Cheap Flights to Caribbean from $78 (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 28 to May 5$188
LGAMontego BayApril 21 to April 25$275
JFKSan JuanApril 27 to April 28$295
EWRSanto DomingoApril 23 to April 25$298
JFKMontego BayMay 12 to June 5$309
LGAKingstonApril 27 to April 29$331
JFKOranjestadMay 4 to May 8$339
EWRPiarcoJune 3 to June 9$350
JFKNassauApril 28 to May 6$351
JFKNassauApril 28 to May 6$351
JFKSanto DomingoJune 14 to June 15$373
JFKSantiago de los CaballerosApril 30 to May 1$383
JFKWest EndMay 1 to May 5$473
JFKWest EndMay 1 to May 5$473
JFKKingstonMay 13 to June 3$482
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
EWRSan JuanApril 12 to April 17$231
EWRSan JuanApril 12 to April 17$231
JFKSan JuanApril 10 to April 14$326
JFKMontego BayApril 11 to April 19$347
JFKNassauApril 11 to April 16$378
JFKNassauApril 11 to April 16$378
EWROranjestadApril 10 to April 15$390
JFKSanto DomingoApril 12 to April 22$392
JFKPiarcoApril 10 to April 18$407
JFKPiarcoApril 10 to April 18$407
JFKSantiago de los CaballerosApril 10 to May 9$463
JFKSantiago de los CaballerosApril 10 to May 9$463
LGAKingstonApril 10 to April 17$503
EWRSantiago de los CaballerosApril 12 to April 17$512
JFKKingstonApril 10 to April 17$636
*Prices include taxes and fees

Best Caribbean Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Montego Bay - Adults Only - All Inclusive
Hotel Riu Palace Paradise Island - 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! (1,003 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! (2,435 reviews)
The room was clean; however, it was difficult to get fresh towels. The staff were mostly friendly, but there were times when they seemed annoyed or ignored you completely, the Wi-Fi is awful. We had no Wi-Fi in our room, and the only place you could get Wi-Fi was in the lobby area.

Reviewed on Apr 6, 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! (1,615 reviews)
Nice hotel close to the cruise port.

Reviewed on Apr 5, 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! (1,469 reviews)
The staff in restaurants and pool area are the worse

Reviewed on Apr 5, 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 $155. 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 $155. 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 $155 and $636 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.