Holidays Are the Perfect Time to Plan Multi-Generational Travel
The holidays are one of the few times each year when families pause, gather, and truly spend time together. Between the laughter, shared meals, and cozy traditions, those moments often spark an even more exciting thought — “Wouldn’t it be wonderful if we could all travel together next year?”
There’s no better time to start planning a multi-generational trip than when everyone is under one roof. Whether your family spans three generations or more, shared travel experiences are the ultimate gift of connection.
Why the Holidays Are the Ideal Time to Plan
During the holidays, family conversations naturally drift toward the future — upcoming birthdays, anniversaries, graduations, and reunions. It’s the perfect moment to dream big together. Planning during this season allows everyone to share ideas, get excited about destinations, and lock in travel dates early (which means better availability and pricing).
Wish & Wander Journeys Tip: Pass around a “family travel wish list” at dinner — invite everyone, from grandparents to grandkids, to write down a place they’d love to go. You might be surprised by how many ideas overlap!
The Beauty of Multi-Generational Travel
Multi-generational trips are about so much more than seeing new places — they’re about being together in a new way. Whether it’s watching grandparents experience Disney through their grandkids’ eyes, celebrating a milestone birthday on a cruise, or gathering on a sun-soaked beach, these journeys strengthen bonds that last a lifetime.
Wish & Wander Journeys Tip: Choose destinations that offer something for every age group — think all-inclusive resorts with kids’ clubs and adult-only areas, family-friendly cruises, or villa stays with plenty of shared space.
Destinations That Work for Everyone
Some places are truly made for family connection. Cruises and all-inclusive resorts are especially popular for multi-generational groups because they offer activities for every interest, without the stress of constant coordination.
From the Caribbean and Mexico to Alaska or Europe, these destinations let everyone do their own thing during the day and come together at night for dinner and storytelling.
Wish & Wander Journeys Tip: Cruises are fantastic for large families — everyone can choose their own pace, while the shared ship experience keeps you connected. We can help you find the right ship, itinerary, and staterooms for your family size and style.
Give the Gift of Future Memories
Instead of exchanging another set of matching pajamas or gift cards this year, why not give the gift of travel? A future trip offers anticipation, excitement, and time spent making memories — long after the decorations are packed away.
Wish & Wander Journeys Tip: Create a “family trip reveal” moment during the holidays — wrap up a map, itinerary sneak peek, or travel photo to surprise everyone with next year’s destination.
How a Travel Advisor Makes It Effortless
Coordinating a multi-generational vacation can feel overwhelming — different ages, interests, and schedules make planning complex. That’s where we come in.
At Wish and Wander Journeys, we handle all the logistics — from finding accessible rooms to suggesting excursions everyone will love — so your only job is to show up and make memories together.
Wish & Wander Journeys Tip: Start planning early! Six to nine months ahead is ideal for cruises and resort stays, especially when multiple rooms or cabins are needed.
Ready to Start Planning Your Family’s Next Great Adventure?
This holiday season, as you gather and laugh and share stories, take a moment to dream about where you could go together. Whether it’s a tropical beach, a magical theme park, or a European escape, we’ll design a trip that brings everyone closer.
Let’s make next year’s family travel the best gift of all.
