Flights To Caribbean - Cheap Flights Starting at CA $79

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How Much Does it Cost To Fly To Caribbean?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

OriginDestinationTravel datesFlights from*
JFKSan JuanApril 24 to May 1CA $425
EWRPunta CanaApril 26 to May 2CA $442
JFKMontego BayMay 12 to June 11CA $444
JFKMontego BayMay 12 to June 11CA $444
JFKPiarcoJune 16 to June 23CA $474
EWRSanto DomingoApril 23 to April 27CA $485
EWRSanto DomingoApril 23 to April 27CA $485
JFKNassauMay 10 to May 14CA $488
JFKNassauMay 10 to May 14CA $488
EWRMontego BayMay 29 to June 2CA $567
JFKSanto DomingoApril 25 to May 4CA $573
JFKSantiago de los CaballerosApril 23 to May 8CA $603
EWRKingstonJune 20 to July 4CA $645
EWRKingstonJune 20 to July 4CA $645
JFKKingstonJune 20 to July 4CA $711
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
FLLSanto DomingoApril 11 to April 13CA $350
LGAPunta CanaApril 11 to April 18CA $597
JFKPunta CanaApril 11 to April 18CA $604
EWRPunta CanaApril 11 to April 18CA $604
BOSMontego BayApril 11 to April 21CA $609
EWRSan JuanApril 10 to April 12CA $621
EWRSan JuanApril 10 to April 12CA $621
EWROranjestadApril 11 to April 13CA $634
EWROranjestadApril 11 to April 13CA $634
JFKSan JuanApril 10 to April 12CA $692
EWRMontego BayApril 12 to April 26CA $750
EWRMontego BayApril 12 to April 26CA $750
JFKKingstonApril 10 to April 12CA $977
JFKKingstonApril 10 to April 12CA $977
JFKMontego BayApril 10 to April 12CA $1,510
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Silver Creek Resort
Hotel Riu Palace Paradise Island - Adults Only - All Inclusive
Sea Castle Vacation Villa
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Travelers ❤️ These Caribbean 🏨

Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St San Juan
Book a stay at this luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Juan and Condado Beach are located nearby.
9/10 Wonderful! (1,000 reviews)
We were informed at breakfast that our Expedia booking didn't include breakfast, which everyone else got for free.

Reviewed on Apr 3, 2026

Opens in a new windowHotel El Convento
British Colonial - Nassau

British Colonial - Nassau

4 out of 5
Number One Bay St Nassau
Book a stay at this beach hotel in Nassau. Enjoy free WiFi, 2 outdoor pools, and 6 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Junkanoo Beach and Cable Beach are located nearby.
8.6/10 Excellent! (2,449 reviews)
Good location, clean, spacious; staff was friendly and polite

Reviewed on Apr 8, 2026

Opens in a new windowBritish Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

4 out of 5
100 Brumbaugh Street San Juan Puerto Rico
Book a stay at this business-friendly hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Juan and Condado Beach are located nearby.
9/10 Wonderful! (1,618 reviews)
AVOID!!! On arrival after flying all day we arrived at 4:00 pm which is room check in time. We noticed the check in line was moving very slowly and there were a lot of people standing with their luggage in the lobby. Once we got to the front of the line we were also notified like the other customers ...

Reviewed on Apr 8, 2026

Opens in a new windowHotel Rumbao, a Tribute Portfolio Hotel
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The Reef at Atlantis

The Reef at Atlantis

4.5 out of 5
Paradise Beach Drive Paradise Island New Providence
Book a stay at this luxury resort in Paradise Island. Enjoy free WiFi, a full-service spa, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Junkanoo Beach and Cable Beach are located nearby.
9/10 Wonderful! (1,463 reviews)
We recently stayed at The Reef at Atlantis while I was travelling for work, and it worked well for both business and family. From a family perspective, it was a great choice. The kids absolutely loved the water park, and the aquarium is genuinely spectacular — there was always something to explore. ...

Reviewed on Apr 8, 2026

Opens in a new windowThe Reef at Atlantis
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Caribbean?
Your next vacation doesn't have to make a huge dent in your budget. During the last seven days, the cheapest roundtrip flight to Caribbean cost CA $183. Find a cheap ticket and spend the money you save on cool experiences. This price was available on Travelocity for flights to Caribbean departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Caribbean?
Pack your bags and jet off with any of the 20 airlines that fly to Caribbean. Make a booking with popular air carrier, Sunrise Airways. It has approximately 43 flights per month to Santo Domingo, Caribbean's premier city, so finding a fare that suits should be a snap.
What is the cheapest month to fly to Caribbean?
Spend more money on great adventures rather than airfares by zipping off to Caribbean in April. This is the best-priced month to jet out to this place according to Travelocity's direct return flight demand from January to December last year. Browse through our range of flights and enjoy a change of scenery without emptying your bank account.
How can I check my flight status to Caribbean?
Check for updates on your flight to Caribbean, make changes and much more from our "Trips" customer portal. Found at the top right of our homepage, it's your gateway to viewing your bookings. Just log in or open an account in seconds. Savvy wanderers can also take advantage of the Travelocity app. You'll get real-time trip updates, along with the ability to book hotels, rental cars and activities while you're on the go. If you have friends or family flying with you, it's also a quick way to share travel info with each other.
How do I find the best deals on flights to Caribbean?
It's always good to book ahead of schedule, and if possible, avoid traveling during the busy tourist season. Another great way to save is by hitting the "Flexible dates" box at the top of the page after searching for your flights. This will show you ticket prices for nearby days. In the last seven days, the lowest price for a return flight to Caribbean was CA $183. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Caribbean with Travelocity?
Pack your case and get set to take off with Travelocity. It's our job to find you fantastic deals on cheap flights to Caribbean. Whether you want flexible airfares with plenty of wiggle room or cheap family flights on budget carriers, we've got what you need.
How much is a flight to Caribbean on average?
Plane tickets for roundtrip flights to Caribbean cost between CA $183 and CA $1,510 in the last seven days. The moment you find an incredible deal, lock it in and get ready to set off on the getaway of your dreams with Travelocity. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.