Best Winter Family Holidays Ideas with Jamie Wake Travel

Winter can feel long, cold and dull. You deserve a break. If you’re already dreaming of warm sunshine, relaxing beaches, or snowy adventures suited to all ages, these winter family holidays will recharge your spirits. Let’s explore top destinations, what makes them great for families, protections when you book through Jamie Wake Travel, hotel highlights and offers you’ll want.

What Makes a Great Winter Family Holiday

Many families want:

• Sunshine rather than grey skies
• Activities kids love, plus chill time for grownups
• Easy logistics (shorter flights, fewer transfers)
• Good value for money

When you plan Winter Family Holidays, think of weather, safety, entertainment, and protection. Choosing the right destination and reliable travel company makes all the difference.

Protections You Get Booking Through Jamie Wake Travel

Before we dive into destinations, here’s what you’re protected from when booking with us:

Every tailor-made holiday through Jamie Wake Travel includes:

• Supplier Failure Insurance: if hotels, tour operators or other suppliers stop trading, you’re covered.
• Scheduled Airline Failure Insurance (SAFI): protects you if your airline ceases operations.
• ATOL Protection: for all eligible flight inclusive packages. Your money and planned trip are safe.
• Protected Trust Services (PTS) membership: money held securely until your travel takes place.

These layers of cover mean your Winter Family Holidays worry less about what might go wrong, and more about what you want to see and do.

Top Winter Family Holidays Destinations

Here are five destinations that are especially good for Winter Family Holidays. Each offers warm weather, family-friendly hotels, ease of travel, and fun things to enjoy for all ages.

Canary Islands (Spain)

The Canaries often top lists for winter escapes in Europe. Temperatures in winter tend to stay around 18–22°C. Sunshine is plentiful. Travel time from the UK is short, which means less fatigue for youngsters.

Hotel Suggestion: Jardín Tropical, Tenerife

This hotel has spacious family suites, gardens, pools and kids’ club. There is a beach nearby, and enough on-site to keep children entertained.



We have special offers for this hotel. You can ask us for the latest deal on family rooms, half board or full board inclusions.

Morocco – Agadir or Marrakech

Morocco offers warm days, sometimes over 20°C, and colourful culture. In coastal Agadir there’s the beach and relaxed resorts. Marrakech gives you markets, gardens, and a chance to try something different without going too far.

Hotel Suggestion: Sofitel Agadir Royal Bay

This is a resort right on the beach with pools, children’s clubs, good food and elegant rooms. The resort grounds are lovely, giving you space to relax.



We can usually secure offers on room upgrades, free child rates, or special inclusive packages. If this hotel interests you, just ask us what offers are available.

United Arab Emirates – Dubai & Abu Dhabi

If you’re after winter warmth with plenty of variety, UAE is hard to beat. Weather in winter is mild and dry. There are beaches, theme parks, waterparks, desert safaris, malls.

Hotel Suggestion: Atlantis The Palm, Dubai

Atlantis has world-famous waterparks, huge aquariums, family rooms, multiple restaurants, and direct beach access. It’s built for memorable stays.



We often have competitive offers such as free child places, discounted meals, or package deals including flights. Speak to us to see current offers for Atlantis The Palm.

Thailand – Phuket or Krabi

For families ready for a long-haul adventure, Thailand in winter (November to February) can be ideal. Beaches, warm seas, friendly locals, good infrastructure. Kids will love the nature, wildlife, Thai food, boat rides.

Hotel Suggestion: JW Marriott Phuket Resort & Spa

Beautiful grounds, excellent kids’ club, water-based activities, plus relaxing spa options for parents. It offers both fun and calm in the same resort.

We can often arrange special deals, perhaps for extended stays, inclusive meals, or extra activities. Let us know you’re considering Thailand and we’ll show you what offers match.

Caribbean – Barbados or Antigua

For warmest weather, green scenery, and a chance to get far away from winter, the Caribbean has strong appeal. White sand beaches, crystal water, friendly culture, islands to explore.

Hotel Suggestion: Sandals Barbados (family-friendly section) or a family resort with all inclusions

These resorts often include meals, children’s entertainment, snorkelling, calm seas for swimmers. Perfect for years when you want a big escape.



We carry offers on Caribbean stays, often free nights or discounted extras. If that interests you, just ask us what’s available.

Tips for Choosing the Right Winter Family Holidays

To get the most from your break, keep these in mind:

• Check flight durations and stopovers. Long flights or many transfers tire families.
• Time your trip around school breaks if possible. Demand (and price) rises then.
• Look for hotels with kids’ clubs, pools, safe beaches.
• Think about evening meals and child-friendly dining.
• Consider medical facilities and safety of destination.
• Factor in visa or health requirements ahead of time.

Before you travel, check updated health advice at Fit for Travel to make sure vaccinations are up to date and you understand any risks specific to your destination.

Why Jamie Wake Travel Makes These Holidays Better

We don’t just sell holidays. We build them for you. We listen. You tell us what your family loves. Then we choose hotels, transfers, flights that fit.

You get protection that many forget. Your booking is safe thanks to ATOL, supplier failure cover, airline failure cover, and PTS. That means you can focus on plans. We handle the rest.

We also have access to many resorts and tour operators. So we often know about special offers, upgrades, children-free zones, or resorts especially good for teens or toddlers. If you tell us your family size and interests, we can match a holiday designed just for you.

Best Time to Book & Budgeting for Winter Family Holidays

Booking at the right time saves money and stress.

• Book early for popular winter sun spots (Dubai, Caribbean).
• Off-peak times (just before school holidays) often have better rates.
• Watch for package deals that include meals, activities, transfers.
• Ask about payment plans or low deposits.
• Always check what is included (meals, airport transfers, child club, etc.).

Example Itinerary: 7 Days in Canary Islands

• Day 1: Arrive, stretch legs, pool or beach
• Day 2: Local town visit, market, beach afternoon
• Day 3: Day trip: volcano walk or wildlife centre
• Day 4: Pool-based rest, water-sports for kids
• Day 5: Adventure day – zip-lining or camel ride
• Day 6: Shopping, spa for parents, children’s entertainment
• Day 7: Relax, pack, heading home

This pace gives a mix of activity and rest, perfect for all ages.

Summary of Top Winter Family Holidays Destinations

Here’s a quick comparison to help you choose:

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Offers & How to Get Them

We regularly have offers for the hotels mentioned above. They might include:

• Free child places
• Room upgrades
• Inclusive meals or transfers
• Discounts for longer stays

If any of the hotels above appeal, ask us for current promos. We’ll search our network of tour operators and suppliers to find what’s available just for you.

Jamie Says:

“Every family holiday tells a story. I believe Winter Family Holidays should be about memories, not stress. That’s why I make sure you get protection, choice and personal service at every step.”

Putting It Together: Planning Your Winter Family Holiday with Jamie Wake Travel

Use these steps to make your holiday smooth:

• Decide what kind of holiday you want: beach-relax, cultural, mixed activity.
• Pick a destination from above (or tell us your dream).
• Let us know family size, ages, what you like.
• We’ll design options with hotels, flights, transfers, extras.
• We’ll highlight offers we can secure.
• You pay with secure gateway. You’re protected with ATOL, PTS, supplier & airline failure insurance.

Are Long-Haul Winter Family Holidays Worth It?

Yes—if you can manage a longer flight, the rewards are bigger. Exotic beaches, unusual wildlife, dreamy scenery. Kids see new cultures. Even parents come back rested in a way short trips rarely deliver.

Balance is key. Maybe combine a long-haul trip with shorter breaks closer to home when possible.

Destinations Summary

Canary Islands

Warm enough for beach, close enough for short flights, lots of family-friendly hotels.

Morocco

Coastal resorts or rich cultural trips. Children tend to love the markets and colours.

UAE

Reliable weather, huge resort variety, things to do day and night.

Thailand

Worth it for the magic, wildlife, food, tropical views. Needs planning but pays off.

Caribbean

Far-flung escape. Ideal when you want to unwind totally and enjoy warm seas.

That wraps up ideas for Winter Family Holidays. If any of these appeal, or you have a different destination in mind, we’d be glad to help you design something unique just for your family.

You’re never more than a call or message away from starting your best holiday yet.

Call us on 01495 400005 to make a holiday enquiry or use our holiday enquiry form on our website.

You can now create and book your own bespoke holidays that are as unique as you are using Jamie Wake Travel.


If you’d prefer to leave the planning to us, we’re ready whenever you are.

Frequently Asked Questions