Caribbean Family Holidays

Family Holidays in the Caribbean

Sun, sea, and endless adventures—the Caribbean is the ultimate family-friendly paradise. With its crystal-clear waters, soft sandy beaches, and warm, welcoming culture, it’s the perfect destination for both relaxation and excitement.

Each island offers something unique. Swim with turtles in Barbados, explore waterfalls in Jamaica, or set sail on a pirate-inspired boat trip in Antigua. The kids can build sandcastles on powdery white beaches, while parents soak up the sunshine with a cocktail in hand. And when it comes to fun, the Caribbean delivers—from snorkeling and kayaking to rainforest zip-lining and cultural island tours.

At Kenwood Travel, we take the stress out of planning. Whether you want an all-inclusive beachfront resort, a private villa with space for the whole family, or a mix of adventure and relaxation, we’ll tailor the perfect getaway. With seamless flights, top family-friendly hotels, and expert recommendations, your dream Caribbean holiday is closer than you think.

Browse by destination

Barbados Holidays

Sea Breeze Beach House

4.5* out of 5 stars

Embrace Bajan bliss with this gorgeous resort, offering an All Inclusive experience for your family that provides everything from kids and adults exclusive areas to fine à la carte dining.

  • Family Saving
  • Up to 50% saving
Airline Virgin Atlantic
Board Basis All Inclusive
Nights 7
Date 3 Sep 2025
Price per person
Adult
£1,515
Child
£1,247

Turks & Caicos Holidays

Beaches Turks & Caicos

5* out of 5 stars

Settle into serene surroundings where perfect experiences await, from the Pirates Island Waterpark and Caribbean Adventures to the luxurious Red Lane®️ Spa, as well as magnificent specialty dining.

  • Complimentary Airport Transfers
  • Up to 45% saving
  • Booking Bonus up to £700
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 14 Sep 2025
Price per person
Adult
£2,520
Child
£2,106

St Lucia Holidays

Windjammer Landing Resort & Residences

5* out of 5 stars

Discover the ideal St Lucia getaway for your family with a stay in your own private villa, enjoying exciting water activities, unleashing creativity, and a perfect blend of adventure and serenity.

  • Family Savings
  • Up to 50% saving
Airline British Airways
Board Basis Bed and Breakfast
Nights 7
Date 30 Jun 2025
Price per person
Adult
£1,240
Child
£958

Dominican Republic Holidays

Dreams Dominicus La Romana

5* out of 5 stars
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 17 Sep 2025
Price per person
Adult
£1,266
Child
£1,028

Jamaica Holidays

Moon Palace Jamaica

5* out of 5 stars

Let little ones revel in the kids’ pool and club while adults explore the spa, the nightclub and more, with every opportunity for the whole family to enjoy the Jamaican party spirit in style.

  • Complimentary Return Airport Transfers from Montego Bay
  • Kids & Teens Stay Free
Airline Virgin Atlantic
Board Basis All Inclusive
Nights 7
Date 22 Sep 2025
Price per person
Adult
£1,349
Child
£1,091

Cancun & Riviera Maya Holidays

Hard Rock Hotel Riviera Maya

5* out of 5 stars

A firm favourite with families, Hard Rock Hotel Riviera Maya is one of the most family-friendly hotels in Mexico. They offer kids clubs, activities and child-friendly menus at all their restaurants.

Airline British Airways
Board Basis All Inclusive
Nights 7
Date 13 May 2025
Price per person
Adult
£1,458
Child
£1,202

Dominican Republic Holidays

Hard Rock Hotel & Casino Punta Cana

5* out of 5 stars

Hard Rock Hotel & Casino Punta Cana has an incredible all inclusive plan offering multiple restaurants and bars, lots of pools and huge array of activities for all ages.

Airline British Airways
Board Basis All Inclusive
Nights 7
Date 17 Sep 2025
Price per person
Adult
£1,498
Child
£1,225

St Lucia Holidays

Coconut Bay Beach Resort & Spa

4* out of 5 stars
  • Up to 65% saving
  • Standard Transfers
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 5 Oct 2025
Price per person
Adult
£1,518
Child
£1,197

Antigua Holidays

Carlisle Bay

5* out of 5 stars

Bring your family to an Antiguan paradise where kids stay and eat free all year round. From complimentary kids club activities to luxurious spa treatments, there’s luxury inclusions for everyone.

  • Family Saving
  • 30% saving
  • Complimentary Half Board
Airline Virgin Atlantic
Board Basis Half Board
Nights 7
Date 19 Jun 2025
Price per person
Adult
£1,818
Child
£1,507

Barbados Holidays

O2 Beach Club & Spa

5* out of 5 stars
  • Up to 55% saving
Airline Virgin Atlantic
Board Basis All Inclusive
Nights 7
Date 28 Aug 2025
Price per person
Adult
£2,393
Child
£1,992
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