Cheap Flights to Caribbean from $76 (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*
LGASan JuanApril 25 to May 2$182
EWRSan JuanApril 8 to April 14$197
JFKSan JuanMarch 24 to April 1$231
EWRSanto DomingoJune 4 to June 8$246
EWRPunta CanaMay 26 to May 30$277
JFKMontego BayApril 28 to May 1$298
LGAPiarcoMarch 31 to April 3$308
EWRSantiago de los CaballerosMarch 22 to March 26$311
JFKOranjestadApril 12 to April 21$339
JFKSanto DomingoMay 3 to May 5$342
EWRNassauJune 5 to June 9$349
LGAKingstonMay 12 to May 15$357
JFKNassauMay 11 to May 15$377
JFKWest EndApril 1 to April 14$562
JFKWest EndApril 1 to April 14$562
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
EWRMontego BayMarch 15 to March 25$317
EWRMontego BayMarch 15 to March 25$317
EWRPiarcoMarch 14 to March 18$358
EWRSan JuanMarch 15 to March 18$413
JFKSantiago de los CaballerosMarch 14 to March 25$426
JFKPiarcoMarch 14 to April 13$433
EWRNassauMarch 14 to March 21$447
EWRNassauMarch 14 to March 21$447
JFKSanto DomingoMarch 15 to March 19$460
JFKSan JuanMarch 15 to March 18$461
JFKNassauMarch 14 to March 21$467
EWRSanto DomingoMarch 15 to March 19$506
EWRKingstonMarch 14 to March 21$583
JFKKingstonMarch 15 to March 22$594
JFKPunta CanaMarch 14 to March 17$647
*Prices include taxes and fees

Best Caribbean Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Silver Creek Resort
Sunset at the Palms Resort - Adults Only - All Inclusive
Hotel Riu Palace Paradise Island - Adults Only - 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! (1,009 reviews)
Nice hotel, but a bit pricey for what it was. My biggest complaint is that it was very loud. The automatic lights to the front of the

Reviewed on Mar 6, 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! (2,318 reviews)
The hotel and amenity areas were clean and well maintained. Check in and out was easy and welcoming. Great location in the heart of Nassau. Very walkable to shops and restaurants. Really enjoyed the beach and swimming area. Beautiful sand beach and easy water entry. A private beach which was nice. ...

Reviewed on Mar 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! (1,557 reviews)
Loved the location, walkable distance to many of the popular spots in Viejo San Juan. Has both a cafe and restaurant on property.

Reviewed on Mar 6, 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! (1,438 reviews)
Friendly and helpful

Reviewed on Mar 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 $170. 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 March. 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 $170. 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 $170 and $647 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.