Caribbean Holidays

enduring laidback charm

From family escapes to couples retreats and adults only hideaways, each handpicked hotel in our Caribbean portfolio has something for all. Picture endless white beaches, warm shallow waters and untouched rainforests, all wrapped up in a carnival atmosphere with smiling hospitality that welcomes you in.

Caribbean Holidays

The white sandy beaches, lush tropical forests, crystal blue seas and friendly atmosphere of the Caribbean are the ideal combination for a relaxing and luxurious escape. Throughout the many Caribbean islands, there really is something for everyone. Whether it's the sunsoaked shores of Barbados, the sizzling cuisine of Antigua or the laid back atmosphere of Jamaica, you will surely find the ideal spot for your holiday this year. You'll also find a great range of accommodation. Along with our all-inclusive resorts and intimate boutique hotels, we offer everything from private villas with maid service and cook to barefoot beach huts.

Luxury Holidays to the Caribbean

If it's a luxury Caribbean holiday you're looking for, our destination experts offer a superb range of hotels to match your style. Whether you want a romantic honeymoon destination, an all-inclusive holiday for the family or a tranquil solo break, talk to our Caribbean travel team on 020 7749 9245, and plan a tropical getaway you'll never forget. Book now to take advantage of our range of direct deals with the area's best hotels, including: Sandy Lane in Barbados, and Jade Mountain and The Body Holiday in St Lucia. And don’t miss the special prices our experts have arranged with our preferred hotel partners in the Caribbean, such as the popular Sandals Resorts in Jamaica, Granada, Bahamas, Turks & Caicos and other islands.

School Holidays in the Caribbean


We have limited availability to the Caribbean over the Christmas & New Year school holidays. Our Christmas special offers are exclusive to us, with early January inbounds available. We have holidays to Barbados, Antigua, Jamaica and St Lucia, all with discounts for children and savings of up to 30%. Escape this winter and jet off to the sunny Caribbean for Christmas & New Year, plus find a host of other school holiday dates as far as Barbados, St Lucia, Cancun and Antigua that let you beat the rush for places during peak times. 

Book Early to Guarantee Your Caribbean Holiday Deals for 2021 & 2022

We have some great Caribbean holidays for 2021 available with up to 60% savings to some hotels and generous early booking discounts on our flights. Look for deals using our onsite Holiday Search facility or call the Kenwood team now on 020 7749 9245. Our flights are booked with our preferred partners Virgin Atlantic and British Airways. For pre-booked seats, teen discounts and any tailor-made requirement for your holiday, call our advisors now and let us take care of the details.

Caribbean Weather


Even from space, the Caribbean’s shallow cays and coral lagoons loom impossibly blue – testament to the archipelago’s invitingly warm waters – and illustrating the hot weather these islands are blessed with year-round. Welcome to one of finest climates in the Americas. Cooling north-easterly trade winds moderate the Caribbean’s on-land temperatures to a tropical 24°C to 32°C at sea level, and these readings will tend not to fluctuate regardless of time of day, month or season. Pretty predictable, but variations in temperature do occur at higher altitudes, with hilly regions being slightly cooler.

Rather than use a conventional four-season model to explain any meteorological variances, an understanding of the Caribbean’s weather patterns is probably best divided neatly into two: the rainy season – May to October – and the dry season, which corresponds to our winter. Don’t be discouraged though – even during the so-called rainy season, wet conditions fluctuate and showers can be short-lived. Leeward sides of mountainous islands are known to remain dry throughout. So, if you’re beach ready and aching for some fun in the sun, the Caribbean is waiting to grace you with its gorgeous weather. The boxes are ticked for blue skies, clear waters and summer heat. 


Antigua

Blue Waters

4.5* out of 5 stars

  • Up to 20% saving

7 nights Bed and Breakfast including Virgin Atlantic flights from £1,498 per person

Antigua

Carlisle Bay

5* out of 5 stars

  • Free upgrade to Beach Terrace
  • 30% saving

7 nights Bed and Breakfast including Virgin Atlantic flights from £1,410 per person

Antigua

Galley Bay Resort & Spa

4.5* out of 5 stars

Set on Antigua’s west coast, the Galley Bay is an all-inclusive, adults only resort known for its white beaches and tropical, lush gardens. You’ll encounter and endless list of activities including a fantastic spa.

7 nights All Inclusive including Virgin Atlantic flights from £2,222 per person

Antigua

Sandals Grande Antigua Resort & Spa

5* out of 5 stars

  • 45% saving

7 nights Luxury Included ® including Virgin Atlantic flights from £1,567 per person

Barbados

Sandy Lane

5* out of 5 stars

  • Stay 7 pay 6

7 nights Bed and Breakfast including Virgin Atlantic flights from £3,430 per person

Barbados

Sea Breeze Beach House

4.5* out of 5 stars

  • Up to 55% saving

7 nights All Inclusive including Virgin Atlantic flights from £1,143 per person

Barbados

Sugar Bay Barbados

4* out of 5 stars

  • Spa credit US$20 per person per stay (maximum of 2 vouchers per room)
  • Up to 45% saving

7 nights All Inclusive including Virgin Atlantic flights from £1,282 per person

Barbados

The Crane

4.5* out of 5 stars

Set on the rugged hills of the Caribbean’s picturesque east coast, The Crane is a luxury resort that not only offers an array of great swimming pools but also gives you access to one of the best beaches in the world.

7 nights Bed and Breakfast including Virgin Atlantic flights from £970 per person

Barbados

Coconut Court Beach Hotel

3* out of 5 stars

  • 35% saving

7 nights Room Only including Virgin Atlantic flights from £712 per person

Barbados

Crystal Cove by Elegant Hotels

4* out of 5 stars

  • 40% saving

7 nights All Inclusive including Virgin Atlantic flights from £1,164 per person

Cancun & Riviera Maya

Dreams Riviera Cancun Resort & Spa

5* out of 5 stars

  • 28% saving

7 nights All Inclusive including British Airways flights from £1,010 per person

Cancun & Riviera Maya

Now Sapphire Riviera

5* out of 5 stars

  • Up to 30% saving

7 nights All Inclusive including British Airways flights from £933 per person

Cancun & Riviera Maya

UNICO 20°87°

5* out of 5 stars

  • Up to 35% saving

7 nights All Inclusive including British Airways flights from £1,219 per person

Dominican Republic

Hilton La Romana, an All Inclusive Family Resort

5* out of 5 stars

Edging a tropical jungle along an eco-beach, Hilton La Romana, an All Inclusive Family Resort, offers families a wide array of luxury amenities and activities, all included.

7 nights All Inclusive including British Airways flights from £1,090 per person

Dominican Republic

Secrets Royal Beach Punta Cana

5* out of 5 stars

  • Up to 30% saving

7 nights All Inclusive including British Airways flights from £1,168 per person

Dominican Republic

Dreams Macao Beach Punta Cana Resort & Spa

5* out of 5 stars

  • Up to 40% saving

7 nights All Inclusive including British Airways flights from £873 per person

Grenada

Sandals Grenada Resort & Spa

5* out of 5 stars

  • 45% saving

7 nights Luxury Included ® including British Airways flights from £1,637 per person

Grenada

Spice Island Beach Resort

5* out of 5 stars

  • Resort credit US$200 (per room per stay)
  • 25% saving

7 nights All Inclusive including British Airways flights from £1,488 per person

Grenada

Calabash Luxury Boutique Hotel

5* out of 5 stars

This sophisticated resort is perfectly suited to serve as your luxury Caribbean holiday home, from luxury spa treatments to restaurant-style breakfast on the beach.

7 nights Bed and Breakfast including Virgin Atlantic flights from £1,970 per person

Jamaica

Couples Swept Away

5* out of 5 stars

  • 45% saving

7 nights All Inclusive including British Airways flights from £1,536 per person

Jamaica

Couples Tower Isle

5* out of 5 stars

  • 43% saving

7 nights All Inclusive including British Airways flights from £1,330 per person

St Lucia

The Landings Resort and Spa

5* out of 5 stars

  • 50% saving

7 nights Bed and Breakfast including British Airways flights from £1,079 per person

St Lucia

Windjammer Landing Villa Beach Resort

4.5* out of 5 stars

  • Up to 55% saving

7 nights Bed and Breakfast including British Airways flights from £915 per person

St Lucia

Coconut Bay Beach Resort & Spa

4* out of 5 stars

  • Up to 65% saving

7 nights Premium All Inclusive including British Airways flights from £1,058 per person

St Lucia

East Winds

4.5* out of 5 stars

  • 40% saving

7 nights All Inclusive including British Airways flights from £1,371 per person

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Multi-centre holidays

Experience more on holiday when you design your very own multi-centre itinerary, with expert guidance from our destination specialists