Who Are You on Vacation? How Travel Differs by Generation (and Why It Matters for Your Next Trip)

At Red Letter Travel, we believe every traveler is unique — but generational trends give us a fascinating window into how different age groups approach the world.

According to recent research and interviews conducted by Condé Nast Traveler and other industry insiders, we’re in a truly rare moment in history: seven distinct generations are currently alive and (in many cases) actively traveling. From Matures and Boomers to Millennials and Gen Z — even Gen Alpha is already weighing in on where to go next. These generational preferences aren’t just fun to explore — they help us design trips that fit your style, pace, and priorities.

Here’s a snapshot of what the research uncovered:

Matures (Born 1925–1945): Return Travelers & Lovers of Tradition

This “Silent Generation” may be quiet, but they’re clear about what they love. Private guides, deeply familiar destinations, and classic experiences are high on their list. They tend to revisit cherished places — whether a favorite safari lodge or European city — and value slower, intentional travel with personalized touches.

Boomers (Born 1946–1964): Comfort Seekers & Bucket-List Dreamers

Boomers have both the time and the spending power to chase their dream destinations — often opting for private, multi-stop itineraries filled with creature comforts. According to the experts interviewed, they’re also the ones most likely to bring the family along, creating multi-generational memories in places like Tuscany, the Galápagos, or the Canadian Rockies.

Gen X (Born 1965–1979): The Practical Planners

Caught between aging parents and school-age kids, Gen Xers approach travel with sharp attention to logistics and a strong desire for smooth, streamlined experiences. They're pragmatic, ask lots of questions, and often book closer to departure than other generations. When they do travel, they’re willing to invest in authenticity — experiences that feel real, local, and meaningful.

Millennials (Born 1980–1994): Experience-Driven & Digital-First

Millennials love flexibility — and tend to research thoroughly online (even using AI tools to plan). But when it comes to a big trip? They’re the first to call in a pro. This generation values curated experiences, stylish accommodations, and group adventures — from birthday yacht charters to wellness-focused retreats. The research also shows they appreciate a bit of pampering, and honestly, who doesn’t?

Gen Z (Born 1995–2009): Adventurers & Aesthetic Seekers

Gen Z travelers are all about once-in-a-lifetime moments — preferably ones worth sharing. Think volcano hikes, eco-resorts, wellness journeys, and everything Instagram-worthy. According to travel insiders, they care deeply about sustainability and are passionate about local, immersive experiences. They may love all-inclusives, but only if the vibe fits their vision.

Gen Alpha (Born 2010–2024): The Next-Gen Influencers

They may not be booking their own flights yet, but Gen Alpha already has opinions. Studies cited in the article show over 80% of parents consider their kids' input when planning family vacations. This group craves immersive learning — cultural adventures, wildlife encounters, and beach time top their wishlist — and they're already shaping family travel decisions more than ever.

Gen Beta (Born 2025–2039): What the Future Holds

Still in diapers, but expected to become the most tech-savvy and globally aware generation yet, Gen Beta will grow up with AI tools, climate conversations, and a deep curiosity about the world. Experts predict they’ll crave slow, intentional, sustainable travel and value experiences that feel human and hyper-personalized — not algorithmically generated.

Final Thoughts from RLT:

While these generational trends offer fascinating insights, the real magic happens when we tailor a journey to you. Whether you're a Boomer ready to bring the grandkids, a Gen X couple sneaking in a long-overdue escape, or a Gen Z traveler chasing your next adventure, our role is to listen — then craft something unforgettable.

Original research and interviews referenced in this article were conducted by Condé Nast Traveler, Classic Vacations, Untamed Travelling, Altezza Travel, Contiki, Expedia Group, and others.