Cheap Flights to Caribbean from $119 (2026/2027)

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A marina with a white boat named 'Achina' docked, surrounded by palm trees and a building with a green roof.

Punta Cana

Flights
Punta Cana

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.

Sat, Sep 19 - Sun, Sep 27
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$237 Roundtrip, just found
$237
Roundtrip
just found
Select Delta flight, departing Sat, Sep 19 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Sun, Sep 27, priced at $237 just found
Tue, Sep 15 - Wed, Sep 16
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$241 Roundtrip, found 6 days ago
$241
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Sep 15 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Wed, Sep 16, priced at $241 found 6 days ago
Wed, Oct 28 - Thu, Oct 29
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$242 Roundtrip, just found
$242
Roundtrip
just found
Select JetBlue Airways flight, departing Wed, Oct 28 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Thu, Oct 29, priced at $242 just found
Sat, Sep 19 - Sun, Sep 27
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$242 Roundtrip, just found
$242
Roundtrip
just found
Select American Airlines flight, departing Sat, Sep 19 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Sun, Sep 27, priced at $242 just found
Thu, Sep 10 - Wed, Sep 16
BOS
Logan Intl.
SJU
Luis Munoz Marin Intl.
$287 Roundtrip, just found
$287
Roundtrip
just found
Select JetBlue Airways flight, departing Thu, Sep 10 from Logan Intl. to Luis Munoz Marin Intl., returning Wed, Sep 16, priced at $287 just found
Thu, Nov 5 - Sun, Nov 8
BOS
Logan Intl.
SDQ
Las Americas Intl.
$335 Roundtrip, found 1 day ago
$335
Roundtrip
found 1 day ago
Select Arajet flight, departing Thu, Nov 5 from Logan Intl. to Las Americas Intl., returning Sun, Nov 8, priced at $335 found 1 day ago
Tue, Oct 27 - Tue, Nov 3
JFK
John F. Kennedy Intl.
SDQ
Las Americas Intl.
$338 Roundtrip, found 2 hours ago
$338
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, Oct 27 from John F. Kennedy Intl. to Las Americas Intl., returning Tue, Nov 3, priced at $338 found 2 hours ago
Mon, Nov 2 - Thu, Nov 5
JFK
John F. Kennedy Intl.
MBJ
Sir Donald Sangster Intl.
$354 Roundtrip, found 4 hours ago
$354
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Mon, Nov 2 from John F. Kennedy Intl. to Sir Donald Sangster Intl., returning Thu, Nov 5, priced at $354 found 4 hours ago
Fri, Aug 28 - Thu, Sep 3
JFK
John F. Kennedy Intl.
NAS
Lynden Pindling Intl.
$361 Roundtrip, found 6 days ago
$361
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Fri, Aug 28 from John F. Kennedy Intl. to Lynden Pindling Intl., returning Thu, Sep 3, priced at $361 found 6 days ago
Mon, Sep 28 - Thu, Oct 1
JFK
John F. Kennedy Intl.
KIN
Norman Manley Intl.
$367 Roundtrip, found 3 hours ago
$367
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Mon, Sep 28 from John F. Kennedy Intl. to Norman Manley Intl., returning Thu, Oct 1, priced at $367 found 3 hours ago
OriginDestinationTravel DatesFlights From*
JFKSan JuanSeptember 8 to September 15$237
JFKSan JuanSeptember 8 to September 15$237
EWRSan JuanOctober 11 to October 16$246
EWRSanto DomingoOctober 30 to November 4$335
JFKSanto DomingoOctober 27 to November 3$338
JFKMontego BayNovember 2 to November 5$354
JFKKingstonSeptember 28 to October 1$367
EWRNassauSeptember 12 to September 17$371
LGAPiarcoAugust 18 to August 25$376
JFKOranjestadSeptember 8 to September 16$387
JFKPunta CanaSeptember 8 to September 17$397
JFKSantiago de los CaballerosAugust 28 to September 2$424
JFKSantiago de los CaballerosAugust 28 to September 2$424
JFKPiarcoAugust 14 to August 18$455
JFKWest EndOctober 5 to October 11$467
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
EWRPiarcoAugust 2 to August 8$453
EWRSan JuanAugust 2 to August 13$487
JFKMontego BayJuly 31 to August 23$608
JFKPiarcoAugust 2 to August 8$665
JFKSanto DomingoAugust 2 to September 6$691
JFKSanto DomingoAugust 2 to September 6$691
EWRPunta CanaAugust 2 to August 7$737
JFKPunta CanaJuly 31 to August 4$737
EWROranjestadJuly 31 to August 3$782
JFKKingstonJuly 31 to August 2$795
JFKKingstonJuly 31 to August 2$795
EWRNassauJuly 31 to October 31$813
EWRSanto DomingoAugust 2 to August 14$827
JFKOranjestadJuly 31 to August 3$857
EWRMontego BayAugust 2 to August 7$1,072
*Prices include taxes and fees

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.
9.2/10 Wonderful! (1,002 reviews)
"Thank you!"

Reviewed on Jul 29, 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 Aquaventure are located nearby.
8.6/10 Excellent! (2,841 reviews)
"Are you having a laugh asking for a review! threatened with police exit after we fedused to pay money that we didnt agree too and you took any ways. We paid our $400+ room! We just asked for a refund and happy to Leave - but ejected into Nassau at 3 am With police threats Whilst we sat quietly i ..."

Reviewed on Jul 29, 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! (1,819 reviews)
"great location"

Reviewed on Jul 29, 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 Aquaventure and Atlantis Casino are located nearby.
9/10 Wonderful! (1,601 reviews)
"Everything is perfect"

Reviewed on Jul 29, 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 $237. 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 18 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 September. 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 $237. 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 $237 and $1,072 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.