Il Bastardo is a Tuscan Grill, Raw Bar and Wine Bar in Chelsea located on 7th Ave, near 21st Street. It's perfect for people watching with it's floor to ceiling windows, mirrored walls and 40-foot bar. You might even get a glance of a celebrity. You may remember in Season 4 of The Hills Il Bastardo is where Whitney Port and Lauren Conrad first met Jay, see the clip from that episode here:
Even though it's a wine bar they have a great cocktail menu as well. Besides the regular menu there are also daily specials. The evening I went we ordered the special appetizer that was a twist on the traditional caprese. Instead of fresh tomatoes they used sundried tomatoes, mozzarella and avocado. For my entree I ordered the Organic Mista salad but there are a lot of other vegetarian options like the Rigatoni Eggplant with tomatoes, ricotta salata and fresh basil.
Apparently there are additional rooms in the restaurant including a VIP room and a lounge but when it's nice out I definitely recommend you sit near the open windows.