Swimming at Beaches Ocho Rios
Enjoy winter in the Caribbean, at the Ochos Rios Resort, Jamaica.
Swimming at Beaches Ocho Rios

Winter Sun Family Holidays in the Caribbean

The Caribbean is a classic destination for Brits seeking a dose of winter sun, and indeed the British winter is the best time for family holidays in the region, partly because summer (June to November) is hurricane season. 

Peak season in the Caribbean is December to February, so those with flexibility might like to opt for March, April or May, when it’s less crowded but the weather is still gorgeous – Easter is a great time. On the other hand, the Caribbean can be a fantastic choice for those looking for a Christmas holiday (don’t panic – many family-friendly resorts host festive events including appearances by Santa!) as well as an excellent destination for those looking to dispel the gloom of February half term.

Whatever time of year you choose, our handpicked family-friendly resorts across the region will make like easy for you with swimming pools/waterparks and lots of cooling water-based activities plus air-conditioned crèches and kids’ clubs whether younger visitors will be well entertained out of the heat of the day. See our special offers and latest deals with all-inclusive Caribbean family holiday partners Club Med and Beaches, or check out our Caribbean cruises with kids.

Enquiries

Let us tailor-make the perfect holiday for you.

Call us on 020 3633 0653

Enquire online

Explore the World with Take the Family

Winter Sun places to stay in Caribbean

See all and use our filters to find the best holiday match for your family. More >

Self-catering
Hotel
Editor's favourite
Kids club
Budget

Verandah Resort and Spa

Antigua
An all-inclusive, eco-friendly luxury resort with outstanding kids’ clubs.

The Ritz-Carlton Grand Cayman

Cayman Islands
Ultimate luxury situated on 7 miles of white sands with a high standard of service and extremely friendly and attentive staff.

Windjammer Landing

Saint Lucia
A luxurious family resort spread over a hillside overlooking the beach, with great facilities for kids, especially teens.

Hawksbill Antigua by Rex Resorts

Antigua
A secluded good value all-inclusive resort in Antigua, with great staff.

Iberostar Selection Varadero

Cuba
An-inclusive family resort on the beachfront in Cuba, with lots of entertainment.

Coconut Bay Resort & Spa

Saint Lucia
A popular all-inclusive resort with a waterpark and superb facilities.

Offer of the week

Sands Resort provides everything you need so that you can have a relaxing family break, with prices starting at just £354 for a 3-night break.

Find out more

Tamarijn Aruba

Aruba, Bonaire and Curacao
A low-key all-inclusive resort with kids' clubs, watersports and a golf course.

Paradisus Varadero Resort and Spa

Cuba
All-inclusive and family-friendly luxury hotel in Cuba with loads to entertain the whole family.

The Landings

Saint Lucia
A relaxing 5-star retreat in St Lucia with spa, kids’ club and activities.

Riu Palace Aruba

Aruba, Bonaire and Curacao
A large all-inclusive resort with day and evening entertainment, best suited to those with older kids.

Melia Peninsula Varadero

Cuba
An all-inclusive Cuban resort in a national park with family entertainment.

St James's Club Morgan Bay

Saint Lucia
A friendly all-inclusive beachfront resort in a private cove, with a kids’ club and activities.

Atlantis Paradise Island Resort

Bahamas
A vast family resort with several hotels, a cinema, nightclubs and a waterpark.

ClubHotel Riu Bachata

Dominican Republic
A great value all-inclusive hotel ideal for families in the Dominican Republic, with great facilities, top kids club and plenty of space to relax.

Royalton St Lucia

Saint Lucia
A stylish all-inclusive resort with a private beach with water sports, a spa, cookery classes and kids' clubs.

One & Only Ocean Club

Bahamas
A luxury beach resort with great childcare, golf and a spa.

Club Med Punta Cana

Dominican Republic
An all-inclusive resort in the Dominican Republic with sports academies and spa.

BodyHoliday Saint Lucia

Saint Lucia
A luxury retreat where families with teens can enjoy sports and wellness activities.

Tamarind

Barbados
A contemporary family-friendly hotel with free watersports and excursions including swimming with turtles.

Paradisus Palma Real

Dominican Republic
Luxury all-inclusive in the Dominican Republic with skills classes and sports.