Cheap Flights to Caribbean from $77 (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 April 30$180
EWRSan JuanApril 8 to April 18$193
EWRSanto DomingoApril 29 to May 8$246
EWRSanto DomingoApril 29 to May 8$246
EWRPunta CanaMay 19 to May 23$246
JFKSan JuanMarch 23 to April 1$247
JFKOranjestadApril 28 to May 6$297
JFKPunta CanaApril 24 to May 7$306
LGAPiarcoMarch 20 to March 25$308
JFKPiarcoMarch 27 to April 4$328
JFKNassauMarch 23 to March 26$356
LGAKingstonMay 12 to May 15$357
JFKKingstonMay 15 to May 16$403
JFKWest EndMarch 20 to March 24$419
JFKWest EndMarch 20 to March 24$419
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
EWRMontego BayMarch 14 to March 25$323
EWRMontego BayMarch 14 to March 25$323
EWRPiarcoMarch 14 to March 18$358
EWRPiarcoMarch 14 to March 18$358
EWRSan JuanMarch 14 to March 31$388
EWRSan JuanMarch 14 to March 31$388
EWRSantiago de los CaballerosMarch 14 to March 19$412
JFKOranjestadMarch 15 to March 18$436
JFKOranjestadMarch 15 to March 18$436
JFKSanto DomingoMarch 15 to March 20$437
JFKPiarcoMarch 15 to March 31$456
JFKSan JuanMarch 15 to March 18$461
JFKNassauMarch 15 to March 19$504
EWRKingstonMarch 14 to March 23$538
EWRKingstonMarch 14 to March 23$538
*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 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! (1,008 reviews)
Staff was amazing and the property was incredible. Amazing historical building with great views and a perfect location. Perks like the wine and cheese hour were so nice and I wish I had a longer stay!

Reviewed on Mar 4, 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! (2,316 reviews)
My fourth time here i feel like home a few inconvenience upon checking in was very upset but the manager like always turned it in to a great experience once again i love British colonial

Reviewed on Mar 4, 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! (1,555 reviews)
Great location and price!

Reviewed on Mar 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! (1,437 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 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 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 $538 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.