood Theatre for a nostalgic and retro vibe.

Stroll Through Courthouse Square

Take a leisurely stroll through Courthouse Square, a charming and historic area in Redwood City. Admire the beautiful architecture, fountains, and public art installations as you walk hand in hand with your partner. Stop by local shops, cafes, and restaurants for a quick bite or coffee, and enjoy the laid-back atmosphere of this picturesque square.

Alternative options: Explore the nearby Red Morton Park for a peaceful and scenic walk, or visit Stafford Park for a more wooded and nature-filled stroll.

Comedy Show at Rooster T. Feathers Comedy Club

Laugh your night away at Rooster T. Feathers Comedy Club, a renowned comedy venue in Redwood City. Catch a hilarious stand-up comedy show featuring talented comedians who will have you in stitches throughout the night. Order some drinks and unwind with your partner as you enjoy a night of laughter and entertainment.

Alternative options: Check out Comedy Oakland for a different lineup of comedic acts, or visit San Jose Improv for a larger and more diverse selection of comedy shows.

Cooking Class at KitchenTown

Get hands-on with your partner by taking a cooking class at KitchenTown, a culinary studio in Redwood City. Learn new recipes, culinary techniques, and kitchen skills from professional chefs in a fun and interactive environment. Cook and dine together on your creations, and bond over your shared love for food and cooking.

Alternative options: Try Sur La Table for a wide range of cooking classes, or explore Cozymeal for a more personalized and private cooking experience.

Art Gallery Visit to Art Ventures Gallery

Immerse yourselves in the world of art by visiting Art Ventures Gallery, a contemporary art space in Redwood City. Explore a variety of art exhibits featuring local and international artists, and engage in thought-provoking conversations about each piece with your partner. Admire the creativity and talent on display while supporting the local art community.

Alternative options: Check out Art Ventures Gallery for a different selection of art exhibits, or visit The Main Gallery for a more eclectic mix of artistic styles and mediums.

Sunset Cruise on the San Francisco Bay

End your date night with a romantic sunset cruise on the San Francisco Bay. Board a boat and sail along the picturesque bay waters as the sun sets in the distance, casting a warm and golden glow over the horizon. Enjoy breathtaking views of the city skyline and iconic landmarks while cuddling up with your partner for a truly magical and unforgettable experience.

Alternative options: Book a sunset sail with Spinnaker Sailing for a more intimate and personalized cruise, or try San Francisco Sailing Company for a larger and group-friendly sailing excursion.

Wyndy provides a trusted platform for parents in Redwood City to find and book reliable and experienced sitters for their date nights. Sign up for Wyndy and discover a network of sitters who are background checked, reviewed, and ready to care for your children while you enjoy a night out with your partner. Don’t let babysitting hold you back from reconnecting with your loved one – hire a Wyndy sitter today and make the most of your date night in Redwood City.