What is the best time to find a cheap Caribbean holiday?

You're spoilt for choice when it comes to the Caribbean. With over 28 nations to choose from and over 7,000 islands to explore, you can soak up the sun in ways you didn't think were possible.

Many islands have European history and cultural influences, and some are even still owned and maintained by European nations, but which one is right for you? For those hoping to offset the cost of flights on land, read the following guide:

Generally speaking, the best time to find a cheap Caribbean holiday is during the low season, which runs from mid-April to mid-December. However, the best months to go are arguably between June-August.

Throughout August, flights are cheap, as well as hotels and vacation homes. If you're seeking a cruise or an all-inclusive resort package, the winter months of October, November and mid-December are your best shot at landing the best deal.

Which islands are the cheapest to visit?

  • Cancun (Mexico)
  • Puerto Plata (Dominican Republic)
  • Varadero (Cuba)
  • Rincon (Puerto Rico)
  • Montego Bay (Jamaica)

Cheap places to stay in the Caribbean

When booking for a holiday in the Caribbean, you might find a lack of options on sites like Airbnb or even hostels. Instead, you have hotels and vacation homes to choose from. Splurge a little more on an all-inclusive holiday package and you can have everything from drinks to food, to even activities paid for in advance.

To keep costs low, you'll always want to buy travel insurance. Ensure that you're covered for all the activities you want to get up to so that there aren't any additional expenses you need to worry about in case of any emergencies.

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