The Best Luxury Holiday Ideas for School Breaks

School holidays are the perfect opportunity for families to escape the routine, recharge, and create unforgettable memories. Whether you’re planning a winter getaway or a summer retreat, there are a variety of luxurious destinations and experiences that cater to families during school breaks.
From adventure-filled destinations to laid-back beach escapes, here are some of the best luxury holiday ideas to consider when planning your next school break getaway.
Winter Break: Snowy Escapes and Alpine Adventures
1. Swiss Alps – Kulm Hotel St. Moritz
Winter school breaks are best spent in a snowy wonderland, and the Swiss Alps provide the ultimate setting for a luxurious winter retreat. Kulm Hotel St. Moritz is renowned for its stunning views, luxurious ski-in/ski-out access, and family-friendly amenities. The hotel also boasts an ice skating rink, ice climbing, and a dedicated children’s ski school, making it perfect for families of all sizes.
Why it’s perfect for winter break:
  • Ski lessons and family-friendly slopes
  • Ice skating, snowboarding, and tobogganing
  • Kids’ programs with arts, crafts, and winter-themed activities
2. Canada – Fairmont Chateau Whistler
For families who love skiing, Fairmont Chateau Whistler offers the best of both worlds: world-class ski slopes and a variety of family-friendly activities. From skiing and snowboarding to ice skating and snowshoeing, there’s something for every family member to enjoy. The resort also offers babysitting services, so parents can enjoy some time for themselves.
Why it’s perfect for winter break:
  • Ski-in/ski-out access and excellent ski schools
  • Family-friendly après-ski activities, including sledging and tobogganing
  • Indoor pool and spa for relaxation after outdoor adventures
Summer Break: Sun, Sand, and Relaxation
3. The Maldives – One&Only Reethi Rah
When school’s out, it’s time to unwind. The Maldives offers some of the world’s most luxurious island resorts, and One&Only Reethi Rah is one of the top destinations for family holidays. This resort offers spacious beach and water villas, where families can relax in complete privacy. The resort also has a dedicated kids’ club, “KidsOnly,” and water-based activities such as snorkeling, diving, and dolphin watching.
Why it’s perfect for summer break:
  • Private beach access and water sports
  • Kids’ programs for various age groups
  • Family villas with private pools and stunning ocean views
4. Hawaii – Four Seasons Resort Oahu at Ko Olina
For a tropical getaway that blends relaxation and adventure, Four Seasons Resort Oahu offers an ideal mix of luxury and family-friendly amenities. The resort’s beachfront location, incredible pools, and kids’ programming ensure that both parents and children will have plenty to enjoy. Teens can enjoy the resort’s surf lessons or private yoga sessions, while younger kids can explore the resort’s kids’ club.
Why it’s perfect for summer break:
  • Surf lessons, snorkeling, and dolphin watching
  • Kids’ club with creative and cultural activities
  • Spacious family suites with access to private beaches
Autumn Break: Culture, Exploration, and Adventure
5. Italy – Rosewood Castiglion del Bosco (Tuscany)
Autumn is an excellent time to experience the rich cultural history and natural beauty of Italy, especially in Tuscany. Rosewood Castiglion del Bosco is a luxurious estate located within a UNESCO World Heritage Site. The resort offers wine-tasting experiences, cooking classes, and vineyard tours, making it perfect for families who want to immerse themselves in Tuscany’s culture.
Why it’s perfect for autumn break:
  • Grape harvest experiences during the autumn months
  • Olive oil and wine tasting for the whole family
  • Nature walks and bike rides through the Tuscan hills
6. Japan – Aman Kyoto
For families looking for a unique cultural experience during autumn, Aman Kyoto offers a tranquil and immersive getaway. The resort is nestled in a serene forest near Kyoto and is especially beautiful during autumn, when the surrounding foliage turns into vibrant hues of red and gold. Families can explore nearby ancient temples, participate in tea ceremonies, or enjoy scenic walks through the traditional gardens.
Why it’s perfect for autumn break:
  • Cultural excursions to temples, gardens, and shrines
  • Private tea ceremonies and zen garden walks
  • Tranquil, nature-filled surroundings perfect for relaxation
Spring Break: City Escapes and Urban Exploration
7. Paris – Le Meurice
Spring break is an ideal time to explore the cultural riches of Paris, and Le Meurice is the perfect base for families wanting to enjoy the City of Light in luxury. Located near the Tuileries Gardens, families can easily access iconic sites like the Eiffel Tower, Louvre Museum, and Notre-Dame Cathedral. Le Meurice also offers a kids’ program and family-friendly dining, ensuring every family member enjoys their stay.
Why it’s perfect for spring break:
  • Family-friendly access to museums, gardens, and landmarks
  • Dedicated children’s activities at the hotel
  • Private guided tours of Paris' iconic sites
8. New York City – The Peninsula New York
For families who prefer the energy and excitement of a city break, New York City offers endless possibilities, and The Peninsula New York is an excellent choice. Families can enjoy world-class shopping on Fifth Avenue, Broadway shows, and visits to Central Park. The Peninsula also has family suites, a rooftop bar, and a dedicated concierge to plan kid-friendly excursions.
Why it’s perfect for spring break:
  • Exclusive access to Broadway shows and private tours of NYC
  • Kid-friendly events and activities in Central Park
  • Luxurious amenities for families, including spacious suites and family concierge
Final Thoughts: Making the Most of School Breaks with Luxury Travel
School breaks are the perfect time to bond with your family, experience new destinations, and indulge in luxury travel. Whether it’s a winter adventure in the Swiss Alps or a summer escape to the Maldives, there are luxury resorts and destinations designed to make every family holiday memorable. With personalized itineraries, family-friendly accommodations, and a variety of activities tailored to all ages, luxury travel offers the perfect setting for your family’s next school break.
Ready to plan your next family holiday?
I am here to help you create a seamless and unforgettable experience for your family during your next school break. Let me know what you’re looking for, and I'll find the perfect destination for you!
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