25 Years of Oprah and Gayle's All-Time Best Adventures
The road trip, camping, colonial America and the footage no one has seen in years.

Our Favorite Adventures

The Road Trip

It was the ride of their lives! Look back at Oprah and Gayle’s journey from California to New York.

Back in Time

No phones. No toilets. See what happens when the best friends live like they’re back in the 17th century.

Yee-Haw!

They kicked up their boot heels, partied with Martina McBride and taste-tested all that fried food at the State Fair of Texas.

The Great Outdoors

The best friends hit the road for another adventure! Follow Oprah and Gayle on their camping trip to Yosemite National Park.

Girls' Getaway

The triumphs, the tears, the breakthroughs. Look back on Oprah and Gayle's getaway with 60 deserving women.

Take the Quiz!

Camping, colonial America and one fierce game of Bingo—see how well you remember these Oprah and Gayle adventures!

Exclusive Videos

Vintage Oprah and Gayle

See what the best friends were like in 1987. Watch now »

See what happens when the two best friends hit the road

The motel Oprah just couldn’t stay at

Watch Oprah and Gayle go back in time

Oprah and Gayle taste test dishes at the State Fair of Texas

What Stedman really thinks about Oprah and Gayle's friendship

Oprah and Gayle, Uncensored

In 2006, the two friends sat down for an honest chat about friendship, those tabloid rumors and what Oprah really thought at Gayle's wedding.

Read now »

Oprah and Gayle on OWN

Oprah talks to Gayle about discovering her long-lost sister

The best friends discuss looking for the extraordinary in your everyday life

Get an inside look into Oprah's journals as she and Gayle go through some past entries.