All travelers dream big, but only a handful can truly afford a six-figure vacation. With its spectacular beaches, resorts and villas that exude exclusivity, the Caribbean is the primo perch for the richest 1 percent who pay top dollar for privacy, plenty of space and spoil-you-rotten amenities. Check out our big-bucks bucket list and live the dream.
The holy grail of extravagance, Round Hill Hotel & Villas west of Montego Bay in Jamaica is a Caribbean classic. Built in 1953, the hotel has long hosted discerning guests like John F. Kennedy, who penned his famous “ask not what you can do for your country” presidential inauguration address in Villa 25. Writer Ian Fleming of James Bond spy novel fame preferred Villa 3. Superstars Beyoncé and Sir Paul McCartney and British royalty like Prince Harry have also checked into the posh retreat. Smartly designed by Ralph Lauren, who owns two of the 27 villas, Villa 20 is built for maximum privacy at the edge of the forest. The six-bedroom, eight-bathroom, two-pool villa measures nearly 9,000 square feet and easily sleeps 14. Nightly rates start at $11,039 through April 22 and $5,679 from April 23 through Oct. 31.
A week at Jade Mountain in St. Lucia is an Olympian-sized treat. Designed by owner and architect Nick Troubetzkoy, its showpiece sanctuaries are sweeping spaces with infinity pools, unapologetically sinful bathrooms and the signature fourth wall that opens to views of the Piton peaks and Caribbean Sea. Check into one of three Galaxy Sanctuaries – the resort’s largest suites – for a seven-night Total Romance package that costs $31,476 per couple through April 15 and $26,856 during the summer. A host of luxe accessories include a bottle of French bubbly, tours of the Diamond Mineral Baths and Sulphur Springs, snorkeling trips, diving class, massages, jungle biking, yacht sails, meals, drinks and a $500 certificate for a return visit. A six-minute helicopter ride from the Hewanorra International Airport goes for $280 per person, one way. By comparison, a taxi takes an hour with a minimal fare of $75.
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