Creating Lasting Memories: The Rise of Multi-Generational and Skip-Generation Travel

Family bonds have never been stronger when it comes to travel. In recent years, multi-generational (grandparents, parents, and children) and skip-generation (grandparents and grandchildren) travel have emerged as leading trends, driven by a renewed desire to create meaningful, shared experiences. Coming out of COVID-19, families placed a greater emphasis on quality time, with many turning to travel to fulfill long-awaited bucket-list dreams. What’s remarkable is that this trend hasn’t faded—it continues to grow, fueled largely by grandparents who are often funding these special trips.
All-inclusive resorts have embraced this trend wholeheartedly. Beaches Resorts, known for their luxury family experiences, are expanding with accommodations specifically designed for larger families. The upcoming Beaches Runaway Bay Resort in Jamaica will feature new multi-gen suites, while Beaches Negril recently introduced the stunning Eventide Penthouse Suites, offering three- and four-bedroom layouts ideal for groups of six or more. These spaces provide the perfect balance of privacy and togetherness, with large common areas for family bonding.

Other all-inclusive resorts, such as Dreams, Iberostar and RIU, have also risen to the occasion. RIU offers fantastic connecting room options, and Dreams Resorts features family sections and a host of kid-friendly amenities. The beauty of all-inclusives is their convenience—from waterparks and kids’ clubs for the younger generation to fine dining, adult-only areas, and luxurious spas for adults, there’s truly something for everyone.
The winter holidays have become an ideal time for multi-generational travel, offering families a unique opportunity to come together and create unforgettable memories. Rather than staying home, many families are now choosing to celebrate the season by exploring the world, turning traditional holiday gatherings into extraordinary adventures.

Destinations like Europe, with its festive Christmas markets, historic cities, and cozy winter charm, provide the perfect backdrop for family bonding. For those seeking something truly epic, even bucket-list destinations like Antarctica have become accessible, offering awe-inspiring landscapes, wildlife encounters, and once-in-a-lifetime experiences that captivate all ages.
Leading travel brands like Adventures by Disney and Globus have recognized the growing demand for multi-gen travel and offer expertly curated tours that cater to the needs and interests of every generation. These guided experiences combine ease, comfort, and thoughtful itineraries—ensuring that grandparents, parents, and children alike can enjoy meaningful activities, cultural discoveries, and plenty of quality time together without the stress of planning every detail.

Whether it’s sipping hot chocolate under twinkling European lights or marveling at penguins in the vast Antarctic wilderness, multi-generational travel during the holidays transforms special moments into lifelong memories. With options designed to suit a variety of interests and activity levels, these journeys make it easier than ever for families to celebrate the holidays in a truly unforgettable way.
Cruises are another perfect option for multi-gen and skip-gen travel. Lines like Royal Caribbean, Norwegian Cruise Line (NCL), and Disney Cruise Line expertly combine kid-approved activities like splash parks and character meet-and-greets with upscale dining, Broadway-style entertainment, and relaxing adult-only spaces.

Alaska and the Caribbean are the top choices for cruising families. Alaska, in particular, offers a unique opportunity for soft adventures—grandparents and grandchildren alike can explore glaciers, wildlife, and rugged landscapes, then gather together in the evenings to share their adventures over dinner.
A growing trend among grandparents is choosing to gift travel experiences rather than traditional presents for birthdays, holidays, and special milestones. Multi-generational trips offer a chance for families to reconnect and create lasting memories, while skip-generation adventures provide grandparents and grandchildren with meaningful one-on-one time. Ultimately, the rise of multi-generational travel highlights a generation that values experiences over material gifts, seeing travel as the ultimate way to invest in family and build cherished memories across generations.
Dreaming of a Multi-Generational or Skip-Generation Vacation or beyondI would love to help you design the perfect land or sea experience for your family!  Click here to schedule a “Let’s Get Acquainted Session” with me so we can start planning your family’s next great adventure. 

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Dreams and Wishes Travel

Dreaming of your next vacation to Disney or beyond? I would love to help you design the perfect land or sea experience for your family!  Schedule a “Let’s Get Acquainted Session” with me so we can start planning your family’s next great adventure. ​