WHERE TO TAKE THE WHOLE FAMILY IN 2026 AND BEYOND
But planning a trip for three (or even four) generations can feel daunting. Different ages, different interests, and often different energy levels mean not every destination will work. The good news? There are plenty of resorts and destinations that are perfectly set up for multi-gen escapes - and now is the ideal time to start planning for 2026.
WHY MULTI-GEN HOLIDAYS ARE BOOMING
After the pandemic, families realised how precious travel together really is. Instead of scattered trips, many now choose one big annual holiday to bring everyone together. There’s also a growing trend for families to mark milestones with a special trip rather than a big party at home.
For grandparents, it’s about seeing their grandchildren explore the world. For parents, it’s the joy of having an extra pair of helping hands. And for kids, it’s pure excitement - a trip becomes bigger, brighter, and more memorable when everyone’s included.
EUROPE: TIMELESS DESTINATIONS CLOSE TO HOME
For families with younger children or older relatives who prefer shorter flights, Europe is unbeatable.
Greece: Resorts in Halkidiki and Crete offer family villas, interconnecting rooms, and kids’ clubs, alongside spas, private beaches, and cultural tours for adults. Properties like Ikos or Domes have mastered the balance between family fun and five-star luxury.
Spain: From Mallorca’s family-friendly resorts to the Costa del Sol’s luxury hotels, Spain works brilliantly for multi-gen groups. Easy transfers, sunshine, and activities for all ages make it a reliable choice.
Portugal: The Algarve is a multi-gen dream. Villas with private pools give families space, while nearby golf courses, spas, and beach clubs keep everyone entertained.
MIDDLE EAST: SUNSHINE ALL YEAR
Destinations like Dubai and Abu Dhabi are increasingly popular with multi-gen families. Why? Resorts here don’t just welcome children... they celebrate them. Kids’ clubs are packed with activities, waterparks are right on the doorstep, and family suites often have multiple bedrooms.
At the same time, grandparents can enjoy gentle winter sun, fine dining, and easy transfers. Add in a flight time of around 7 hours from the UK (much less than the Indian Ocean or Caribbean), and it’s an accessible way to enjoy guaranteed sunshine.
CARIBBEAN: CULTURE AND ADVENTURE WITH LUXURY BUILT IN
For families looking for something further afield, the Caribbean has it all.
Jamaica: Known for its friendly vibe and wide choice of luxury resorts, it offers both relaxation and adventure... from Dunn’s River Falls to catamaran cruises.
Barbados: Ideal for families who want a mix of beaches, history, and vibrant nightlife. Resorts here often offer suites with multiple bedrooms.
St Lucia: Perfect for active families, with rainforest hikes, volcano tours, and luxury resorts tucked into the Pitons.
What makes the Caribbean so special for multi-gen groups is the balance - kids can head off to clubs or watersports, while grandparents explore local markets or simply relax by the pool.
INDIAN OCEAN: PARADISE FOR ALL AGES
Traditionally thought of as a honeymooner’s destination, the Maldives and Mauritius are now catering beautifully to families.
Maldives: Many resorts now feature family villas with private pools, splash zones, and even kids’ marine biology clubs. Parents can relax knowing their children are safe and entertained.
Mauritius: A fantastic all-rounder for families, with activities like zip-lining, snorkelling, and cooking classes. Many resorts here pride themselves on intergenerational appeal.
The long flight is a consideration, but for families willing to make the journey, the reward is an unforgettable escape in paradise.
WHAT TO LOOK FOR IN A MULTI-GEN HOLIDAY
Planning a holiday with three or more generations needs thought. Here are my key recommendations:
Space matters: Look for interconnecting suites, private villas, or multi-bedroom apartments so everyone has privacy when they need it.
Flexible dining: Buffets are handy with little ones, but you’ll also want à la carte restaurants for celebratory meals.
Activities for all ages: From waterparks and treasure hunts for kids to golf and spas for adults, balance is key.
Accessibility: Consider walking distances, mobility needs, and ease of transfers.
A PERSONAL PERSPECTIVE
Last year I worked with a family who wanted to bring three generations together on holiday. The grandparents were keen on somewhere relaxing with plenty of space, while the children needed a mix of kids’ clubs and activities. I pulled together a tailored plan that balanced everyone’s needs... and they still tell me how special it felt to share those experiences together.
The magic of multi-gen travel is that every age group gets their version of a “dream holiday,” but you all come together for moments you’ll never forget.
FINAL THOUGHTS
Multi-generational holidays aren’t just a passing trend - they’re becoming the new normal for families who want to make the most of their time together. With the right destination and resort, you can create a trip that feels effortless, indulgent, and unforgettable for every member of the family.
Thinking of planning a multi-generational holiday for 2026 or beyond? Let me help you design a getaway where everyone feels cared for, and you get to enjoy the process as much as the trip itself.
