Escape to San Diego Sweepstakes: Perfect 5 Day Itinerary Part 2

Our Escape to San Diego Sweepstakes is in full swing. We are giving away a 5 night stay at the Hilton San Diego Bayfront Hotel and round-trip airfare for two! Contest ends May 13, 2011, so be sure to enter today. How would you spend your five days in San Diego? Last week I highlighted our amazing beaches and outdoors. Sure we have an average year-round temperature of 70 degrees and over 70 miles of beaches, but there is so much more to explore. Today I’m highlighting the perfect Urban Escape.

The Hilton San Diego Bayfront Hotel is the perfect setting for your Urban Escape. Located downtown, with a new pedestrian bridge connecting you to the Gaslamp Quarter, the hotel is an urban oasis with a spectacular waterfront setting.

Little Italy

1. One of my favorite areas of downtown is Little Italy. Once home to San Diego’s flourishing tuna fishing industry and generations of Italian families who made their living on the sea, Little Italy is a quaint and lively neighborhood filled with patio cafes, restaurants, pubs, art galleries, shops, hotels, and the beautiful Amici Park.

Urban Solace

2. One evening, head to the neighborhood of North Park for a night of bar-hopping. North Park’s nightlife comes alive at the intersection of University and 30th Street. My go to spot in North Park is usually Urban Solace. The menu features a unique combination of American dishes, both classic and cutting edge, and an intriguing wine and crafted beer and cocktail list.

Gaslamp Quarter

3. Learn how the now trendy Gaslamp Quarter once flourished as a red-light district on the Gaslamp Quarter Historical Foundation’s walking tour. You can either do a self-guided walking tour or join one of the guides as they take you back to the 1800’s and discover the haunts of famous former resident, Wyatt Earp.


4. If you love live music, then Anthology should be on your hit list. Located in Little Italy, Anthology embraces the spirit of classic supper clubs from the 1940’s with a decidedly modern spin. Anthology draws renowned local and international musicians of jazz, classic rock, blues, Latin and more.

GoCars Tour

5. One of the most unique ways of seeing downtown is with GoCars. These cool yellow GPS guided scooters deliver an informative tour, pointing out places of interest along the way. I recently tried the downtown tour that takes you through Gaslamp Quarter and Balboa Park. We learned a lot and are blast to drive!

Enter here to win!