Family holidays across the Greater Antilles

From Jamaica to Cuba, the Greater Antilles offer sunshine, safe beaches and loads of family-friendly fun. This guide helps you plan a relaxed, memorable break that suits kids of all ages.

Why families choose the Greater Antilles

Direct or one-stop flights from the UK make these islands convenient for a family break. You’ll find calm lagoons, shallow bays and warm, welcoming communities. Many resorts offer kids’ clubs, teen programmes and easy dining that keeps everyone happy.

Jamaica – sun, sand and friendly vibes

Jamaica is a great destination for a Caribbean family holiday. Its beaches on Montego Bay and Negril are gentle for little feet. Lush rainforests and waterfalls give kids a taste of adventure without long travel days.

• Dunn’s River Falls near Ocho Rios is a fun family climb with safety guidance and great photo opportunities.
• Kid-friendly resorts offer supervised programmes, splash pools and flexible dining.
• Snorkel safaris and river tours provide easy wildlife encounters for all ages.

Dominican Republic – value, variety and sunshine

The DR is famed for large all-inclusive resorts and long, powdery beaches in Punta Cana and Puerto Plata. Kids’ clubs and easy beach days make it ideal for multi-gen trips.

• Resorts with water parks and afternoon entertainment keep younger children engaged.
• Gentle boat trips and cultural shows offer relaxed family fun.
• Day trips to natural attractions add a dash of adventure without long drives.

Puerto Rico – culture, rainforest and coastlines

Puerto Rico combines nature and historic charm. A day in El Yunque rainforest reveals clear river pools and easy trails. Old San Juan offers pastel streets and family-friendly plazas to explore on foot.

• Bioluminescent bays provide a magical evening experience for older children and adults.
• Calm beaches and beginner-friendly water-sports schools are great for first-timers.
• As a US territory, it can simplify travel for families with younger children.

Cuba – classic Caribbean charm

Varadero and the Jardines del Rey region offer reliable beach holidays with modern family-friendly hotels. The pace is relaxed and locals are incredibly welcoming, making it easy for families to feel at home.

• Beach days with shallow water are ideal for little swimmers.
• Walkable towns and friendly guides help families discover culture at a comfortable pace.

Practical planning tips

Plan ahead for reliable sun and safe seas. Book family rooms early and choose kid-friendly dining options. Check entry requirements and health advice before you travel.

• Best time to visit: November to April for dry weather and calmer seas.
• Accommodations: All-inclusive resorts with kids’ clubs or villas with private pools are popular choices.
• Pack smart: Sun protection, lightweight clothing and basic medicines for children.
• Money matters: Puerto Rico uses USD; the Dominican Peso and Jamaica Dollar are widely used on their islands; Cuba may use Convertible Peso in many areas.

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