Sometimes, sacrificing a bit of choice can save you a bundle, and that's exactly why you'll take whatever the daily sandwich special gives you, even though there's a high probability of ham. For a cheap vacation, take whatever travel's offered to you, with Voyij.
Built by the web-crawling vets behind bought-by-Kayak travel site SideStep, Voyij spins trip hunting by asking merely a general window for your possible vacay, then spitting back thousands of travel deals, sales, and special offers to hundreds of destinations, perfect for the kind of man who'll go anywhere, as long as it's $60. To hunt, plug in your airport and date range (this weekend, within two weeks, or up to 4+ months out), and the engine'll search hundreds of suppliers to mine tens of thousands of last-minute specials, promo rates, undersold stock, etc, from big names like Travelocity and Orbitz, family owned agencies like Funjet, and the airlines themselves, who'll actually pay you $50,000 to fly the plane as long as you promise not to unionize. Once your deals come back, you can filter by flights, hotels, or flight/hotel combos, organized by cheapness and dropped onto a calendar, with only one caveat to the savings: discounted packages're slotted for a set number of nights, so, though you can filter by trip length, you generally don't get to choose your return date, which is fine, cause you aren't ever going back to school...EVER!!!
Some examples of current sweet deals: $659 for airfare and four hotel nights in Honolulu from LA, $399 for three nights and airfare from NYC to Nassau, and, no matter where you fly from, $8/night at the octogenarian-beloved Orleans Casino in Vegas -- where, ham or no, the special is always Early Bird.