Simply the Best San Diego Date Ideas

Looking for exciting date ideas in sunny San Diego? Look no further than Simply Matchmaking! Our full concierge experience plans all of our clients' first dates, ensuring the perfect date experience every time. Here are some of our team's favorite local spots with amazing atmospheres for a date!

Embark on a Wine Tasting Trip

Spend the day soaking up the sun and tasting delicious local wine at Domaine Artefact Vineyard & Winery located in Escondido. Whether you're interested in taking their wine sensory class or cooking class, there is plenty to do. With live music and amazing views, you’ll be sure to have an amazing time with your significant other.

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Dining & Cocktail Cruises

Take in the sparkling San Diego Bay while making romantic memories with your significant other. Enjoy live music and dinner made of fresh, local ingredients on one of The Flagship's variety of different dining and cocktail cruises. Perfect for these upcoming warm nights!

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Dinner with a View

At Simply Matchmaking, we love a classic dinner date, especially for a first date! Whether you enjoy a rooftop bar or a sit-down dinner, we have you covered! Here are our team's top choices for date night:

• The Marine Room: Enjoy impeccable sunsets and mouth-watering dishes with a view of the La Jolla shore waves. The Marine Room is one of San Diego's best restaurants and one of the area’s most iconic dining destinations for dates.
• George’s At The Cove: Acclaimed as San Diego’s best rooftop dining, George’s is one of the best spots for a date. Beautiful views of the Pacific Ocean day and night. It’ll be sure to be a date to remember!