The island of Palm Beach has long been a playground for the wealthy. One of our favorite things to do there is to rent a bicycle and ride past the grand clubs and massive mansions along South, Ocean and North boulevards: the Bath and Tennis Club (known locally as the B 'n' T), the Woolworth Donahue home, John Lennon's estate (which actually is the southern half of the former Vanderbilt mansion), the posh Breakers Hotel and the former Kennedy compound. One property of special note is the 118-room, Mediterranean-style Mar-a-Lago estate, once a getaway for cereal heiress Marjorie Merriweather Post and now an exclusive club owned by Donald Trump, who was married there in a celebrity-studded extravaganza. (Keep in mind that many celebrity homes are hard to see; they're tucked back away from the road and often hidden behind shrubbery.)
After you've seen some of the opulent digs, do some shopping along Worth Avenue, which has some of the ritziest boutiques in the world—and even a sidewalk-level drinking fountain for pampered pups. South County Road, housing additional shops, runs perpendicular to Worth Avenue. The thrift shops on Sunset Avenue to the north are full of bargain-priced clothes, accessories and other discarded luxury items.
Should you feel the urge to watch some polo, the place to do so is Palm Beach County. Professional matches are held there, and England's Prince Charles and actor Tommy Lee Jones have been known to play there occasionally.