You can often use the discount code NYBOSR in order to get $30 round trip tickets.
http://yapta.com will track prices and email you if the drop exceeds the rebooking fee.
http://bing.com/travel predicts fares to tell you if it's likely to fall or increase.
http://itasoftware.com helps find the cheapest days to fly.
http://biddingtraveler.com helps with Pricelining.
http://homeaway.com helps find vacation rentals.
http://autoslash.com finds car rental discounts and applies them automatically to your reservation after you book.
No violence, gentlemen -- no violence, I beg of you! Consider the furniture!
-- Sherlock Holmes
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