15 Celebrity-Inspired Multi-Generational Travel Ideas

Multi-generational old days – trips that bring grandparents, parents, and children together – are rising in popularity worldwide. The first UNWTO World Tourism Barometer report shows steady growth in international travel, with international tourist arrivals increasing 4%, creating more opportunities for extended families to vacation together. Hollywood families like the Beckhams and the Kardashians are often ahead of the curve, inspiring fans with their extended family getaways.

From luxury villas to adventure sports, these trips combine entertainment, culture, and wellness in ways that appeal to every generation.

The list: 15 Celebrity-inspired ideas

1. Skip-gen vacations (grandparents + grandkids)

A 2025 Family Travel Association survey found that 57% of grandparents plan multi-generational travel. In some regions, such as the Asia Pacific, hotel industry research shows strong interest in skip-generation vacations, where grandparents travel with grandchildren. Goldie Hawn and Kurt Russell are famous for this trend, taking their grandkids on nature-based or beach vacations.

2. Three-generation trips

Nearly half of families take vacations that include three generations at least once a year. The Kardashians frequently share moments from family trips with children, highlighting fun and togetherness.

3. Wellness and shared experiences

Around 89% of families say travel improves grandparents’ wellbeing. Gwyneth Paltrow’s wellness retreats and Chris Hemsworth’s outdoor family adventures show how multi-age wellness trips combine relaxation with activity.

4. Culinary and cultural trips

Chrissy Teigen and John Legend have documented foodie trips with their kids, while Angelina Jolie takes her children on museum visits and cultural experiences, blending learning with family bonding.

5. Flexible itineraries

Flexible schedules keep everyone happy. The Original Travel multi-generational advice guide offers tips for balancing sightseeing and downtime – strategies similar to how Blake Lively and Ryan Reynolds structure trips with children.

6. Involving Gen Alpha and Gen Z

Up to 98% of young travellers help plan vacations, influencing destinations and activities. Celebrities like Jessica Alba and Dwayne “The Rock” Johnson involve their kids in trip planning, from choosing beaches to theme parks.

7. Entertainment-driven travel

Multi-generation families can attend premieres, concerts, or seasonal events together. Kourtney Kardashian, Travis Barker, and Kris Jenner were spotted enjoying Disneyland with Kardashian and Barker’s son Rocky, showing fun for all ages.

8. Nature and adventure escapes

Chris Hemsworth and Elsa Pataky’s family Fiji trip included boating, surfing, and beach time – an example of how natural adventures appeal across generations.

9. Cruise travel

Cruises remain popular for multi-gen groups, offering age-specific programs. Tom Hanks and Reese Witherspoon have taken family-oriented cruises, which are ideal for combining entertainment and downtime.

10. Cultural immersion trips

George and Amal Clooney occasionally incorporate cultural tours in their vacations. These trips demonstrate how learning and exploration can appeal to all family members.

11. Ski and winter sports vacations

Celebrities are no stranger to winter escapes; in fact, plenty of their ski resort vacations are well-documented. Angelina Jolie enjoys skiing with her children, while Heidi Klum takes extended family groups to European snow resorts.

12. Festivals and seasonal events

Multi-generational trips can include cultural festivals or holiday events that everyone enjoys. For example, singer Pink and her husband Carey Hart have shared family Halloween celebrations with their children, turning festive occasions into multi-generation travel memories that include costumes, themed activities, and shared experiences across ages.

13. Theme parks and family attractions

Visiting amusement parks or family attractions is a tried-and-true way to entertain multiple generations. Tom Hanks and Rita Wilson have shared trips with their children to Disneyland, demonstrating how theme parks provide experiences that grandparents, parents, and kids can all enjoy together.

14. Luxury villas and private rentals

Victoria and David Beckham’s European yacht vacations and villa stays show how luxury options accommodate families comfortably while providing privacy and flexibility.

15. Tech-enhanced travel

Apps and gadgets simplify multi-gen planning. Celebrities like Kim Kardashian use technology to manage international family trips efficiently, keeping all generations engaged.

Multi-generational travel is growing worldwide, and celebrities often lead the way. With wellness, cultural immersion, adventure, and flexible planning, families can create unforgettable shared experiences.