Tobago, From $187 a Night. This Caribbean hotel deal gets you a deluxe oceanfront room at a beachfront resort on the island of Tobago for less. Book this deal thru Dec. 15.
(Courtesy Magdalena Grand Beach Resort)
Chicago, From $99 a Night. Save on a stay right on Chicago's Magnificent Mile with this hotel deal that puts you steps from the Windy City's major sites. No deadline; based on availability for Dec. 16-27, 2012.
(Courtesy Intercontinental Chicago Magnificent Mile)
Italy, Air, Rail, 9 Nights, From $1,446. This Italy vacation package gives you time in Rome, Siena, Pisa, Florence, Verona, and Venice and includes airfare plus train rides between the iconic cities. No deadline; based on availability. Check website for dates.