$66 Cheap flights to Caribbean

If you're headed to Caribbean, consider flying into Simpson Bay Princess Juliana airport in Simpson Bay for the best deals, with an average airfare of $44. Alternatively, George Town Owen Roberts Intl airport in George Town is a close second for cheapest flights to Caribbean with an average airfare of $47.

Prices for flights to Caribbean are refreshed on a daily basis.

As of January 2026, there are 72 operators available to choose from for flights to Caribbean.

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel to Caribbean.

The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.