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.

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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

Carlisle Bay

Antigua
Luxury boutique Caribbean hideaway with incredible childcare and top notch service.

Villa Dreamcatcher

Barbados
A super-stylish villa sleeping up to 8, a short walk from the beach and with the services of a private chef.

Round Hill Hotel & Villas

Jamaica
A Jamaican 5-star eco-friendly luxury resort with private beach.

Blue Waters Resort & Spa

Antigua
Luxurious family-owned boutique hotel with private beaches and kids’ club.

Fairmont Southampton

Bermuda
A luxury beach-front option with a great kids' club.

Beaches Negril Resort & Spa

Jamaica
A highly rated all-inclusive option including a kids' DJ academy, stand-up paddleboarding and its own waterpark.

Offer of the week

Book now with TUI for great prices on summer 2020 family holidays including COVID cover.

Find out more

Verandah Resort and Spa

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

Grotto Bay Beach Resort and Spa

Bermuda
The only all-inclusive resort on Bermuda, with a wealth of activities and experiences for adults and kids.

Beaches Ocho Rios, A Spa, Golf & Waterpark Resort

Jamaica
A luxury all-inclusive family resort on the north coast, with a private white-sand beach, a waterpark and a spa.

Hawksbill Beach

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

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 Villa Beach Resort

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

Tamarijn Aruba

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

Cuba Iberostar 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.

P&O Cruises: Britannia

Caribbean, Europe
Luxury family cruise-liner exploring Europe and the Caribbean, with fabulous on-board kids' clubs, plus activities and facilities for all the family.

Riu Palace Aruba

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

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.

P&O Cruises: Azura

Europe, Caribbean
A purpose-designed family cruise-liner with childcare, family cabins, activities for kids and adults, visiting the Med, Scandinavia + the Caribbean.