Oprah and Russel Crowe

Photo: George Burns

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Sails Conference
"Oprah went sailing with Russell Crowe, and 29 other boats in the harbor all raised their sails at the same time; the sails read OPRAH: THE FAREWELL SEASON. It was a complete surprise, and one of her favorite moments on the trip. I'd been exhausted that morning, so I skipped it—and she actually reprimanded me later on! She said, 'You should never miss an opportunity like that!'" —Libby Moore