There’s something magical about three generations sharing the same adventure. In recent years, this type of travel has become one of the most meaningful ways for families to connect by celebrating milestones, starting new traditions, or simply making up for lost time.
But when ages, interests, and travel styles vary, taking a trip that works for everyone can feel daunting. From finding the right accommodations to balancing activity levels, the best family trips require careful design and execution. That’s where custom travel comes in. With Enchanting Travels’ detailed planning process, you won’t have to sweat any of those details. Instead, you’ll be able to follow a personalized itinerary built around your family’s needs. Every detail – big and small – is handled seamlessly, so you can focus on what really matters: time together.
Every family is unique, and so is every trip. A tailor-made itinerary ensures your journey reflects your loved ones’ personalities, interests, and rhythms. Here’s how:
From grandparents who appreciate culture and history to kids who crave adventure, a personalized itinerary means no one is left out. Your travel designer curates experiences that bring the group together, like a private pasta-making class in Tuscany or a wildlife drive through South Africa’s savannah, while leaving space for individual preferences.
Coordinating activities, transfers, and accommodations for a large group can quickly become overwhelming. Custom travel eliminates the stress. Every transfer, guide, and meal can be prearranged, ensuring smooth transitions and time to enjoy each destination without the usual travel-day chaos.
Whether it’s booking hotels with appropriate accommodations for every member of the group or making sure that families aren’t separated, your Enchanting Travels consultant will ensure everyone feels comfortable. Dietary preferences and special requests are also arranged with care and an understanding of everyone’s needs.
Crowds and tight schedules can make travel with kids and grandparents challenging. Our private tours and flexible pacing let you explore, and make memories, at your own pace. They also open the door for exclusive access to unique experiences, so that your journey can truly become something not found in any guidebook.
Enchanting Travels offers destinations across the globe that are ideal for the best international family vacations, each with the right mix of family-friendly experiences, comfort, and cultural depth.
With its welcoming spirit and world-famous cuisine, Italy is an easy win for travelers of all ages. Explore ancient ruins side by side, learn the secrets of Italian cooking in a hands-on class, or share gelato in a sunlit piazza. The walkable cities and countryside villas make it simple to balance sightseeing and relaxation.
A South African safari (conducted safely and securely with the assistance of personal guides) captures the imagination of every traveler, young or old. Families can watch elephants gather at watering holes, track giraffes across open plains, and share stories back at the lodge. Beyond the wild, Cape Town’s beaches and scenic winelands offer a gentler pace, ideal for blending adventure with downtime.
Japan offers a perfect blend of discovery and comfort. Bullet trains, cherry blossoms, samurai lessons, and ancient temples keep children engaged while adults appreciate the culture’s grace and detail. Clean, safe cities and efficient transport make it easy for families to explore together without stress.
Costa Rica is filled with opportunities for fun that span generations, from ziplining and wildlife spotting to soaking in jungle hot springs. The country’s size means shorter travel times, while eco-lodges and beaches provide plenty of space to unwind. It’s an ideal destination (with a much shorter flight compared to other destinations!) for families who love nature and light-hearted adventure.
In Greece, ancient myths come to life among sun-soaked ruins and sparkling seas. Children can explore the legends of gods and heroes, while adults savor leisurely island meals and coastal drives. With its mix of history, beaches, and hospitality, Greece offers something for everyone and is a hotspot for the best family vacations with kids.
Discover a natural playground filled with dramatic mountains, fjords, and beaches. Families can sail through Milford Sound, visit film sets from The Lord of the Rings, or relax among rolling vineyards. New Zealand‘s friendly locals and easygoing atmosphere make it a comfortable and unforgettable setting for shared exploration.
A truly unforgettable family adventure isn’t about experiencing everything, it’s about what you experience together. With Enchanting Travels, your dedicated travel consultant ensures every detail aligns with your family’s pace, preferences, and passions. From handpicked accommodations to customized experiences every moment feels effortless, leaving you free to focus on the joy of discovery together.
Let our experts design a journey that everyone — from grandparents to grandkids — will love.
If South Africa’s most famous wildlife region is a must-do, and you also want to do something off the beaten path, this is the one for you. Explore the pretty fishing village of Hout Bay, the Castle of Good Hope and more on a delightful tour of Cape Town and the Cape Point Region. 19th-century…
Take an overland Costa Rica tour through breathtaking landscapes! Drive off the beaten path in pristine Tenorio and Monteverde’s cloud forests, enjoy unique excursions and activities, and escape the world at eco-resorts set in the lap of nature.
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Discover how custom itineraries from Enchanting Travels make trips effortless for kids, parents, and grandparents.
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