That’s why the best multigen spots tend to be places with built-in variety and, yes, options for literally everyone. In San Diego, you can stack beach time with the world-renowned zoo and an easy harbor cruise, while Hawaiʻi naturally balances slow mornings, scenic drives, and dolphin-clad swim breaks. Orlando makes it simple to mix big-ticket fun with pool-day downtime, and Williamsburg is tailor-made for mixed ages with hands-on history, easy strolling, and theme-park thrills close by. When your crew wants a bigger “wow,” Yellowstone delivers it with scenic drives and boardwalk trails next to bubbling hot springs, and if you’re craving something more once-in-a-lifetime, a Kenya safari has a way of captivating every age group at once.
Related: 7 Best Family Cruises Parents and Grandparents Will Actually Enjoy Too, According to Travel Experts
A few things, according to the pros:
Flex time baked in, so there’s room for pool days, beach days, or “everyone do your own thing” afternoons. Easy logistics, like direct flights or short transfers, simple transportation and minimal “hurry up” moments. (We all remember Home Alone). Built-in variety, with something calm, something active and something “special” that feels worth the trip. Comfortable pacing that's low-effort, like scenic drives, cruises, boardwalks, and easy museums. Lodging that makes life easier, with kitchens, multiple bedrooms, laundry and space for naps and early bedtimes. And options for different mobility levels, including flat paths, shade, plenty of seating, and shorter tours that are still genuinely fun for everyone are key.1. San Diego
Claire Gallam Volkman
In San Diego, the day practically planned itself when we visited as a family over Fourth of July in 2021. We all did the San Diego Zoo together, then swapped exhibits for ocean views with a coastal stroll at La Jolla Cove. Later, we took our time exploring the USS Midway, and capped it all off with an easy dinner everyone could agree on: mac n' cheese for my very picky 7-year-old, seafood for the dad, and tacos for basically everyone else.
2. Hawaiʻi
Coastal Oahu, HawaiiPhoto by Art Wager on Getty Images
I've never been more excited to travel to Hawaiʻi, and we're hoping to get there as a big ol' family in 2027. It's truly one of those rare place where three generations can want totally different things and still end up happy at the same table by sunset. Family-travel writer Nina Cohen (a parent and Hawaii travel expert at FamilyVacationist) emphasizes that each island has its own personality for families, so choosing the right one for you is the secret to keeping everyone content. She recommends pairing a reflective morning at Pearl Harbor with beach time and a lūʻau on Oʻahu; doing a scenic drive and shaved ice tasting on Maui; leaning into the laid-back views and stunning Jurassic Park-esque views of Kauaʻi; and on mixing volcanoes and walking along black sand beaches on the Big Island.
3. Orlando
Epcot Center, Disney World, Orlando, FloridaPhoto by Pierre Longnus on Getty Images
Related: 20 Best Things to Do in Orlando, Florida
4. Williamsburg
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We went to Williamsburg, Virginia, when my daughter was 5, and we were genuinely shocked with how much she loved it. She loved the people in period garb around Colonial Williamsburg, and my husband and I were incredibly impressed with the food scene and the gorgeous architecture. Another thing we loved was how easy it was to pace the day because everything felt so hands-on and walkable, with plenty of places to sit, snack and watch a reenactment. We split our time between Colonial Williamsburg’s living-history streets, Busch Gardens for a few coasters (and carousels), and then had two low-key afternoons exploring Yorktown and Jamestown.
5. Yellowstone & Grand Teton
Grand Tetons
I’ve done Yellowstone + Grand Teton twice (not with family), and it still feels tailor-made for groups because so much of the “wow” the drive-up + short-walk is. My husband wants us to go back, and we're going to hit Yellowstone’s Grand Loop highlights (Old Faithful, Grand Prismatic, Mammoth-area boardwalks, Yellowstone Lake), then head south for Grand Teton’s big-view scenic drives and easy lakeside stops. Family-travel writer Daria Salamon (The Points Guy), who travels with kids often, reinforces why this works for families: she points to the Old Faithful area as an easy kid-friendly base with a visitor center and hands-on elements, plus stroller-friendly boardwalk exploring (including Grand Prismatic via a short boardwalk).
6. Cape Cod
Cape Cod, MAPhoto by KenWiedemann on Getty Images
Related: 11 Can't Miss Things to Do in Cape Cod, According to a Travel Expert
7. New York City
New York City surprised me in the best way as a family trip. We went over Memorial Day weekend, and despite the crowds, it worked because we didn’t try to do everything: we just stacked the right mix of things for all of us. Our daughter loved bouncing between FAO Schwarz and the Museum of Natural History, while we balanced that with a leisurely wander around Central Park with no agenda. We stayed at the Four Seasons in the Financial District, which meant easy swim breaks built into the day, huge for keeping everyone happy and not overtired. That’s the thing about NYC: there really is something for everyone, from history and culture to parks, shopping, and food (even for a kid who only wants mac and cheese). If you can't make up your mind on what to do, you can opt for a Go City Pass, which lets you book multiple tours (like the Circle Line tour to Staten Island, which gives you some of the best views of the skyline).
8. Kenya
A Kenya safari is one of the multigenerational trips I recommend most, only because it has this way of turning everyone into a wide-eyed kid again. I went in 2014, and it genuinely changed my life, which is why I’m always nudging families to put it on the “someday” list (and then actually make it happen). If you’re going to do it, base yourselves in or near the Maasai Mara and give yourselves enough time for those early game drives, which come as part of a package for many luxury camps (like the Ritz Carlton). Not only will you see the sunrise, you're very likely to see lions, elephants, and the kind of moments that make the whole vehicle go quiet. Mix in a conservancy visit, a local community tour, and time to shop handmade crafts directly from artisans, then end the day back at camp with a sunset drink while wildlife wanders by in the distance. It’s expensive, yes, but it’s also the kind of once-in-a-lifetime trip that kids and grandparents will talk about forever.
9. Germany
Storybook Rhine village
I’ve been to Germany a handful of times, and it always surprises me, which is exactly why we’re already planning a big trip in 2027 for my dad, who’s been teaching himself German and is very committed to using it in the wild. Whether your family is into history, wine tasting, river cruises, cities or castles, Germany genuinely has it all. You can follow the Romantic Road to castle-hop, tour Neuschwanstein (aka the Disney castle), or balance bigger sightseeing days with an easy Rhine river cruise that floats past storybook villages. And when you want city time, Munich and Berlin make it easy to mix interests—world-class museums, history walking tours, the zoo, plus libraries, gardens and plenty of low-key spots for a slower afternoon.
10. Australia
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