Loading, please wait...
Get comprehensive travel insurance for your next trip to the Caribbean, with policies starting from just *
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:
What is the best time to find a cheap Caribbean holiday?
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.
Related content
If you enjoyed this article and would like more info on travel to Tunisia, check out our other posts on the topic.
- Travel vaccinations for Caribbean
- Best time to go to the Caribbean
- The cheapest Caribbean island
- What to do in the Caribbean for young people
- What to eat in the Caribbean
- What to see and do in the Caribbean
- Guide to the best Caribbean Islands
- Travel insurance homepage
- Travel insurance FAQs
- Our policies:
- Cheap Travel Insurance
- Single Trip Travel Insurance
- Annual Travel Insurance
- Cruise Travel Insurance
- Our cover levels:
- Bronze cover policy
- Silver cover policy
- Gold cover policy
- Platnium cover policy
- Additional cover:
- Gadget Travel Insurance
- Sports Travel Insurance
- Ski Insurance
- Water Sports Travel Insurance
- Wedding Travel Insurance
- What Happens If You Miss Your Flight?
- Winter Sports Travel Insurance
- Family travel:
- Children's Travel Insurance
- Family Travel Insurance
- Single Parent Travel Insurance
- Over 65's Travel Insurance
- Medical Insurance Homepage
- Allergies Travel Insurance
- Angina Travel Insurance
- Arthritis Travel Insurance
- Asthma Travel Insurance
- Brain Tumour Travel Insurance
- Breast Cancer Travel Insurance
- Broken Bones Travel Insurance
- Cancer Travel Insurance
- COPD Travel Insurance
- Crohn's Disease Travel Insurance
- Dementia Travel Insurance
- Depression Travel Insurance
- Diabetes Travel Insurance
- Disability Travel Insurance
- DVT Travel Insurance
- Epilepsy Travel Insurance
- Heart Condition Travel Insurance
- High Blood Pressure Travel Insurance
- Gall Stones Travel Insurance
- Lupus Travel Insurance
- MS Travel Insurance
- Prostate Cancer Travel Insurance
- Stroke Travel Insurance
- Children with Medical Conditions Travel Insurance
- Cruise Travel Insurance with Medical Conditions
- Senior Travel Insurance with Medical Conditions
- Travelling With Medication
- Travelling With Diabetes
- Adventure Travel Insurance
- Annual Cruise Travel Insurance
- Couple's Travel Insurance
- Extreme Sports Travel Insurance
- Gap Year Travel Insurance
- Group Travel Insurance
- Hiking Insurance
- Interrail Travel Insurance
- International Travel Insurance
- Long Term Travel Insurance
- Off-piste Ski Insurance
- Over 70's Travel Insurance
- Over 80's Travel Insurance
- Pregnancy Travel Insurance
- Sailing Travel Insurance
- Scuba-diving Travel Insurance
- Senior Travel Insurance
- Student Travel Insurance
- Travel Health Travel Insurance
- Under 16 Travel Insurance
- Under 18 Travel Insurance
- Volunteering Abroad Travel Insurance
- Weekend Travel Insurance
- Working Holiday Insurance
- Holiday Cancellation Insurance
- EHIC Information
- Car Hire Excess Cover
- Compare Travel Insurance
- UK
- Worldwide Travel Insurance
- European Travel Insurance
- Africa
- Australia
- Bali
- Bhutan
- Canada
- Caribbean
- China
- Columbia
- Cyprus
- Dubai
- Egypt
- France Travel insurance
- Germany
- Greece
- Halong Bay Vietnam
- Iceland
- India
- Indonesia Travel Insurance
- Ireland
- Italy
- Japan
- Kenya
- Malaysia
- Mexico
- Morocco
- New Orleans
- New York
- New Zealand
- Russia
- Singapore
- Spain
- South Africa
- Thailand
- Tunisia
- Turkey
- USA
- Vietnam Travel Insurance
Holiday Extras Cover Ltd is authorised and regulated by the Financial Conduct Authority. Holiday Extras Cover Ltd 05058680 is registered in England and Wales. Registered address: Ashford Road, Newingreen, Kent CT21 4JF.
Holiday Extras Cover Ltd is underwritten by Travel Insurance Facilities plc which is authorised and regulated by the Financial Conduct Authority. Registered address: 2nd Floor, 1 Tower View, Kings Hill, West Malling, Kent, ME19 4UY. Company number 03220410.