Flights To Caribbean - Cheap Flights Starting at CA $170

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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*
EWRSan JuanFebruary 21 to March 6CA $241
FLLOranjestadFebruary 28 to March 9CA $285
JFKPunta CanaFebruary 28 to March 7CA $356
FLLKingstonFebruary 6 to February 9CA $390
JFKPiarcoMarch 2 to March 11CA $438
JFKPiarcoMarch 2 to March 11CA $438
JFKSanto DomingoMarch 8 to March 15CA $439
EWRNassauMarch 2 to March 9CA $446
JFKOranjestadFebruary 25 to March 4CA $448
JFKSantiago de los CaballerosFebruary 10 to February 17CA $459
JFKSantiago de los CaballerosFebruary 10 to February 17CA $459
JFKNassauFebruary 23 to March 3CA $472
JFKMontego BayFebruary 21 to February 26CA $479
JFKKingstonFebruary 7 to February 14CA $562
EWRPiarcoMarch 1 to March 6CA $635
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
EWRSan JuanJanuary 25 to February 3CA $227
EWRSan JuanJanuary 25 to February 3CA $227
LGAOranjestadJanuary 24 to January 31CA $343
EWROranjestadJanuary 24 to January 31CA $381
JFKSan JuanJanuary 25 to February 3CA $423
JFKSantiago de los CaballerosJanuary 23 to January 29CA $459
JFKSantiago de los CaballerosJanuary 23 to January 29CA $459
JFKOranjestadJanuary 24 to January 31CA $481
JFKPiarcoJanuary 23 to January 30CA $638
JFKPiarcoJanuary 23 to January 30CA $638
JFKSanto DomingoJanuary 23 to January 26CA $707
JFKSanto DomingoJanuary 23 to January 26CA $707
LGAKingstonJanuary 23 to January 25CA $1,076
EWRKingstonJanuary 23 to January 25CA $1,211
JFKKingstonJanuary 23 to January 25CA $1,245
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Silver Creek Resort
Coral Costa Caribe Beach Resort - All Inclusive
Ola Boutique Hotel
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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 Pan American Pier are located nearby.
9/10 Wonderful! (1,007 reviews)
Room was a little small.

Reviewed on Jan 14, 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 8 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cable Beach and Pirates of Nassau Museum are located nearby.
8.6/10 Excellent! (2,177 reviews)
Staff was amazing and clean grounds

Reviewed on Jan 18, 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 Pan American Pier are located nearby.
9/10 Wonderful! (1,471 reviews)
?$6(7))

Reviewed on Jan 19, 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 Cable Beach and Aquaventure are located nearby.
8.8/10 Excellent! (1,420 reviews)
Staff is always friendly and accommodating

Reviewed on Jan 17, 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 $227. 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 15 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 $227. 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 $227 and CA $1,245 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.