Cheap Flights to Caribbean from $88 (2026/2027)

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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 JuanApril 25 to April 30$186
JFKSan JuanJune 23 to June 24$252
EWRMontego BayMay 5 to May 12$285
LGASanto DomingoApril 27 to April 28$314
JFKMontego BayApril 30 to May 5$319
EWRPiarcoJune 27 to July 4$335
EWRKingstonJune 9 to June 22$336
EWRSantiago de los CaballerosMay 3 to May 15$345
JFKPiarcoJune 1 to June 8$352
JFKSanto DomingoApril 30 to May 1$370
JFKPunta CanaMay 11 to May 14$375
EWRNassauMay 18 to May 21$404
EWRNassauMay 18 to May 21$404
JFKWest EndMay 8 to May 14$446
JFKWest EndMay 8 to May 14$446
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
FLLSan JuanApril 19 to April 27$162
LGASan JuanApril 18 to April 27$195
FLLSantiago de los CaballerosApril 17 to April 20$248
JFKSan JuanApril 18 to April 27$327
EWRMontego BayApril 19 to April 23$331
BOSSan JuanApril 19 to May 9$366
EWRSantiago de los CaballerosApril 19 to April 24$389
JFKNassauApril 18 to April 25$405
EWRPiarcoApril 17 to April 20$428
EWRPiarcoApril 17 to April 20$428
JFKPiarcoApril 17 to April 20$428
FLLPiarcoApril 19 to April 24$437
JFKKingstonApril 17 to April 28$566
BOSKingstonApril 19 to April 26$873
LHRPiarcoApril 19 to April 20$1,519
*Prices include taxes and fees

Best Caribbean Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Coral Costa Caribe Beach Resort - All Inclusive
Sunset at the Palms Resort - Adults Only - All Inclusive
Hotel Riu Palace Aquarelle - All Inclusive
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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! (1,001 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! (2,456 reviews)
Demetri was warm and welcome smile I needed after a long flight, everything was excellent and I hope to return again. I do wish the inside snack shop was open later as well as the outside bar, I would have loved to sit there and enjoy music, pool and drinks in the evening but it didn't change my ...

Reviewed on Apr 10, 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! (1,625 reviews)
We had dinner and it was really good. We had coffee and a small breakfast in the cafe downstairs and it was ok at best. Nice staff, but I wouldn’t recommend.

Reviewed on Apr 11, 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! (1,465 reviews)
👍

Reviewed on Apr 11, 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 $153. 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 $153. 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 $153 and $1,519 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.
What can I expect on a flight to Caribbean?
The duration of your flight and whether you're flying with a full-service or low-priced airline play a major role. If you're searching for long-haul flights to Caribbean, drinks, food and entertainment will often be included. Want cheap flights for family vacations? You'll save with budget carriers. These airlines usually don't have as many inclusions, so be prepared to pay for food and drinks.