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 islands
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 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 Antigua, Barbados, Grenada, Jamaica, St Lucia, The Bahamas and Turks & Caicos.
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 2024 & 2025
We have some great Caribbean holidays for 2024 & 2025 available with up to 60% savings on some hotels and generous early booking discounts on our flights. Look for deals using our onsite Holiday Search facility or call the Kenwood team. 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 – a testament to the archipelago’s invitingly warm waters – and illustrating the hot weather these islands are blessed with year-round. Welcome to one of the 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 the 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.
Special offers
Hard Rock Hotel & Casino Punta Cana
Indulge your inner rock star in paradise settings at Hard Rock Hotel & Casino Punta Cana. This exciting hotel caters for all with 11 swimming pools, kids-friendly and adults-only areas, nightclub and casinos.
7 nights All Inclusive including British Airways flights from £2,056 per person
Calabash Hotel
- Complimentary upgrade to Half Board
7 nights Half Board including British Airways flights from £2,732 per person
Couples Tower Isle
- Complimentary Standard Transfers
7 nights All Inclusive including Virgin Atlantic flights from £1,633 per person
Sandals Royal Curaçao
At Sandals Royal Curaçao, you'll experience the vibrant spirit of the Caribbean in total luxury, with fantastic views of the tropical waters and sandy beach.
7 nights All Inclusive including American Airlines flights from £2,770 per person
Moon Palace Cancun
The spectacular 3-lobby Moon Palace is Cancun's biggest & best integrated resort. Ideally located on the sun-kissed Caribbean coast, it offers some of the most generous inclusions in world travel.
7 nights All Inclusive including British Airways flights from £2,049 per person
Secrets Royal Beach Punta Cana
Your ideal all inclusive holiday of relaxation, strictly for adults only. No matter what the occasion, there's plenty enough to keep you happy.
7 nights All Inclusive including British Airways flights from £1,759 per person
Royalton Grenada, An Autograph Collection All-Inclusive Resort
The Royalton Grenada Resort & Spa offers a truly special Caribbean getaway enhanced by All-in Luxury® features and a double beachfront location.
7 nights All Inclusive including British Airways flights from £1,557 per person
Secrets Akumal Riviera Maya
Set in the heart of Riviera Maya upon the white sands of Akumal - ranked in the Top 10 Mexican beaches – this resort is the perfect place to discover the many historic and natural marvels of Mexico.
7 nights All Inclusive including British Airways flights from £2,030 per person
Spice Island Beach Resort
Renowned for its unparalleled location, on the world-famous Grand Anse Beach, this is as much the perfect family getaway as it is a romantic retreat or watersports holiday.
7 nights All Inclusive including British Airways flights from £2,694 per person
Casa de Campo Resort & Villas
Practically an oceanfront town in its own right, multi-award-winning Casa de Campo Resort & Villas is a 7,000-acre dream, featuring top golf courses, an equestrian centre, beach and incredible spa.
7 nights Room Only including British Airways flights from £1,597 per person
Galley Bay Resort & Spa
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 £2,405 per person
Carlisle Bay
Secluded away in a tranquil bay, Carlisle Bay resort is a slice of tropical beachfront heaven. Enjoy free afternoon tea anywhere in-resort, plus great dining, watersports & more.
7 nights Bed and Breakfast including Virgin Atlantic flights from £2,151 per person
Blue Waters Resort and Spa
Blue Waters, on the northern shore of Antigua, is a privately owned resort ideal for honeymoons and weddings because of its intimate and secluded atmosphere but also gladly accommodates families.
7 nights Bed and Breakfast including British Airways flights from £2,058 per person
Curtain Bluff
- 25% saving
7 nights All Inclusive including British Airways flights from £3,446 per person
Sandals Grande Antigua
- Up to 45% saving
- Complimentary Transfers
7 nights All Inclusive including British Airways flights from £2,044 per person
The Verandah, Antigua
Located next to a National Park, The Verandah, Antigua is an adults only, eco-friendly oasis where lush gardens, a spa, tennis courts & watersports provide relaxation and leisure.
7 nights All Inclusive including British Airways flights from £1,646 per person
O2 Beach Club & Spa
Discover all-inclusive Barbados in a new light with unlimited gourmet dining, contemporary rooms and suites, and fantastic swim & spa facilities.
7 nights All Inclusive including Virgin Atlantic flights from £2,571 per person
The House by Elegant Hotels
This idyllic adult only boutique hotel offers pure luxury in the heart of Barbados’ ‘Platinum Coast’. Complimentary water sports and luxurious facilities characterise this 5-star property.
7 nights All Inclusive including British Airways flights from £2,823 per person
The Crane Resort
- Resort Credit US$80 per room per stay
- 45% saving
7 nights Bed and Breakfast including Virgin Atlantic flights from £1,253 per person
The Club Barbados Resort & Spa
This all inclusive, adults-only 4-star resort is situated on the magnificent West Coast of Barbados and offers the chance for travellers to partake in a number of watersport activities and live entertainment.
7 nights All Inclusive including Virgin Atlantic flights from £1,561 per person
Sea Breeze Beach House
An all inclusive beachfront resort that boasts one of the best views in Barbados, the Sea Breeze House represents idyllic and affordable luxury.
7 nights All Inclusive including Virgin Atlantic flights from £1,812 per person
Sandals Royal Barbados
- Up to 45% saving
- Booking Bonus £700
- Complimentary wedding package
7 nights All Inclusive including Virgin Atlantic flights from £2,421 per person
Crystal Cove by Elegant Hotels
A premium all inclusive resort on Barbados' west coast, Crystal Cove by Elegant Hotels offers to its guests a range of watersports, as well as preferred tee times at Royal Westmoreland Golf Course and Country Club.
7 nights All Inclusive including Virgin Atlantic flights from £2,057 per person
Coconut Court Beach Hotel
Coconut Court Beach Hotel is a charming family-owned Barbados beach resort that combines culture, a historic location and a fantastic entertainment programme.
7 nights Room Only including Virgin Atlantic flights from £1,181 per person
The Fives Oceanfront
- Resort credit Coupon US$555 per room per stay
7 nights Bed and Breakfast including British Airways flights from £1,115 per person
Sun Palace Cancun
Created with couples in mind, this comprehensive, adults-only resort offers an impeccable retreat from the routine of daily life. It provides the perfect backdrop for you and your partner to unwind, rekindle your connection, and rediscover your individual selves.
7 nights All Inclusive including British Airways flights from £2,123 per person
Secrets Moxche Playa Del Carmen
A paradise bordered by magnificent tropical vegetation and a beautiful sea, your stay here has an Unlimited-Luxury® experience beyond compare.
7 nights All Inclusive including British Airways flights from £2,040 per person
UNICO 20º87º Hotel Riviera Maya
Contemporary, innovative adults only retreat where personal hosts, a superb spa & dining are all part of the all-inclusive programme.
7 nights All Inclusive including British Airways flights from £2,098 per person
Dreams Sapphire Resort & Spa
The Dreams Sapphire Resort & Spa in Cancun has that little bit of something for everyone, including luxurious spa treatments for mum & dad and the Explorer's Club for kids.
7 nights All Inclusive including British Airways flights from £1,472 per person
Hard Rock Riviera Maya
The Hard Rock Riviera Maya offers plenty of opportunity for the wild at heart. Discover Mexico's best kept secret in an ambiance of total luxury and indulgence.
7 nights All Inclusive including British Airways flights from £1,888 per person
Dreams Tulum Resort & Spa
The Dreams Tulum Resort & Spa is a deluxe resort located just minutes away from the ancient Mayan pyramids which offers guests luxury and elegant charm.
7 nights All Inclusive including British Airways flights from £1,459 per person
Dreams Macao Beach Punta Cana Resort & Spa
Unwind on one of the Caribbean’s most spectacular beaches and discover Unlimited-Luxury with endless activities and facilities, five-star service & unlimited a la carte dining.
7 nights All Inclusive including British Airways flights from £1,729 per person
Couples Swept Away
- Complimentary Standard Transfers (Montego Bay Airport Only)
7 nights All Inclusive including Virgin Atlantic flights from £1,843 per person
Couples Negril
- Up to 46% saving
- Complimentary Standard Transfers (Montego Bay Airport Only)
7 nights All Inclusive including Virgin Atlantic flights from £1,847 per person
Couples Sans Souci
- Complimentary Standard Transfers
7 nights All Inclusive including Virgin Atlantic flights from £1,837 per person
S Hotel Jamaica
Situated in Montego Bay, S Hotel Jamaica is a chic and luxurious beachfront resort. With stunning ocean views, stylish rooms, and gourmet dining, it's the perfect Caribbean escape.
7 nights All Inclusive including Virgin Atlantic flights from £2,137 per person
Hilton Rose Hall Resort & Spa
With a huge aquatic park, amazing facilities and great access to the beach, this delightful resort in Montego Bay is renowned for families and radiates with warm, Jamaican charm.
7 nights All Inclusive including Virgin Atlantic flights from £1,631 per person
Jamaica Inn
Jamaica Inn provides you with the perfect chance to stay in a favourite of the greats of years gone by. Its halls have been graced by the likes of Marilyn Monroe, Arthur Miller, Winston Churchill and Ian Flemming.
7 nights Bed and Breakfast including Virgin Atlantic flights from £2,164 per person
Sandals Montego Bay
Located on the north coast of Jamaica the Sandals Montego Bay offers immediate access to the island's longest private beach as well as your own romantic beach side bungalow.
7 nights All Inclusive including Virgin Atlantic flights from £2,361 per person
Secrets Wild Orchid Montego Bay
This great resort is ready to cater to your every need with its stunning location, diverse dining, exhilarating activities and luxurious pool. A vibrant and yet refined atmosphere provides for the perfect holiday experience.
7 nights All Inclusive including Virgin Atlantic flights from £1,853 per person
Cap Maison
- 15% saving
7 nights Half Board including Virgin Atlantic flights from £2,344 per person
Coconut Bay Beach Resort & Spa
- Standard Transfers
7 nights All Inclusive including Virgin Atlantic flights from £1,921 per person
The Landings Resort and Spa
Hidden away in Gros Islet in the northwestern tip of Saint Lucia, on one of the island’s most stunning white-sand beaches and close to local nightlife and restaurants, this luxury all-villa suite hotel offers guest the ultimate five-star experience.
7 nights Bed and Breakfast including Virgin Atlantic flights from £2,139 per person
East Winds
- 20% saving
7 nights All Inclusive including British Airways flights from £2,434 per person
Windjammer Landing Villa Beach Resort
The 60-acre grounds and private beach make Windjammer Landing Villa Beach Resort a great St Lucia holiday option. Now boasting an extended beach with in-water hammocks.
7 nights Bed and Breakfast including British Airways flights from £1,265 per person
Sandals Saint Vincent and the Grenadines
- Up to 45% saving
- Internal Flights
7 nights All Inclusive including Virgin Atlantic flights from £2,908 per person
Bequia Beach Hotel
A great boutique resort with a secluded beach on one of the most beautiful islands in the Caribbean, the Bequia Beach Hotel is the ultimate honeymoon hideaway.
7 nights Bed and Breakfast including Virgin Atlantic flights from £2,180 per person
Palm Island Resort & Spa
- Internal Flights
7 nights All Inclusive including Virgin Atlantic flights from £2,854 per person
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