On Island Time with Summer Flights to the Caribbean for Under $300 🏝️ 🌞

Here are some great fares we've found for round-trip flights to the Caribbean during the summer months. All the fares listed below are through full-service airlines and are for less than $300 round trip. The lowest fare we've found is nonstop between New York and Puerto Rico from $147 round trip.

*Please note that hurricane season in the Caribbean runs from early June through November. However, it's quite rare for severe storms to come before September and there are a lot of benefits to traveling to the Caribbean in the summertime, such as more availability and cheaper accommodations.

Details

You may have to scroll past cheaper fares with budget airlines Spirit and Frontier to find the suggested flights with full-service airlines.

Flights to Puerto Rico

Flights to the Dominican Republic

Flights to Aruba

Flights to Jamaica

Flights to the Bahamas

Flights to the U.S. Virgin Islands

Flights to the Grand Cayman

Additional Information

All of our deals are available at the time of publishing, but prices are subject to fluctuate and change at any time.