JetBlue Airways via ShermansTravel discounts JetBlue Airways Roundtrip Fares to the Caribbean, with prices starting at $155.48. (On the ShermansTravel landing page, click on "JetBlue.com" in the main paragraph to see these fares. Although the landing page shows 1-way flights from $91, roundtrip airfare is required in most cases.) That's the lowest price we could find for select routes today by at least $34. Book this travel deal by June 31 for travel through September 30.

All prices, dates, and booking details were valid at the time of publication.