Set on 400 oceanfront acres in Jamaica, Half Moon resort at Rose Hall has been welcoming guests with its understated elegance for more than 50 years. The expansive tropical grounds are dotted with whitewashed Colonial-style buildings containing over 330 luxurious guestrooms, suites, and villas. Families can stay as busy or laid back as they like, thanks to a mind-boggling array of amenities. Along with multiple swimming pools, there's a two-mile private beach, natural dolphin lagoon, equestrian center, 13 tennis courts, top-notch spa, water sports galore, croquet lawn, and a children’s village for ages 3 to 12 that offers a true sense of place (named after a Jamaican storybook character, Anancy the spider). This is a golfer's dream destination, complete with a world-class course designed by Robert Trent Jones, Sr., and a renowned golf academy.

Half Moon’s Fall Break Special makes a quick Caribbean getaway much more affordable. Stay a minimum of three nights between September 1 and October 31, and the rate for a superior room falls to $159 (regularly $250), a deluxe room rings in at $189 (regularly $290), and a junior suite comes down to $239 (from $420).  Up to two kids under 12 can stay for free when sharing a room with two adults. A family with three or more kids will need to book a suite, but there's good news: Suites are discounted the deepest, with savings approaching 50% off regular rates.

To book, call 888/830-5974 or book online using promo code HMFB09.