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

Dominican Republic Holidays

Dreams La Romana Resort & Spa

5* out of 5 stars

The family friendly Dreams La Romana Resort & Spa, an All Inclusive family resort, offers an impressive array of family-friendly facilities including its very own water park.

  • Save up to 5%
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 2 Sep 2026
Price per person
Adult
£1,475
Child
£1,204

Cancun & Riviera Maya Holidays

Hard Rock Cancun

5* out of 5 stars
  • Resort credit US$200 per room per night
  • Kids Stay Free
  • Save up to 26%
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 5 May 2026
Price per person
Adult
£1,588
Child
£1,304

St Lucia Holidays

The Landings Resort and Spa

5* out of 5 stars

A true home away from home, the family-friendly Landings Resort & Spa has rooms with enough space to holiday with your extended family.

  • Save up to 35%
Airline British Airways
Board Basis Bed and Breakfast
Nights 7
Date 26 Oct 2026
Price per person
Adult
£1,660
Child
£1,317

Cancun & Riviera Maya Holidays

Dreams Playa Mujeres Golf & Spa Resort

5* out of 5 stars
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 12 May 2026
Price per person
Adult
£1,675
Child
£1,378

Antigua Holidays

Royalton Antigua, An Autograph Collection All-Inclusive Resort

4* out of 5 stars
  • Save 30%
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 2 Nov 2026
Price per person
Adult
£1,696
Child
£1,392

Blue Waters Resort and Spa

5* out of 5 stars
  • Save up to 25%
Airline British Airways
Board Basis Bed and Breakfast
Nights 7
Date 31 Aug 2026
Price per person
Adult
£1,717
Child
£1,411

Barbados Holidays

Sugar Bay Barbados

4* out of 5 stars
  • Save 30%
  • Save up to 30%
Airline Virgin Atlantic
Board Basis All Inclusive
Nights 7
Date 29 Oct 2026
Price per person
Adult
£1,854
Child
£1,527

Turtle Beach, A Tribute Portfolio All-Inclusive Resort

4* out of 5 stars

A firm family friendly favourite, Turtle Beach, A Tribute Portfolio All-Inclusive Resort offers a whole host of activities to keep all ages happy.

  • Save up to 40%
Airline Virgin Atlantic
Board Basis All Inclusive
Nights 7
Date 30 Sep 2026
Price per person
Adult
£1,903
Child
£1,563

Jamaica Holidays

Beaches Negril Resort & Spa

5* out of 5 stars

The family friendly Beaches Negril Resort & Spa has an unmatched level of family inclusions such as a waterpark, kids pools, kids activities and shows, plus kids menus at many of the restaurants.

  • Save up to 55%
  • Save up to an additional £725
Airline Virgin Atlantic
Board Basis All Inclusive
Nights 7
Date 13 Sep 2026
Price per person
Adult
£2,152
Child
£1,797
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