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Home • Celebrity

The Best Pics of The Obamas' Summers in Martha's Vineyard

Almost every year since President Obama has been in office, the first family jet sets off to Martha's Vineyard, an island off the coast of Massachusetts for 10 well deserved days of rest, seafood, bike rides and chill days at the beach. See all the fun family moments here!
By Joslyn Winkfield · Updated October 27, 2020
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01
2009
The first family arrives to the island on Air Force One.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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02
2009
The President grabs some to go grub at Nancy’s.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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03
2009
The Pres gets in some father daughter time while shopping at Alleys general store in West Tisbury.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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04
2009
Barack waves from Gay Head Lighthouse in Aquinnah.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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05
2009
The kids and a friend check out Gay Head Lighthouse in Aquinnah.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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06
2009
The whole family gets ready to chow down at Nancy’s.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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07
2009
The President spotted walking around Blue Heron Farm in Oak Bluffs.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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08
2009
Sasha skips out of Garcia’s Deli and Bakery in West Tisbury.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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09
2010
Malia takes in the scenery on a bike ride.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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10
2010
Barack and Michelle order lunch.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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11
2010
Barack Obama enjoys the vibe at Nancy’s Seafood Restaurant.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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12
2010
Even the family dog Bo gets to go!
The Best Pics of The Obamas' Summers in Martha's Vineyard
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13
2010
The first family shakes hands with other vacationers.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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14
2010
The Obamas prepare to leave Martha’s Vineyard and head to Cape Cod.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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15
2011
Barack Obama waves to the crowd after he and his daughters visited the Bunch of Grapes Book Store.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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16
2011
The Obamas’ motorcade leaves the Blue Herron Farm and head for the beach.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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17
2013
Hubby and wife get excited as they head out to catch their flight.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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18
2013
The President spends some quality time with Malia.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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19
2013
Michelle Obama takes in the fresh island air on a bike ride.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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20
2013
The President orders some local seafood.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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21
2013
The first family watched the fireworks from White House Senior Advisor Valerie Jarrett’s rental home at Oak Bluff Harbor.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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22
2014

Sasha and Michelle look vacation ready as they head to the Vineyard with Mr. President.

The Best Pics of The Obamas' Summers in Martha's Vineyard
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23
2014
The Obamas go for their traditional ride around the island.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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24
2014
Barack Obama waves as he leaves the Sweet Life Cafe after having dinner at the restaurant with National Security Adviser Susan Rice, Attorney General Eric Holder and former Trade Representative Ron Kirk.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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25
2014
The Obamas return looking refreshed and carrying their tennis gear.
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26
2015
The Obama dogs Sunny and Bo board a US Marine Osprey helicopter to travel from the Cape Cod Coast Guard Air Station to Martha’s Vineyard.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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27
2015
President Obama plays a a round with Bill Clinton and Ron Kirk at at Farm Neck Golf Club.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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28
2015
The Obamas return from some much needed time off.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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29
2016
Sasha and Malia look summer ready as they head to their vacation home.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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30
2016
President Obama and Michelle Obama wave on their way to the Vineyard.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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31
2016
The Best Pics of The Obamas' Summers in Martha's Vineyard
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32
2016
President Obama gets in a few rounds of golf.
The Best Pics of The Obamas' Summers in Martha's Vineyard
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