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

Magdalena Grand Beach Golf Resort

Caribbean
A family resort with cricket games on the white-sand beach and kids' wildlife sessions.

Bougainvillea Beach Resort

Barbados
A laid-back and eco-friendly beachfront resort on the south coast, with great facilities including kids’ clubs.

Barcelo Bavaro Palace Deluxe

Dominican Republic
An all-inclusive kid-friendly hotel with waterpark in the Dominican Republic.

St. Kitts Marriott Resort & Royal Beach Casino

St Kitts and Nevis
A luxury hotel on St Kitts, with top family facilities, golf course and spa.

P&O Cruises: Aurora

North America, Europe, Caribbean
A ideal family cruise ship, with childcare from ages 6 months to teens, family pools, sporting activities and evening entertainment.

Cobblers Cove

Barbados
A boutique all-suite hotel near the Barbados Wildlife Reserve, with masses of fun activities for kids, plus a spa.

Offer of the week

Book now with TUI and save up to £300 on summer 2021 holiday, plus COVID Cover and free changes included on new bookings*. Find out more and BOOK NOW.

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Memories Splash Punta Cana

Dominican Republic
An all-inclusive family hotel in the Dominican Republic, with an on-site waterpark plus facilities for kids and teens.

Four Seasons Resort

St Kitts and Nevis
An eco-friendly luxury resort on the small but stunning Caribbean island, with lots of scope for family adventures.

P&O Cruises: Oceana

Europe, Caribbean
Explore the Med or the Caribbean on fly-cruise holidays aboard this family-friendly cruise liner.

Coral Reef Club

Barbados
A family-run boutique hotel on the west coast, with complimentary watersports including kids' tuition.

Spice Island Beach Resort

Grenada
An all-inclusive resort on Grand Anse, Grenada's most beautiful beach.

Beaches Turks & Caicos Resort

Turks and Caicos
An all-inclusive luxury hotel set on a 12-mile beach with endless fun for the whole family.

Curtain Bluff

Antigua
An all-inclusive resort in Antigua with private beaches and kids’ club.

Colony Club

Barbados
A luxury beach resort brilliant for all the family but especially for teens, who get to play beach cricket with a former West Indies cricketer.

True Blue Bay Boutique Resort

Grenada
An eco-friendly family resort with themed activities and watersports tuition.

Rosewood Little Dix Bay

Virgin Islands
A fantastically luxurious, relaxing option with a kids' club, spa and private beaches.

St James's Club

Antigua
An all-inclusive resort with two private beaches and fantastic kids’ clubs.

Crystal Cove

Barbados
An intimate all-inclusive property with a great kids’ club, a spa and super-friendly staff happy to organise exciting excursions.

ClubHotel Riu Negril

Jamaica
An all-inclusive family-friendly resort in Jamaica with kids’ club and activities.

Necker Island

Virgin Islands
Sir Richard Branson's private tropical paradise – exclusive and with a focus on community work.