Little Italy is great place to walk around and experience San Diego. You'll find the 3 Fs here; Food, Fun, and Fine wine! They have a great farmer's market on Saturdays, with live music on occasion. Also check out their gelato, shopping boutiques and restaurants.
This venture is a bit outside San Diego but worth the drive! Take the Pacific Coast Highway north for a great scenic drive to the beach and once you arrive you can spend time on the beach or hike Torrey Pines for some great views.
The best place to watch a San Diego sunset! Bring a blanket and a bottle of wine and enjoy the cliffside ambience of Sunset Cliffs. Afterwards head to OB Noodle house on Niagara Ave for some amazing pho and peanut butter whiskey shots. Cheers!
Old Town is the first Spanish settlement in San Diego, full of Mexican heritage, restaurants, shopping, and historical sites. Enjoy margaritas at Cafe Coyote (which was Jose's first job!) check out the Whaley House museum and explore the Bazaar for some great shopping.