Top Celebrity Vacation Spots Around the World

If you’re looking for a luxury getaway, you can hire private jet charter services to get to one of these celebrity vacation spots around the world. Whether you fancy lazy European lakeside lunches, views of the glittering Mediterranean or the Pacific Ocean, or even your own sprawling 1.2-hectare Hamptons garden to lounge in, we cover some of the most famous celebrity getaway destinations, from Italy and Hawaii to Rhode Island and the Bahamas.

Celeb spot #1: Lake Como, Italy

Loved by: George Clooney

Star’s net worth: Approx. C$600 million

Vacation home: Villa Oleandra, Laglio, Lake Como

Nearest airport for charter flights: Lugano Airport (IATA code: LUG).

Lake Como is Italy’s third largest lake and one of the deepest in Europe, surrounded by lush forested hills, vineyards, and olive groves, as well as ancient Roman ruins and picturesque monasteries. The UNESCO site – in northern Italy’s Lombardy region, set against the foothills of the Alps – has been a popular retreat for the rich and famous since Roman times.

Today, the area is full of grand villas – one of which belongs to movie star George Clooney. The Golden Globe and Academy Award winner bought 18th-century Villa Oleandra for around C$15 million back in 2001. It’s a lavish property with tennis courts, pool, outdoor theatre, and sweeping lake views.

Since then, the 18th-century, 30-room villa, located in rustic Laglio village on the western shore of the lake, has served as a filming location for the Ocean’s Eleven movies, in which Clooney stars. Although he’s best known for his roles in this blockbuster trilogy, Clooney first found fame in the 1990s in the US TV show ER before moving on to Hollywood roles. In 2008, he was made a United Nations Messenger for Peace, and raised money and awareness for the 2003-09 conflict in Darfur in western Sudan, and the 2010 earthquake in Haiti.

Clooney’s wife, Amal, is a barrister specializing in international law and human rights, so supporting social causes is an important part of life for them. So much so that they set up the Clooney Foundation for Justice, which you can support by entering a competition, the prize being lunch with the famous couple at their Lake Como home after the pandemic is over.

Celeb spot #2: Rhode Island, USA

Loved by: Taylor Swift

Star’s net worth: Approx. C$440 million

Vacation home: A seaside mansion in Watch Hill, Westerly, Rhode Island

Nearest airport: Westerly State Airport (WST).

By the time she was 27, US country music star Taylor Swift had sold more than 40 million albums, making her one of the bestselling artists of all time. Her career started in Nashville, Tennessee when, at just 14, she became the youngest artist to be signed by Sony/ATV Music Publishing House. Now in her early 30s, Swift has won more than 70 awards, including 10 Grammys, an Emmy, and 11 Country Music Association Awards. In 2016, the singer topped the Forbes Celebrity 100 list and is known for donating to natural disaster relief in the US.

To get away from the limelight, singer-songwriter Swift heads to her seaside mansion in Watch Hill, Rhode Island, which she bought for about C$17.6 million back in 2013. The 1,020sq m mansion was built in 1930 on two hectares of land, and sits at the highest point of the hill overlooking Little Narragansett Bay. It’s the perfect location for A-list parties. Watch Hill is an affluent village in the town of Westerly, which became known in the 19th and early 20th century as an exclusive coastal resort for wealthy families. Later, it became home to household names including Henry Ford and Clark Gable.

According to Entertainment Weekly, Swift is known for giving guests she’s invited to her holiday home ‘The Tour’, where she recounts anecdotes about each room and the home in general. One that gets a mention is how the former owner, socialite Rebekah Harkness, used to fill her pool with Dom Perignon and swim in it, and ballerinas used to practise on the lawn. The house is also the inspiration for her hit song, The Last Great American Dynasty, which tells a bit of Harkness’ story.

Celeb spot #3: Muskoka, Central Ontario, Canada

Loved by: Cindy Crawford

Star’s net worth: Approx. C$282 million

Vacation home: Lake Joseph, Muskoka, Central Ontario, Canada

Nearest airport for private plane charter: Muskoka Airport (YQA), Windermere Airport (CNW2) or one of the many waterdromes in the lake area.

Cindy Crawford is one of the most famous supermodels of all time, but when she goes to visit her summer cottage on an island in Muskoka, Canada, her focus is on relaxing and spending time away from the spotlight with her family and friends.

Crawford and her husband, Rande Gerber, fell in love with this island location many years ago and decided to build their own cottage where an old fishing cottage once stood. Every year, she and her family retreat to this lake paradise, along with many other celebrities, who probably also enjoy ‘docktails’ at sunset and lounging in the sun in Muskoka/Adirondack chairs.

The cottage, which has been photographed by Vogue, and Architectural Digest, conforms to the term ‘log cabin chic’ perfectly, but has a homey feel that makes it ideal for lazy brunches and family time playing board games or building puzzles.

The lush tree-filled surrounds of the area mean that the family can easily retreat via floatplane in peace, without having to see anyone they don’t want to – unless they’re picking up cinnamon doughnuts from a dockside café in the mornings in their boat, or visiting a local greasy spoon in the area for the best poutine!

Celeb spot #4: Maui, Hawaii, USA

Loved by: Oprah Winfrey

Star’s net worth: Approx. C$3.1 billion

Vacation home: A farm in Maui, Hawaii

Nearest airport: Kahului Airport (OGG).

Hawaii’s second-largest island, Maui, is laced with pristine beaches and waters full of diverse marine life, with a thick jungle interior dotted with waterfalls, volcanoes, and scenic highways. It’s not hard to see why Maui has become such a favourite celebrity haunt, with many stars buying up estates on the island. These include Clint Eastwood, Owen Wilson, and Oprah Winfrey, US superstar TV host and media mogul. Winfrey’s Maui ranch sits near Mount Haleakala, one of the world’s largest dormant volcanoes, and boasts an organic farm and horse stables.

Winfrey tops the Forbes list of richest women, and owns multiple properties in addition to her Maui farm, including a Californian ranch and a ski chalet in Telluride, Colorado. However, she also heads up a charity and has given more than C$481 million to worthy causes, making her one of the 50 most philanthropic Americans. Born in rural Mississippi to a single teenage mom, Winfrey’s early life was steeped in poverty, until she got her first break at a local radio station when she was at high school. Today, Winfrey is best known as the host of The Oprah Winfrey Show, but she also publishes magazines, owns a radio channel, and has won awards as a film actress.

Celeb spot #5: Côte d’Azur, France

Loved by: Bono from U2

Star’s net worth: Approx. C$842 million

Vacation home: A mansion in Èze on the Côte d’Azur

Nearest airport: Côte D’Azur International Airport (NCE), near Nice.

The Côte d’Azur, also referred to as the French Riviera, has long been a playground for the rich and famous. In the 19th century, aristocrats like Queen Victoria vacationed in this beautiful area of southeastern France; and later, artists and writers such as Pablo Picasso and Aldous Huxley visited too. The region is now a popular vacation spot for celebrities including Elton John, Tina Turner, and David and Victoria Beckham. This corner of France is known for hosting the Cannes Film Festival and for its golden beaches, marinas full of superyachts, world-class golf clubs, and rich hubs such as Monaco and Nice.

Bono, best known as the lead singer of Irish rock band U2, has owned his mansion in Éze, a hilltop town on the Côte D’Azur, since 1993. He likes to throw parties at his home with neighbours Angelina Jolie and Robert De Niro. The singer-songwriter has been named by Rolling Stone as one of the greatest singers of all time, and has collaborated with stars including Frank Sinatra, Bruce Springsteen, and Jay Z. Bono was named Time’s Person of the Year in 2005 for his humanitarian work in Africa, and received an honorary British knighthood in 2007.

Celeb spot #6: The Hamptons, Long Island, New York, USA

Loved by: Jennifer Lopez

Star’s net worth: Approx. C$481 million

Vacation home: A mansion in Water Mill, Hamptons, Long Island, New York

Nearest airport for private aircraft arrivals: Francis S Gabreski Airport (FOK).

The exclusive Hamptons lie just a few hours from New York City on Long Island, which makes it the perfect getaway from high-pressured city life. In fact, affluent, well-connected people have flocked to this seaside resort on the far southeastern side of the island since the 19th century, including the Fords and Eisenhowers. You’ll find some of the USA’s most expensive postcodes in the Hamptons, as well as private beaches, clubs, and fancy golf courses. Current A-list residents include Steven Spielberg, Gwyneth Paltrow, Calvin Klein, and Jennifer Lopez, who owns an eight-bed mansion in the prestigious hamlet of Water Mill.

Lopez’s approx. C$12 million property sits on a 1.2-hectare plot, and includes a sauna, pool house, steam room, and home theatre. The singer, actress, and fashion designer hails from the Bronx in New York City, just a couple of hours’ drive from the Hamptons. Lopez rose to fame as a professional dancer before moving onto acting and launching a successful singing career. She’s now rated by Time as one of the 25 most influential Hispanic Americans, with more than 80 million record sales. Lopez rents out her Hamptons home every summer for around C$512,000.

As the home has been famously shared on Instagram, it’s no surprise that many others would love to enjoy its idyllic outdoor space, proximity to the water and its luxurious outdoor heated pool.

Fly to your favourite holiday destination with a private jet charter

While rules and regulations around travel continue to change, at Air Charter Service (ACS), we can help you to fly privately and safely, to your own favourite holiday destination, with a stress-free private plane rental.

Even if you aren’t jetting off to your own mansion, your local ACS team can help you arrange your trip, wherever you’d like to go, thanks to our decades of experience, and extensive fleet of private planes. In line with social-distancing regulations, we can also help to arrange group charters. Please contact our team for more information about our services.

All currencies converted using xe.com and fxtop.com for approximate historical exchange rates.

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