Last week on "Holidate," Patrycja took an unconventional tour of Charlotte and Brittney met a Chicago man with long toes. Meet the women braving a "holidate" this week!

Cindy (at left) is a product implementation manager. Born and raised in Texas by a traditional Hispanic family, Cindy, 33, paid her own way through college and obtained a Masters degree. She married her high school sweetheart, but after 10 years they split, breaking Cindy’s heart.

Healed and ready to love again, Cindy is looking for the perfect mix of a power guy with a laid back vibe that she can trust and have fun with.

Cindy is truly going to experience a whole different world when her dates show her what it’s like to date in the great city of New York. She’ll have a picnic in world famous Central Park, a sailboat trip around Manhattan and a steak dinner in the meatpacking District.