Each Caribbean location has its own culture and traditions, offering everything from historical stays to relaxing beachfront escapes. Travelers can choose from popular spots like Jamaica, Puerto Rico, the Bahamas, the Dominican Republic and more.
Popular among families and people looking for an easy escape, all-inclusive packages are common here at budget-friendly as well as luxurious properties. These packages tend to include flights, hotel stays, meals and some activities.
Prices are most reasonable June-November, which is hurricane season in the Caribbean. Aruba, Bonaire and Curacao are popular during those months because they fall outside of the hurricane belt. The most popular time to visit is mid-December into April, and prices can shoot up over spring break times.
Caribbean Vacations & Package Deals
Aruba 4-Night Escape: All-Inclusive + Flights
CheapCaribbean.com • Caribbean
Select August-September dates
Dominican Republic 4-Star Getaway w/Meals & Drinks
CheapCaribbean.com • Puerto Plata
$699 & up
Punta Cana for Adults Only: 4 Nights w/Flights
Vacation Express • Dominican Republic
Select June-October dates