The multi-generational holiday: a heartwarming tableau of grandparents soaking in the scenery, parents juggling the itinerary, and children pinging between sugar highs and souvenir stands. A logistical nightmare? Perhaps. But that’s where cruising comes in—one effortless, all-encompassing way to keep everyone entertained, fed, and (mostly) harmonious.
Best for: Families who can’t agree on anything
The Med is a classic for a reason—glorious sunshine, a rotating cast of breathtaking cities, and food that pleases even the pickiest eaters (looking at you, Margherita pizza in Naples). Grandparents can meander through ancient ruins in Rome, parents can indulge in a leisurely wine tasting in Provence, and children? They’ll be too busy inhaling Nutella crepes in Barcelona to notice the educational value of Gaudí’s most famous project.
Best Cruise Line: MSC Cruises offers a great mix of luxury and family-friendly activities, including kids’ clubs and the exclusive MSC Yacht Club for those who prefer their multi-gen bonding with a side of champagne.
Best for: Nature lovers and armchair adventurers
Some destinations simply have a wow factor that spans generations, and Alaska is one of them. Whether it’s witnessing a glacier calve dramatically into the sea, spotting a grizzly from the safety of a tour bus, or paddling past towering fjords in a kayak, there’s something for every energy level. And while the kids are busy spotting whales, the grandparents can be enjoying a hot toddy on deck, nodding sagely about the magnificence of nature.
Best Cruise Line: Celebrity Cruises does an exceptional job with Alaskan itineraries, offering excursions that range from dog-sledding to scenic train rides—so no one has to hike, unless they really want to.
Best for: Those who believe holidays should include minimal effort
The Caribbean is the multi-gen sweet spot. Snorkelling for the adventurous, shaded hammocks for the relaxation-inclined, and all-you-can-eat buffets to keep young appetites satisfied. Grandparents can enjoy a rum-tasting tour in Barbados, while teenagers test their limits on zip lines in St. Maarten. And if all else fails, there’s always the universal crowd-pleaser: floating in turquoise waters, cocktail (or capri-sun) in hand.
Best Cruise Line: Celebrity Cruises offers a great mix of sophistication and family fun, particularly if you opt for their Edge-class ships with their rooftop gardens, cutting-edge entertainment, and impressive kids’ programs.
Best for: Fairy-tale landscapes with minimal chance of sunburn
For a cruise that feels straight out of a children’s storybook, the Norwegian Fjords deliver. Towering cliffs, waterfalls tumbling into mirror-still waters, and the kind of crisp air that makes you feel healthier just by taking a single breath in. Kids can channel their inner Viking, parents can soak in a floating spa, and grandparents? They can simply enjoy the unspoiled beauty—no strenuous activity required.
Best Cruise Line: Fred. Olsen Cruise Line’s fjord itineraries come with impeccable service and a relaxed onboard atmosphere, perfect for families who want a mix of adventure and calm.
Best for: Families who love a culture fix (and a good bowl of ramen)
Japan might not be the first place you think of for a multi-gen cruise, but hear us out. Tokyo dazzles kids with its high-tech wizardry, Kyoto charms grandparents with its ancient temples, and everyone loves sushi. Shore excursions range from sumo wrestling demonstrations to peaceful gardens, and for the younger crowd, there’s always the bullet train—an attraction in itself.
Best Cruise Line: Regent Seven Seas Cruises’ Japan itineraries strike the right balance between immersive experiences and onboard comfort, with plenty of cultural enrichment programs.
Finding a holiday that suits three (or more) generations is no mean feat, but with a cruise, the trickiest decision becomes whether to lounge by the pool or go ashore. Whether your family leans towards adventure, culture, or cocktails with a sea view, these destinations promise smooth sailing—literally.
So pack your bags, round up the troops, and let the cruise do the hard work. You still might have to referee the occasional squabble over dessert, but at least you won’t have to argue about where to go next.