“Luxury cruises were designed to make something unbearable (a two week transatlantic crossing) seem bearable. There's no need to do it now, there are planes. You wouldn't take a vacation where you ride on a stage coach for two months but there's all-you-can-eat shrimp. You wouldn't take a vacation where you had an old-timey appendectomy without anesthesia while steel drums play. You might take a vacation while riding on a camel for two days IF they gave you those little animal towels wearing your sunglasses.”

“A vacation is what you take when you can no longer take what you've been taking.”

“The only problem with politicians taking two week vacations every year is it’s about 50 weeks too short.
”

“The adventure is over. Everything gets over, and nothing is ever enough. Except the part you carry with you. It's the same as going on a vacation. Some people spend all their time on a vacation taking pictures so that when they get home they can show their friends evidence that they had a good time. They don't pause to let the vacation enter inside of them and take that home.”

“If you were anyone else, your nuts would be taking a long vacation, and the destination would be out of your mouth”

“Bill Gates (and his successor at Microsoft, Ray Ozzie) are famous for taking annual reading vacations. During the year they deliberately cultivate a stack of reading material—much of it unrelated to their day-to-day focus at Microsoft—and then they take off for a week or two and do a deep dive into the words they’ve stockpiled. By compressing their intake into a matter of days, they give new ideas additional opportunities to network among themselves, for the simple reason that it’s easier to remember something that you read yesterday than it is to remember something you read six months ago.”