How to Plan a Luxury Family Holiday: Tips for Travelling with Children

April 21, 2025

How to Plan a Luxury Family Holiday: Tips for Travelling with Children

Luxury family holiday planning doesn’t have to feel stressful. In fact, with the right approach, you can create an unforgettable, seamless experience that everyone — from toddlers to teens — will enjoy. At Awake & Wander Luxury Travel, we help families like yours craft tailor-made journeys filled with comfort, wonder, and ease. Here’s our expert guide to planning your next luxury family holiday, packed with practical advice and inspiring ideas to get you started.


Why luxury family holiday work


Choosing a luxury family holiday isn’t just about indulgence — it’s about creating memories in comfort and style. You’ll enjoy bespoke itineraries designed around your children’s needs, with everything taken care of from start to finish. That means more time spent together and less time worrying about logistics.

Luxury travel with children offers:


  • Personalised services tailored to all ages
  • Family-friendly five-star hotels and resorts
  • Spacious accommodations with privacy
  • Experiences crafted with children’s enjoyment in mind
  • Peace of mind thanks to travel protections and insurance


Planning properly makes all the difference. Here’s how to make it happen.


Start with what matters most


When starting your luxury family holiday planning, talk as a family about what everyone wants. Do you dream of white sandy beaches? A mountain adventure? A cultural city break with museums and theatre? Getting everyone’s input helps set the tone.

Write down:

  • Must-have activities for kids and parents
  • Your preferred travel dates and duration
  • A rough budget range


Think about travel times, too. Long flights can feel daunting with young children, so we recommend considering destinations within a manageable distance — or opting for premium cabins that make the journey enjoyable.


Choosing the right destination


Some destinations are better suited for family luxury travel than others. Look for places known for welcoming families, with quality infrastructure and safe surroundings. Here are a few ideas to inspire you.


Maldives — barefoot luxury with kids’ clubs


The Maldives is no longer just for honeymooners. Many resorts now cater beautifully to families, offering private villas with pools, supervised kids’ clubs, marine activities, and even child-friendly dining. Your children can snorkel with rays while you relax on the beach with a cocktail.


Stay here:
OZEN Reserve Bolifushi combines chic luxury with family-friendly touches like a kids’ club, ice-cream parlour, and large villas that sleep the whole family comfortably.


We have access to exclusive offers for this property and others — just ask us when you enquire.


Italy — culture and cuisine for all ages


Italy is perfect for families who want a mix of culture, food, and fun. Cities like Florence and Rome offer fascinating history, while the Amalfi Coast and Lake Como serve up stunning scenery and laid-back luxury.


Stay here:
Grand Hotel Tremezzo, Lake Como offers a magical lakeside experience with outdoor pools, expansive gardens, and even a kids’ pool to keep little ones happy.


We can share current offers on Italian stays with you when we discuss your plans.


Dubai — glamour and adventure in the desert


Dubai is a brilliant choice for families who want a mix of beach, shopping, theme parks, and desert safaris. The level of service is exceptional, and the entertainment options are endless.


Stay here:
Atlantis The Royal is a destination in itself, with luxurious family suites, waterparks, world-class dining, and plenty to keep children entertained while adults unwind.


Ask about our exclusive Dubai packages — we can help you secure exceptional value on luxury family holidays here.


Book early for the best options

The best luxury family hotels and villas often book up well in advance, especially during school holidays. We recommend starting your planning 6–12 months ahead if possible. This gives you the widest choice of rooms, flights, and private tours.

If you’re booking with us at Awake & Wander Luxury Travel, we can hold options for you while you finalise decisions — giving you time without the stress of losing availability.

Why book through Awake & Wander Luxury Travel?


When you book your luxury family holiday with Awake & Wander, you enjoy the reassurance of full protection and expert care.


We are an independent, UK-based luxury travel agency and proud members of Protected Trust Services. We also hold an ATOL licence, meaning your money and your holiday are fully protected.


All our tailor-made holidays include:

  • Supplier Failure Insurance
  • Scheduled Airline Failure Insurance
  • Financial protection for your booking


On top of this, we provide a personal, dedicated travel advisor who manages every detail for you before, during, and after your trip.


Our clients tell us this peace of mind is priceless, and it’s one of the reasons families return to us year after year.


Consider everyone’s needs


Luxury family holiday planning works best when you consider the needs of every age group. Here are some tips:


Book suites or villas with separate bedrooms for privacy


  • Request early dining reservations to suit younger children
  • Arrange activities for all abilities and energy levels
  • Include some downtime — even the busiest kids need a rest


Ask about private guides and exclusive family tours. They make sightseeing more enjoyable and tailored to your pace.


Choose family-friendly luxury hotels


Not all luxury hotels are child-friendly, but the right ones offer fantastic family facilities while keeping the feel sophisticated. Look for:


  • Kids’ and teens’ clubs
  • Babysitting services
  • Child-friendly menus
  • Family pools
  • Interconnecting rooms or villas


We can recommend properties that strike the perfect balance between luxury and family-friendliness.


Timing your trip


Consider travelling slightly outside peak dates if you can — it can mean better value and quieter resorts. Half-term weeks, early summer, and Easter holidays often work well. Long-haul destinations like the Caribbean or Southeast Asia shine during the UK winter months, offering sunshine when you need it most.


Pack wisely


Luxury hotels often provide baby equipment, toiletries, and even pushchairs, so you can pack lighter. Still, it helps to bring:

A small medical kit with basics

  • Favourite toys and comfort items
  • Snacks for the journey
  • Plenty of sun protection


We can advise you on what’s provided at your chosen property so you only bring what’s essential.



Our Take:

“Planning a luxury family holiday should feel as enjoyable as the trip itself. That’s why our team takes care of every detail — so you can focus on making memories.”


Why personal service matters


Online booking sites can’t replace the expertise of a dedicated travel advisor. At Awake & Wander, we take the time to understand your family’s preferences, so we can design a trip that feels truly yours. Whether it’s securing adjoining suites or arranging a private transfer with car seats ready, we think of the details you might not.


Make your journey part of the experience


Don’t overlook the travel itself — premium flights and private transfers make everything smoother. Ask us about upgrading to business or first class for added comfort, or arranging VIP airport services to make check-in and security a breeze. For some families, the journey becomes a highlight in itself.


Create moments to remember


Luxury isn’t just about hotels and flights — it’s about the memories you create. Plan a few unforgettable moments into your itinerary, such as:

  • A private sunset cruise
  • Horse riding on the beach
  • A family cooking class with a local chef
  • A helicopter ride over stunning scenery

We’re full of creative suggestions to surprise and delight your family on holiday.


Ready to plan?


At Awake & Wander Luxury Travel, we believe luxury family holiday planning should feel effortless. Whether you know exactly where you’d like to go or need inspiration, we’ll create a bespoke itinerary that suits your family perfectly.


Speak to us today by calling 01495 400011 or use the holiday enquiry form on our website to get started. And remember — you can also create and book your own bespoke holiday through our website if you prefer, but we’re always just a call or message away if you’d rather leave the planning to us.

Let’s craft your family’s next unforgettable adventure.


Frequently Asked Questions

  • What is luxury family holiday planning?

    It’s the process of organising a family holiday that combines comfort, bespoke experiences, and attention to every family member’s needs, all while staying in high-end accommodations.

  • When should I start luxury family holiday planning?

    We recommend starting 6–12 months in advance for the best choice of hotels, flights, and activities.

  • What destinations are best for luxury family holidays?

    Destinations like the Maldives, Italy, Dubai, the Caribbean, and Thailand all offer excellent options for families seeking luxury.

  • Are luxury family holidays suitable for babies and toddlers?

    Yes — many luxury hotels offer babysitting services, baby equipment, and family-friendly facilities to make travelling with young children easier.

  • Why should I book with Awake & Wander Luxury Travel?

    We provide personal service, full financial protection, and tailor-made holidays designed around your family, so you can relax knowing everything is handled.

  • What protections do I get when booking through Awake & Wander?

    Your booking is covered by our ATOL licence, Protected Trust Services membership, Supplier Failure Insurance, and Scheduled Airline Failure Insurance.

  • Do luxury family hotels have kids’ clubs?

    Many of them do, offering supervised activities for children of different ages so parents can also enjoy some downtime.

  • Can you help with dietary needs on holiday?

    Absolutely — we’ll liaise with hotels and restaurants to ensure any dietary requirements are taken care of in advance.

  • How can I make travel days easier with children?

    We recommend premium flights, VIP airport services, and private transfers to keep the journey smooth and stress-free.

  • Can I create my own holiday on your website?

    Yes — you can use our bespoke holiday planner online, but we’re always here to help personally if you’d rather speak to an advisor.


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