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5 Presidential Hideaways to Holiday Like a Commander in Chief

It is no secret that US Presidents enjoy a holiday or two. With outgoing President Obama about to take a well-deserved break, we've delved into the archives to unearth the top five presidential getaways. Nowadays you don’t need Air Force One to holiday like a president — and we've got the proof!


President Obama – Kailua Bay, Hawaii 

The Obamas have spent eight consecutive Christmases on a beach-front estate in Kailua Bay. Said to be the next Waikiki, Kailua Bay is becoming increasingly popular among tourists. Its white-sand beaches and crystal-clear water make it the perfect destination for water activities, from paddle boarding over to Mokes Islands to snorkeling on the pristine reef hidden beneath the bay’s blue waters.

Place in Paradise


John F. Kennedy – Sailing

The late John F. Kennedy was known for his love for the ocean, his yacht Manitou was nicknamed the ‘Floating White House’ as a result of the hours he spent on the water. No Kennedy holiday was complete without a trip on the yacht— who could forget the iconic Jackie O lounging on the prow in all her glamour? Escaping from the hustle and bustle of tourist hot spots makes holidaying on the sea the ultimate relaxing getaway.

Caldera Yachting Catamaran


The Bush Family – Kennebunkport, Maine

With George W. Bush racking up over 800 vacation days during his time as President, he certainly knew his way around an itinerary. He split the majority of his holiday time at either his famous Texas ranch or the Bush Compound in Maine where the Bush family has spent more than a century of summers. Maine’s picturesque rocky coastlines and majestic ski slopes make this a destination fit for holidaying year-round.

Captain Jefferds Inn 


Bill and Hillary Clinton – Punta Cana, Dominican Republic 

The Clintons spend their Christmas breaks holidaying in the idyllic Dominican Republic, known for its enviable resort-style holiday experience. With endless opportunity for outdoor activities, Punta Cana is suitable for all ages, from acres of golf courses and water parks to Caribbean beaches lined with coconut trees. The Dominican Republic provides an all-inclusive experience that will satisfy everyone’s needs - including the First Family.

Tortuga Bay 


Franklin D. Roosevelt – Eleuthera, Bahamas

Eleuthera, an Out Island in the Bahamas, was popular with several past Presidents — none more so than Franklin D. Roosevelt. Scattered with small fishing villages, Eleuthera is rich in history and is known for water activities such as snorkeling and diving. Franklin D. Roosevelt took his first ever vacation here after being elected President, spending much of his time fishing, and returning often during his record four terms as leader of the Free World. Eleuthera’s tantalising pink-sand beaches and inviting coral reefs have made this location an increasingly popular tourist destination for those on the hunt for an exotic getaway.

Coral Sands Hotel