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How “SKI” Trips Are Changing the Travel Landscape in 2025

The travel industry is ever-evolving, and 2025 is poised to bring groundbreaking changes that redefine how people explore the world. According to Booking.com’s latest Travel Predictions research, the upcoming year will be characterized by unconventional adventures, a surge in multigenerational vacations, and new motivations for travel. For those in the timeshare industry, these trends represent both opportunities and challenges. This article unpacks the findings from Booking.com and explores their implications for timeshare stakeholders.

Multigenerational Travel: A Booming Opportunity

One of the defining travel trends for 2025 is the surge in multigenerational vacations, with boomers taking the lead. As older generations embrace their roles as the “Bank of Mom & Dad” or “Bank of Grandma & Grandpa,” families are increasingly opting for group travel experiences that create lasting memories and foster deeper connections. Booking.com’s research highlights that 77% of boomers are willing to pay for their children’s vacations, while an even larger share — 81% — are prepared to fund trips for their grandchildren.

This trend is fueled by two key factors:

  • Strengthening Family Bonds: Boomers see travel as a means to unite their families and create meaningful, shared experiences.
  • Addressing Economic Challenges: With younger generations facing rising living costs, financial support from older relatives enables multigenerational trips that might otherwise be unattainable.

For the timeshare industry, these shifts present a lucrative opportunity to attract a growing demographic of family-oriented travelers. By adapting offerings to prioritize larger groups and emphasize shared experiences, timeshare providers can position themselves as the ideal choice for multigenerational vacations. To capitalize on this opportunity, timeshare companies should align their offerings with the preferences of multigenerational groups.

Key strategies include:

  • Spacious Accommodations: Highlight large, flexible units that provide ample room for families to stay together comfortably. Options like multiple bedrooms, open-concept living areas, and private kitchens cater to the needs of extended families.
  • Tailored Activities: Create packages that appeal to diverse age groups, such as outdoor adventures for grandparents, kid-friendly entertainment, and relaxation-focused options for parents.
  • Cost-Effective Solutions: Emphasize the financial advantages of timeshares, including the ability to share costs among family members and enjoy amenities that reduce overall travel expenses.

The Rise of “SKI” Trips: Spending Kids’ Inheritance

A related trend shaping 2025 is the rise of “SKI” trips — Spending Kids’ Inheritance vacations. This playful acronym reflects a growing mindset among boomers: enjoying their hard-earned savings by indulging in luxurious travel experiences rather than preserving their wealth for future generations. According to Booking.com, 41% of American parents would rather splurge on a “trip of a lifetime” than leave an inheritance for their children. These extravagant getaways are typically characterized by high-end accommodations, unique activities, and adventure-driven itineraries. For the timeshare industry, this shift highlights a demand for luxury offerings that deliver unforgettable experiences. By tailoring their messaging to the aspirations of “SKI” travelers, timeshare providers can attract a demographic eager to embrace the extraordinary.

To tap into this trend, timeshare companies can:

  • Offer Exclusive Travel Experiences: Position timeshares as gateways to once-in-a-lifetime destinations, such as luxury mountain resorts, private beachfront properties, or culturally immersive urban stays.
  • Embrace Adventure Travel: Include activities like guided hiking tours, wildlife safaris, or hot air balloon rides to appeal to thrill-seeking boomers.
  • Promote Wellness and Relaxation: Highlight premium spa services, wellness retreats, or rejuvenation-focused packages for travelers seeking balance and renewal.

Seizing Emerging Travel Trends & Overcoming Challenges

Emerging travel trends, such as noctourism, wellness travel, and niche group getaways, present significant opportunities for the timeshare industry to diversify its offerings. Noctourism, for example, allows timeshare providers to market properties near dark-sky preserves or regions renowned for celestial events like the Northern Lights. By offering stargazing tours or eclipse-viewing experiences, they can cater to travelers seeking unique, astronomy-focused adventures. Wellness travel is another promising avenue, with timeshares positioned as hubs for longevity-focused vacations. Providing access to yoga classes, meditation retreats, and health-conscious dining options can attract guests looking to rejuvenate and improve their well-being. Additionally, niche group getaways, such as golf-centered guys’ trips or urban stays near vintage shopping districts, allow timeshares to appeal to travelers with specialized interests.

While these trends open exciting possibilities, the industry must overcome certain challenges to fully capitalize on them. Flexibility is paramount, as modern travelers often seek variety. Timeshare companies can address this by offering adaptable contracts and exchange programs that accommodate diverse preferences. Sustainability is another critical factor, as consumers increasingly prioritize eco-friendly practices. By integrating environmentally conscious initiatives into their operations, timeshare providers can enhance their appeal and align with the values of today’s travelers. By embracing these opportunities and addressing potential obstacles, the industry can establish itself as a forward-thinking leader in the evolving travel landscape.

Conclusion

The travel trends shaping 2025 reflect a profound shift in priorities, with boomers at the forefront of multigenerational vacations and “SKI” trips. For the timeshare industry, this is a pivotal moment to adapt and innovate. By aligning offerings with these emerging trends, timeshare companies can capture the attention of new demographics and ensure their relevance in an evolving market. As the travel industry continues to grow as an economic engine, timeshares have the potential to break barriers, foster unity, and offer unparalleled experiences for families and individuals alike. By embracing these trends, timeshare stakeholders can help shape the future of travel while securing their place in it.


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Trustworthy Guidance: People know us for our honesty and integrity in an industry that can sometimes be quite murky. We pledge to provide accurate, reliable information and expert guidance.
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Commitment to Education: We strive to keep you informed about the timeshare industry, potential pitfalls, and best practices for exiting your timeshare. Our in-depth blog series is a testament to our commitment.

So why go it alone?

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