Tips to Make Multigenerational Holiday Travel Fun for All

Literally, our best family memories are from the multigenerational vacations we take each year with grandparents, siblings, and cousins. Not only are memories formed, but the lasting bonds between family members who live far away are fortified.

These trips are key in keeping our bi-coastal families very close. But, let’s be real, some of our biggest family blowouts have also been on these vacationsHow do you maximize the good time while minimizing tension? After years of traveling with our large extended family, here’s what we’ve found make these trips more enjoyable.

Family Trip to Ireland

Multigenerational Holiday Travel Tips

Engage the group in trip planning

Getting everyone’s input from the very beginning is far and above the most important step in making a multigenerational travel enjoyable. This is the discovery phase. I always start with when can we go and progress to where should we go. Getting input at this stage ensures that you are taking into consideration what everyone needs and what people want to get out of a trip.

Be sure to really listen and not push one agenda. Is everyone is tired and needing a break? If you then go and plan a fabulous trip touring throughout Europe, you’ll be left wondering why nobody is appreciative. Next is hammering out the details. Doing the legwork upfront alleviates a lot of stress during the trip. Knowing that one family needs a larger room because their kids have to sleep with them or that another really wants their own bathroom can make a big difference.

Plenty to do or not to do

Having a multitude of things to do with the option of doing nothing at all works well for our family. With multigenerational travel, you need to meet a variety of activity levels. Sometimes the grandparents or over-worked parent simply want to relax, while the younger children need to be running. Providing opportunities for everyone is important. That includes making sure that the kids have ample exercise. Throw some hiking, biking, swimming in and kids become far more pleasant … as do the adults for that matter!

Balance together and apart time

Balance time together with time apart. We usually agree that we’ll just plan to have dinner together. Rarely is that the only time we spend together, however, it sets the stage so that if you do need some time alone as a family, no feelings are hurt. Make sure you don’t just gauge this by the adult feelings, also check in with the kids. My 4 kids absolutely adore their cousins but there are times, usually about the fourth day into the trip, when they all just need a break. After separating for a morning or an afternoon, everyone is excited to reconnect and the evening is much more fun.

Family accommodations

Our debate is always house or resort? Ideally, I love to combine both categories in a single venue. Examples of properties we enjoy that are set up like this include Spring Creek RanchHalf Moon BaySun River, and Basin Harbor Club to name a few. This way, you have all the activities, dining and entertainment at your fingertips, which staves off boredom while providing everyone a little autonomy. Also, usually there are plenty of activities to amuse a variety of ages and personalities.

Kid-friendly meals

Given that this is something that you’ll be doing three times a day, it’s worth thinking about. In hotels, large family groups can be set up in private dining rooms so that you don’t have to be as worried about the kids’ behavior. My 4 kids can behave nicely while at a restaurant, but if you add another 5 kids and lengthen the meal for all the nice chatting that the adults do — and do it for three meals a day — trouble is likely.

We love having big family dinners throughout our trips. For that, we arrange catering. That way nobody gets stuck doing dishes every night. For breakfast and lunch we have food on hand and keep it pretty simple. Division of work can be a major tension point on family trips. It becomes very apparent and frustrating if someone doesn’t put in their fair share. For that reason, we set general guidelines ahead of time with a clear expectation that we’ll rotate the grocery shopping and cleaning.

Photos courtesy of Nancy Solomon.

Relevant Links:

Thoughts on multigenerational travel from a grandparent

Thanksgiving travel tips

Flying with kids, avoiding airline fees

Tips for planning family vacations, selecting destinations

Traveling with kids, trip preparation: read!

One Comment

  1. Great tips, I love family holidays. I especially like your comment about planning a variety of activities (or inactivities!).

    When we go on multigenerational holidays we always plan who is cooking what in advance. It’s part of the fun of the planning! I quite like to cook something before we go which can easily be reheated (such as a lasagne.)

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