The Family That Bikes Together! Obamas Ride Around Martha's Vineyard During Annual Vacation

It's Vacation Time! Pres. Obama and Family Head to Martha's Vineyard for Annual Summer Trip

Pres. Barack Obama and his family ended their Friday the right way – by boarding a plane bound for Martha’s Vineyard, Massachusetts, and a two week vacation.

Barack, 54, along with First Lady Michelle and daughter Sasha (and dogs Bo and Sunny), departed from the White House at about 4:35 p.m. Friday, landing on the island almost exactly two hours later.

Inside the Obamas' Martha's Vineyard Vacation Homes

Take a tip from the Obamas: Squeeze in some summer fun now before it’s all over!

The president announced Thursday that he’d be taking off a day earlier than expected to make his 15-day vacation a 16-day affair, arriving at Martha’s Vineyard, Massachusetts, Friday evening just before 7 p.m. EST.

President Obama Spends Rare Father-Daughter Weekend in NYC with Malia and Sasha

President Barack Obama is making the most of a work trip to New York City this weekend by squeezing in some rare father-daughter time in the city with First Daughters Malia, 17, and Sasha, 14.

The president is “looking forward to a rare opportunity he’ll have to spend a little personal time with his daughters,” White House spokesman Josh Earnest said in a press briefing on Friday.

Michelle Obama Shares Her Summer Vacation Photo Album

Sasha Obama Joins Vice President Joe Biden to Cheer US Team to World Cup Victory

U.S. Vice President Joe Biden and Sasha Obama were among the star power cheering the FIFA Women’s World Cup final of U.S. vs. Japan to a massive 5-2 victory in Vancouver on Sunday.

“One more goal! One more goal!” the VP cheered intently as the game entered extra time.

Ciao Bellissimas! Michelle, Sasha and Malia Obama Touch Down in Milan (PHOTOS)

Fresh off their tea with Prince Harry during a two-day visit to London, the Obama women touched down in Milan, Italy, on Wednesday.

Prince Harry Welcomes Michelle Obama and Daughters for Tea at Kensington Palace

The Obama Women Touch Down in London – in Style, Of Course

The Obama women sure do travel well.

Michelle Obama and her two daughters, Sasha and Malia, touched down in London on Monday, kicking off the First Lady’s European tour to promote education for girls.

Each of the Obama ladies wore fun, flirty frocks that are the perfect inspiration for summer weddings.