How to plan a multi-generational trip

(without losing your mind)

Traveling with kids, parents, and maybe even grandparents? It can be magical—or mildly chaotic. Here’s how to make it smooth, special, and stress-free.

1. Choose the Right Destination
Cruises, all-inclusives, and vacation rentals with space to spread out are all great options. Look for destinations with a mix of activities (and downtime!) for every age.

2. Set Expectations Early
Who’s paying for what? Are we doing every activity together? Having these chats ahead of time can prevent awkward moments later.

3. Don’t Overschedule
Leave space for pool days, naps, and spontaneous memories. Every moment doesn’t need an itinerary.

4. Think About Accessibility
Make sure destinations, hotels, and excursions are manageable for the whole crew—including strollers or limited mobility needs.

5. Work with a Travel Advisor (Hi!)
I help you find family-friendly resorts, handle group logistics, and keep everyone happy. Less stress, more vacation vibes.