Perhaps keeping it simple is a great Valentine's date. I'm sure one of yours (and her) fondest memories is the first date of your relationship. Maybe you return to the very first date spot or restaurant and take a stroll afterwards through the same route to relive when it all started.

I remember my very first (and very nervous) date in NYC at the Tasting Room. It started off quietly but wine is always a good lubricant for conversation. After downing the first glass of Merlot (this is years before Sideways) I started to loosen up and it was at this point the nerves subsided and my date started to see an actual personality from me. What was so wonderful was the variety of dishes that we ordered and of course, the wine. After a couple hours at the Tasting Room we strolled up Second Ave and took a left around 8th street and enjoyed passing the always colorful natives of St. Marks Place. There is more of course but it's always wonderful to relive memories.