20K can get you 2 round trip tickets from NY-BOS. There are often fare sales that have that route going for 5000 points.
The thing I liked about TrueBlue is that I actually got to GET a free flight (recent BOS-LGB trip for my wife and I) and I have enough points that I'm on the verge of being able to go to Florida for free from simply assigning a lot of my monthly bills to my Amex card.