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Boomer Grandparents Funding the Vacation Fun as Costs Rise, Survey Finds

With Canadians in the midst of a trillion-dollar wealth transfer, baby boomers are rewriting the rules of inheritance. A survey from Flight Centre conducted by YouGov reveals that some grandparents aren’t waiting to pass along financial assets; instead, they’re creating a living legacy by funding multi-generational vacations.

“Boomers aren’t quietly fading into retirement; they’re redefining what legacy means,” says Ashley Harold, travel expert at Flight Centre Canada. “For many, the real inheritance isn’t stocks or property. It’s a sunrise on a beach in Costa Rica, a grandchild’s wide-eyed wonder in Thailand, or laughter shared across three generations on a Mediterranean cruise. That’s not just a vacation—that’s connection.”

Their millennial children love it, too. Of all age groups, they’re most likely (80%) to say they would consider travelling with multiple generations of their family. 

Families now make up nearly one in five Flight Centre bookings—a larger share than last year—with the average family booking value up nearly 7% year over year. September is also one of the busiest booking periods for Canadian families, as parents and grandparents look ahead to winter escapes and holiday breaks. Trips to sun destinations lead the pack. 

“As summer comes to an end, we’re seeing more boomers booking family vacations,” adds Harold. “Multi-gen travel just makes sense—the costs are shared, childcare is built in and there’s something for everyone. And for grandparents, having the kids around keeps them young at heart, too. For Canadian families, that’s the new legacy: not leaving it behind, but living it.”

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