Winter Sun Holidays

Holidays from £249 per person

Sometimes the best way to deal with gloomy winter weather is just to leave it behind! Whether you want to sneak in a relaxing break before the Christmas festivities begin or banish the January blues in the new year, a winter sun holiday is just what you need to put a smile on your face. There’s nothing more satisfying than escaping the wind and rain on a plane bound for somewhere hot, so why not start researching winter sun destinations today?

Winter sun holiday deals

Prices and availability may change, confirm with the provider before booking. Prices do not include local tourist taxes.

H10 Las Palmeras

8.9

Excellent

Playa De Las Américas, Tenerife, Spain

4 Jan 2027
7 nights
Half board
From Gatwick

Prices from

£1,052 pp

H10 Tenerife Playa

Puerto De La Cruz, Tenerife, Spain

8 Jan 2027
7 nights
Half board
From Gatwick

Prices from

£770 pp

H10 Conquistador

9.6

Excellent

Playa De Las Américas, Tenerife, Spain

21 Dec 2026
7 nights
Bed & breakfast
From Manchester

Prices from

£1,910 pp

Allegro Isora

8.5

Very Good

Playa De La Arena, Tenerife, Spain

23 Dec 2026
7 nights
Bed & breakfast
From Manchester

Prices from

£1,527 pp

Which destinations are best for winter sun holidays?

Madeira

Madeira is officially part of Portugal, but is so much further south it stays warm all year round. In the winter months it’s cool enough to do more than just lie on the beach, and with Madeira Natural Park, hiking trails and watersports on offer it’s the perfect time for an active holiday.

Florida

With temperatures of at least 20°C even in winter and consistent sunshine, Florida isn’t known as the Sunshine State for nothing. The beaches and clubs of Miami and family-friendly theme parks of Orlando should be top of the list for your next winter sun holiday.

Mexico

December to April is the best time to visit Mexico, when it’s pleasantly hot without being uncomfortable, and both humidity and rainfall are at a low. Cancun and Playa Del Carmen are two of the most popular resorts, where visitors can treat themselves to luxurious all inclusive resorts and white sandy beaches.

Cuba

Just below the Bahamas, Cuba is synonymous with vintage rum and cigars enjoyed in the shade of a rustic taverna. Havana may be a charming blast from a 1950s past but the coast is everything you would expect from a Caribbean retreat: turquoise seas, white sands and heavenly high temperatures.

Canary Islands

Just a 4-hour flight from the UK, the Canary Islands are the best winter sun you’ll get close to home. Located not far off the coast of Africa, they're are a year-round destination, with temperatures of up to 25°C even in the middle of winter.

Cheap all-inclusive winter sun holidays

Prices and availability may change, confirm with the provider before booking. Prices do not include local tourist taxes.

Labranda Bahía Fañabé & Villas

7.8

Good

Costa Adeje, Tenerife, Spain

8 Jan 2027
7 nights
All-inclusive
From Gatwick

Prices from

£516 pp

Apartamentos Playaolid

8.4

Very Good

Playa De Las Américas, Tenerife, Spain

12 Dec 2026
7 nights
All-inclusive
From Manchester

Prices from

£589 pp

Gran Oasis Resort

Excellent

Playa De Las Américas, Tenerife, Spain

4 Jan 2027
4 nights
All-inclusive
From Manchester

Prices from

£580 pp

How to book a cheap Winter Sun getaway

Keep an open mind:

Depending on demand, some winter sun destinations may increase in price, while others stay the same. Instead of setting your heart on a particular winter sun destination, do an ‘Anywhere’ search and check out where you could go on a cheap holiday to catch some winter sun. Do a quick weather check, and get it booked!

Call several travel agents:

The best way to get a good deal on a package holiday in the sun is to find the deal you want, call the holiday provider to get a quote, then call several others and ask them to beat the price for the same holiday. You can then call back the original travel agent and challenge them to match your new price.

Research cost of living:

When thinking about winter sun holidays, most of the destinations you’ll be looking at are long haul. Choose somewhere with a low cost of living like Thailand, Mexico or South Africa and you’ll spend more on flights, but much less while you’re away.

More holiday options

The Destination Finder

Know what you want from your holiday but don’t know where to get it? Just ask our Destination Finder! We’ll narrow it down to your perfect destinations and find the best deals to get you there!

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About icelolly.com

icelolly.com is a holiday price-comparison site. This means that you can use icelolly.com to compare package holiday deals from the UK’s top travel companies side-by-side in one place.

Once you’ve found the best deal for you, we’ll direct you to the company it’s with to book. As we don’t take bookings, we’re impartial and simply here to help you to find the cheapest prices. Our customers save an average of £350 per trip by comparing holidays on our site.*

For more on icelolly.com, head to our about us page or our frequently asked questions round-up.

Every day, icelolly.com scans more than two million holiday deals from the UK’s top travel companies to find the best prices for you. The prices you see on icelolly.com are the most up-to-date data we have from these companies. However, holiday prices can change quickly due to supply and demand, so the total amount might have slightly changed when you click through to book.

Holiday prices don’t include tourist taxes so check whether you’ll need to pay these before you book as well as whether the extras you’ll need are included – think transfers and hold luggage.

All of the travel companies on icelolly.com provide financial protection for the package holidays that they sell. If the package holiday you book includes a flight, it will be protected by the ATOL scheme and you will receive an ATOL certificate from the travel company you booked with. If the package holiday that you book doesn’t include a flight, financial protection will be provided by ABTA or the Travel Trust Association.

Winter Sun Holidays

Holidays from £249 per person

Winter sun holiday deals