JETSETTER'S GUIDE

How to Jet Set Like Barack Obama

Former President Barack Obama Goes Kitesurfing In The Caribbean
Jack Brockway

From the late Marlon Brando’s privately owned retreat to Richard Branson’s island, former president Barack Obama is doing life after the White House in style, much to the chagrin of his successor, Donald J. Trump, who seems fixated on the false notion that Obama wiretapped Trump Tower, as if what Obama wanted was to hear more of Trump? In picture after picture, Obama seems intent on showing that he could not care less about life back on Capitol Hill; instead, he is chillaxing to the max, with no distractions or Mitch McConnells in sight. Follow his lead and try one of these breezy, glamorous destinations for your next getaway.

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The Caribbean

For one of his most high-profile, post White House appearances, the former president went kitesurfing in the Caribbean with Sir Richard Branson. Sure beats watching a James Comey hearing.

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Tetiaroa in French Polynesia

Obama is reportedly staying at Marlon Brando‘s private resort at the Tetiaroa atoll in French Polynesia. Brando fell in love with Tahiti while filming his 1962 movie Mutiny on the Bounty and then bought the resort. The 35-villa resort is known for its celebrity clientele, breathtaking white sand beaches, and its commitment to sustainability. Not a bad spot to work on those memoirs.

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Tetiaroa in French Polynesia

Villas at The Brando resort, where Obama is reportedly staying, start at around $2,000 a night. Each villa has its own private beach area and plunge pool, making it perfect for couples, like the former president and the stylish former First Lady Michelle Obama.

4
Necker Island in the British Virgin Islands

Right after President Trump’s inauguration (and a quick trip to Palm Springs), the Obamas flew off to Sir Richard Branson’s private Caribbean retreat, Necker Island. They went kitesurfing and yachting with Branson, and enjoyed some well-deserved vacation time here. Typically, you need to book out the whole island (up to 34 people for $80,000 per night) to stay here, but, you know, he’s the former leader of the free world. Check the website to find one of the individual rooms that occasionally become available.

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Necker Island in the British Virgin Islands

Between the water sports (sailing, paddleboarding, stand up paddle polo), spa treatments, and daytime excursions, Necker Island is a lifetime removed from Washington D.C.

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Necker Island in the British Virgin Islands

Doesn’t Obama look happy? Doesn’t he look ecstatic to no longer have to hear the phrases filibustering or congressional hearing on a regular basis? What’s that noise? Sorry, it’s hard to hear all the way up here as you’re kitesurfing above the Caribbean, which just happens to be one of the must-do activities on Necker Island.

7
Hawaii

Obama played a round of golf at Mid-Pacific Country Club in Kailua, Hawaii recently. Though his trip was brief, he was spotted dining at Noi Thai Cuisine with his sister and one of his other go-to favorite spots, Buzz’s Steakhouse in Kailua. He has a vacation home in Kailua, which is just over the Ko’olau Mountains toward the Windward side of Oahu. He typically likes to dine at local restaurants and play golf while he’s on island, and that’s exactly what he did this time around. This side trip to his home state was a stopover on his way to French Polynesia.

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Obama in Kailua, Hawaii

Obama knows Hawaii well, having been born in Honolulu, and throughout his presidency the 50th state offered a comfortable refuge far removed from the Washington scrum. Here, Obama enjoys a traditional “shave ice” from the popular Island Snow at Kailua Beach Center in Kailua, Hawaii.

9
Palm Springs

In January, the Obamas retreated to the Palm Springs home of Michael S. Smith, who redecorated the White House when the Obamas lived there, and James Costos, ambassador to Spain and Angora during Obama’s presidency. The 11,000-square-foot home, designed by architect Howard Lapham, overlooks Sunnylands, which was once owned by Walter and Leonore Annenberg and played host to many past presidents. The kept a relatively low profile during their trip to Palm Springs, but we’re guessing Obama played a few rounds of golf while he was there (hopefully with his hat backwards). You can’t rent out this specific Thunderbird Heights home, but you can find other sprawling estates for rent nearby on Airbnb.

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According to the latest reports, Barack and Michelle Obama, along with close personal friends like Bruce Springsteen, Oprah, and Tom Hanks, are all hanging out together and sailing around French Polynesia on the yacht of billionaire entrepreneur Larry Ellison.

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In early April, they all met up and ventured to Vanilla Island for lunch, making their way to Taha’a (pictured here) later in the day.

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And if they stick to their current trajectory, they’ll make landfall in Bora Bora before returning to The Brando, where the former president will likely resume work on his memoirs while staying as far away from the White House as possible.