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President’s Day is one of those inauspicious holidays that means an extra day of vacation for some. But in the private-jet world, it’s an important day on the flight calendar. It’s the fifth-busiest weekend for aircraft owners, jet-card members and charterers, with an expected 50,000 private flights taking off from Friday through Monday. We assembled 10 of the best items to bring along—some practical, others pure luxury—for the long weekend as America’s growing jet set heads for Aspen, St. Barths and beyond.