Short on time but still want to make the most of a San Diego weekend getaway? Whether you’re in town for a conference or a quick trip, you can enjoy some of San Diego’s best neighborhoods in just a few evenings. This itinerary is ideal for travelers with packed daytime schedules but who don’t want to miss out on the coastal charm, vibrant food scene, and unforgettable views the city has to offer.
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Evening 1: Little Italy & Waterfront Views
Kick off your San Diego weekend getaway with a relaxed evening in one of the city’s most walkable neighborhoods.
- Dinner in Little Italy: Start with a delicious meal at Bencotto for fresh, made from scratch, pasta and cheese wheel. The crab ravioli was to die for.
- Evening Stroll: Wander through Piazza della Famiglia, a lively square perfect for people-watching or enjoying gelato from Salt & Straw.
- Waterfront Walk: End the night with a scenic stroll along the Embarcadero, soaking in views of the harbor and skyline.
Evening 2: Visit La Jolla for Coastal Beauty and Iconic Sights
Head over to explore La Jolla, one of the most beautiful neighborhoods in San Diego.
- Hike the Coastal Trail: Follow the trail along the ocean from the cove toward Shell Beach and the Children’s Pool, where waves crash against the cliffs and wildlife sightings are common.
- Watch the Seals: Walk down to La Jolla Cove and see sea lions and seals lounging on the rocks.
- Stroll Prospect Street: Window shop, pop into local art galleries, and enjoy stunning views from this elevated coastal street.
- Dinner at Puesto La Jolla: Fuel up with handmade tacos and vibrant margaritas in a chic setting. Highly recommend the lobster taco.
- End the night with dessert at Bobboi, famous for their natural gelato. My favorite flavor was Bacio, which features dark chocolate and Italian hazelnut spread.
Wrap-Up: A Compact but Fulfilling San Diego Weekend Getaway
Even with limited time, your San Diego weekend getaway can be rich in experiences—from gourmet dinners and scenic walks to watching wildlife and exploring coastal trails. Whether you’re here for business or just a short visit, this itinerary gives you a perfect taste of what makes San Diego so special.
👉 If you enjoyed this itinerary, check out our Savannah weekend getaway guide for Southern charm, history, and unforgettable eats.