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Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How Much Does it Cost To Fly To Caribbean?

Prices starting at C$220 for one-way flights and C$200 for round trip flights were available in the last 7 days. Prices and availability are subject to change. Additional terms apply.

Origin Destination Travel Dates Flights From*
EWR San Juan 11 Jul. - 15 Jul. C$200
BOS San Juan 11 Jul. - 15 Jul. C$303
EWR Nassau 13 Jul. - 15 Jul. C$478
EWR Santiago de los Caballeros 24 Aug. - 30 Aug. C$486
EWR Santiago de los Caballeros 24 Aug. - 30 Aug. C$486
EWR Santo Domingo 16 Aug. - 22 Aug. C$519
JFK Kingston 21 Aug. - 3 Sep. C$692
LGA Oranjestad 18 Aug. - 26 Aug. C$817
EWR Punta Cana 23 Jul. - 6 Aug. C$886
JFK Montego Bay 16 Jul. - 19 Jul. C$919
JFK Montego Bay 16 Jul. - 19 Jul. C$919
BOS Punta Cana 23 Jul. - 6 Aug. C$940
JFK Punta Cana 15 Jul. - 20 Jul. C$952
EWR Montego Bay 16 Jul. - 19 Jul. C$957
JFK Oranjestad 7 Aug. - 8 Aug. C$1,300
*Prices include taxes and fees
Origin Destination Travel Dates Flights From*
YYZ Santo Domingo 25 Jun. - 2 Jul. C$512
YYZ Oranjestad 25 Jun. - 27 Jun. C$514
EWR Santo Domingo 27 Jun. - 30 Jun. C$542
EWR Santo Domingo 27 Jun. - 30 Jun. C$542
PHL Oranjestad 26 Jun. - 3 Jul. C$580
LGA Oranjestad 26 Jun. - 3 Jul. C$716
YYZ Nassau 25 Jun. - 2 Jul. C$731
YYZ Montego Bay 25 Jun. - 2 Jul. C$735
YYZ Punta Cana 25 Jun. - 2 Jul. C$746
EWR Oranjestad 26 Jun. - 3 Jul. C$806
YYZ Kingston 25 Jun. - 7 Jul. C$826
YYZ Santiago de los Caballeros 26 Jun. - 5 Jul. C$860
JFK Oranjestad 26 Jun. - 3 Jul. C$2,027
*Prices include taxes and fees


FAQs about Cheap Flights to Caribbean

How many airlines can I choose from when flying to Caribbean?

Travelocity works in partnership with 20 Airlines to bring you the best flights to Caribbean.

How far in advance can I book a flight to Caribbean?

It is possible to compare prices on international airfares through Travelocity 12 months prior to your flight. However, how far you can book in advance differs between airline carriers as some do not release their prices this far out. According to Travelocity flight demand data, last-minute planners are still able to bag a bargain as some of the cheapest fares appear 1-2 weeks prior to their departure date.

Are there any popular airlines that fly to Caribbean?

Fly in style with Travelocity, and choose from Swoop, Copa, United, Air Canada, Air Transat, Caribbean Airlines, Delta, American Airlines.

What is the cheapest flight to Caribbean on Travelocity?

Looking for a bargain? Check out our cheapest flight to Caribbean, taking you from Toronto (YYZ) to Montego Bay (MBJ) for only C$200.

How can I save the most money on my flight to Caribbean?

We'll let you in on a secret...You can save big on flights if you mix and match your airlines and fare types. In fact, travellers who booked flights on Travelocity.ca in 2019 saved close to 55% when their return flights consisted of two different airlines or fare types.

  • *According to flight demand on Travelocity.ca from January to December 2019. Savings are subject to change and may vary depending on selections made.

What is the cheapest day to book flights to Caribbean with Travelocity?

Airfares offered on Fridays tend to be the cheapest, according to flight demand on Travelocity.ca in 2019. Purchasing your airfares on a Monday or Tuesday can also provide better value, however, our advice, if you’re looking to save money, is to avoid booking on a Saturday. Our data shows, the start of the weekend has the highest ticket values on average, so keep this in mind if you’re browsing flight deals on a weekend.

What is the cheapest day to fly to Caribbean?

Frequent travellers may already know this, but earlier in the week is often the cheapest time to fly. Flights departing on a Tuesday are the cheapest of the week. Since weekend flights tend to be more popular, this causes the prices to rise which is why on average, airfares booked on Travelocity.ca in 2019 were most expensive for Saturday departures.

When is the least expensive month to fly to Caribbean?

Travelocity travel data indicates the cheapest month to fly to Caribbean is October for one-way flights. If you're looking to book your return journey at the same time, then January is the cheapest month for round-trip tickets.

What happens if my Caribbean flight is cancelled due to COVID-19?

If your flight is cancelled due to COVID-19, then please visit our Customer Service Portal where you will find more information. Check out your Itinerary too as you can view your airline's cancellation policy, outlining what they will and won't let you do in relation to your cancelled flight.

Can I cancel my flights to Caribbean due to COVID-19?

Cancellation is dependent on the airline you have chosen for your Caribbean trip. Many airlines will still travel to areas that have been impacted by COVID-19. However, please check the airline's COVID-19 cancellation policy before you decide to travel, or if you have already booked, please visit our Customer Service Portal for more information on your airline's cancellation policy.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.