JetSetter
Flash travel sales may promise savings, but most feature destinations so abysmal you'd expect them to actually pay you, preferably in livestock considering that in Haiti only goats are inflation-proof. For discounts on places you actually want to go, JetSetter.
From the team behind the flash couture site Gilt Groupe, JS offers seriously discounted prices on "upscale travel experiences hand-selected by world travelers", each available for a two day window or until inventory runs out (act fast, while supplies of Panama last!). Members're reminded via email of upcoming sales (which go live at 8pm), with listings abetted by high quality photos and an in-depth, first-person overview from Jet's harem of travel writers/industry experts; booking's accomplished via a simple calendar function that maps out available/wait-listed dates, plus a hold function that, for a 10% deposit, will reserve your spot for an additional 72 hrs of trying to convince your friends that treehouses can be "luxe". Currently there's local action from Hotel on Rivington, and a trio of Seabourn yacht cruises, including a five day Caribbean jaunt ($299 down from $752), a trek to Belize/Panama/Costa Rica ($270 from $707), and nearly $5000 of savings on a two week Asian sojourn hitting everything from Ho Chi Minh City to one night in Bangkok -- plenty of time to get some Murray Head.
Next up're rooms at NYC's own Peninsula and the Colony Palms in Palm Springs, a known '30s hangout for Hollywood types and "West Coast gangsters", who don't know much about livestock but are happy to be paid in ass.
