Caribbean Holidays 2022/2023

The Caribbean has year-round warm weather, delicious local cuisine and offers bright white sands and warm seas. Sit back and enjoy the views, watch a carnival, or drift off to the soothing sound of the waves.

Caribbean Holiday Deals 2022/2023

Year-round relaxation

Covering the Caribbean Sea and reaching all the way to the eastern tip of South America, the Caribbean region has average summer temperatures of 30°C. The temperature hovers around 27°C even in the cooler months, making it a favourite ‘unwind and recharge’ destination all year round. There are a wide variety of holiday options for the sun seeker, adventurer and nature lover here, as well as activities of cultural and historical interest.

Language: Spanish, English

Time Difference: GMT -4 / GMT -5

Population: 39 Million


Dominican Republic

Dominican Republic holidays boast pristine Caribbean beaches and stunning interior landscapes. The warm aquamarine sea that laps the shore houses large coral reefs for snorkelling around. With some of the most popular and luxury resort complexes in the Caribbean, there are abundant watersport opportunities.


Antigua is the stuff of holidaymakers' dreams. Tiny though it may be, its white-sand borders stretch out to coral reefs and shipwrecks on one end and restaurants touting easy-going Caribbean music on the other. Cheap holidays to Antigua are part-beach, part-cuisine and all relaxation.


Every side of Aruba is this little island's good side – check out our Aruba All Inclusive holidays to have a fuss-free holiday. From some of the world's best white-sand beaches, to friendly faces, pastel-coloured buildings and year-round sunshine, this patch of the Caribbean is gorgeous no matter which way you look.


Barbados holidays have long been synonymous with images of a platinum coastline, palm dotted sands and gallons of rum punch. This is what you might expect when you visit here, but there is so much more to experience beneath the surface of the Caribbean scenes we all dream about.


The largest island in the Caribbean, holidays to Cuba boast luxurious white beaches along the coast, but head inland and you'll find a landscape of rugged mountains and miles of untouched countryside dotted with tobacco fields. Cuba is a magical country steeped in history and culture, promising an unforgettable holiday.


With its balmy climate, stunning scenery and laid-back vibe, Jamaica is an enticing holiday destination. Add to this deliciously spicy cuisine and colourful musical tradition, and you'll soon catch the bug for holidays to Jamaica. Have lively times in Montego Bay or Ocho Rios, or a slowed-down pace in Runaway Bay.

St Lucia

An island of intense beauty, you can choose to explore the rainforests or stick to the sandy shores when on holiday in St Lucia. Beaches are either volcanic black or pure white sand and the ocean is amazingly clear for spotting sea creatures, while there are luxury resorts where people love to get married, party and wander the tranquil villages.


Stunning scenery and beautiful beaches make holidays in Grenada a no-brainer. This Caribbean country may be small, but it certainly packs a punch when it comes to pretty palm trees, colourful towns and wonderful wildlife.

Take your pick of the islands

Each of the Caribbean islands offers its own unique personality and qualities, making it easy to select one that ticks all the boxes on your personal holiday wish list. You could opt for one of the the vibrant, music-filled party atmosphere islands, such as big and bold Cuba, or enjoy the lush beauty and serene nature of islands like St Lucia.

It’s worth planning ahead as the activities available can vary depending on the time of year, but whether you’re planning to drink and dance, hike or snorkel, it should be easy to keep yourself entertained wherever you go.

Beaches for family fun, or some quiet solitude

If you prefer a cheap Caribbean holiday, then relax on the beach. Caribbean holidays are a beach lovers emporium, with literally hundreds of prime quality sandy stretches scattered across the region. Beaches and coves range from family-friendly zones to secluded havens, where you could spend the whole day in peaceful solitude while working on your tan.

The tiny island of Aruba and larger and more well-known Dominican Republic both offer pristine white sands, and Cuba‘s Varadero Beach is known as ‘the best beach in the world’.

Mix and match with multi-stop tours

With so many destinations in fairly close proximity to each other there’s also the option to create your own multi-stop tour. This is a great way to get a deeper sense of the character and variety of the Caribbean and take home some great memories.

You could start out relaxing at an All Inclusive hotel in Jamaica, then hop over to St Lucia and feast your senses on its luscious jungle landscape and exotic sea life. And finish off in singer Rihanna’s home of laid-back Barbados, all while enjoying a classic Caribbean cocktail and watching the sun go down.

Enjoy a taste of local cuisine

Each Caribbean island has its own unique cuisine, so it’s worth making an effort to eat out locally and sample what’s on offer. The Caribbean also has a long rum-making history.

Take a sip of Mount Gay Rum straight from the distillery in Barbados, or try some Old Jamaica Rum at the Appleton Estate in Jamaica. St Lucia offers a fine chocolate tour of the Rabot Estate, and you can even learn about the history of the Trinitario cocoa bean in Grenada.

Take in some nature, history or culture

There’s plenty to see and do between chilled out beach days. Cricket fans can watch a match at the Kensington Oval in Barbados. In Jamaica you can visit Bob Marley’s birthplace at Nine Mile and his former home in Kingston. You can get a taste of wild nature with whale-watching in the Dominican Republic or taking a hike in the stunning Pitons of St. Lucia.

Join the fun of carnivals and festivals

Many of the islands have carnivals and festivals throughout the year with floats, live music and delicious street food. Plan ahead to join in the fun. Holiday to the Caribbean offers a real treasure chest of things to see and do to suit families, couples and groups. With its balmy temperatures even in winter, it’s the perfect getaway option at any time of the year.

Frequently asked questions about holidays to the Caribbean

Question: When is the best time to go to the Caribbean?
Answer: Travel between February and May to experience the driest months of the year. You’ll enjoy a hot, tropical climate that will be mostly dry. If you’re looking for higher temperatures with a risk of rain then July to November is the time to visit the Caribbean.

Question: What is the cheapest month to go to the Caribbean?
Answer: Be sure to browse around for better deals when it comes to booking a holiday to the Caribbean. You can save yourself money when you look at different dates, different duration lengths and alternative resorts. Do as much shopping around as you can to ensure you get the best price. Be on the lookout for discount codes, special offers and more to help bring the price down too.

Question: Which Caribbean island has the best beaches?
Answer: Aruba is well known for it’s amazing beaches and waters. If you’re looking to unwind, relax and take everything in then Aruba is the place to go. There’s so many beaches to choose from across the islands though so be sure to do your own research too.

Question: What is the rainy season in the Caribbean?
Answer: The rainiest months tend to be between May and November but as all islands are different there can be slight movements in this time period. October and September tend to be the rainiest months for most of the islands.

Question: Which Caribbean island is the most popular?
Answer: The Dominican Republic is extremely popular due to the great value this destination offers. You’ll find fantastic cheap holidays to the Dominican Republic with Holiday Hypermarket. Experience everything the Caribbean has to offer in this dreamy destination and fall in love with holidays all over again.