Cheap Flights to Caribbean from $95 (2026/2027)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Caribbean's top cities

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.

Tue, May 26 - Thu, May 28
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$189 Roundtrip, just found
$189
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, May 26 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Thu, May 28, priced at $189 just found
Tue, Jun 2 - Wed, Jun 3
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$252 Roundtrip, found 5 hours ago
$252
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Tue, Jun 2 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Wed, Jun 3, priced at $252 found 5 hours ago
Thu, Aug 20 - Thu, Aug 27
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$266 Roundtrip, found 15 hours ago
$266
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Thu, Aug 20 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Thu, Aug 27, priced at $266 found 15 hours ago
Sun, Oct 25 - Thu, Oct 29
EWR
Newark Liberty Intl. Airport
PUJ
Punta Cana Intl.
$272 Roundtrip, found 5 hours ago
$272
Roundtrip
found 5 hours ago
Select Arajet flight, departing Sun, Oct 25 from Newark Liberty Intl. Airport to Punta Cana Intl., returning Thu, Oct 29, priced at $272 found 5 hours ago
Thu, Oct 15 - Wed, Oct 21
EWR
Newark Liberty Intl. Airport
SDQ
Las Americas Intl.
$272 Roundtrip, just found
$272
Roundtrip
just found
Select Arajet flight, departing Thu, Oct 15 from Newark Liberty Intl. Airport to Las Americas Intl., returning Wed, Oct 21, priced at $272 just found
Sat, Jul 4 - Tue, Jul 7
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$277 Roundtrip, found 11 hours ago
$277
Roundtrip
found 11 hours ago
Select Delta flight, departing Sat, Jul 4 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Tue, Jul 7, priced at $277 found 11 hours ago
Tue, Jun 2 - Thu, Jun 18
JFK
John F. Kennedy Intl.
MBJ
Sir Donald Sangster Intl.
$318 Roundtrip, just found
$318
Roundtrip
just found
Select JetBlue Airways flight, departing Tue, Jun 2 from John F. Kennedy Intl. to Sir Donald Sangster Intl., returning Thu, Jun 18, priced at $318 just found
Mon, May 18 - Fri, May 22
JFK
John F. Kennedy Intl.
PUJ
Punta Cana Intl.
$337 Roundtrip, just found
$337
Roundtrip
just found
Select JetBlue Airways flight, departing Mon, May 18 from John F. Kennedy Intl. to Punta Cana Intl., returning Fri, May 22, priced at $337 just found
Mon, May 11 - Wed, May 20
JFK
John F. Kennedy Intl.
AUA
Queen Beatrix Intl.
$347 Roundtrip, just found
$347
Roundtrip
just found
Select JetBlue Airways flight, departing Mon, May 11 from John F. Kennedy Intl. to Queen Beatrix Intl., returning Wed, May 20, priced at $347 just found
Wed, May 27 - Mon, Jun 1
JFK
John F. Kennedy Intl.
POS
Piarco Intl.
$350 Roundtrip, found 2 hours ago
$350
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, May 27 from John F. Kennedy Intl. to Piarco Intl., returning Mon, Jun 1, priced at $350 found 2 hours ago
Sun, May 10 - Thu, May 14
JFK
John F. Kennedy Intl.
NAS
Lynden Pindling Intl.
$363 Roundtrip, found 1 hour ago
$363
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Sun, May 10 from John F. Kennedy Intl. to Lynden Pindling Intl., returning Thu, May 14, priced at $363 found 1 hour ago
OriginDestinationTravel DatesFlights From*
EWRSan JuanMay 26 to May 28$189
JFKSan JuanJune 2 to June 3$252
LGAMontego BayMay 10 to May 14$299
JFKMontego BayJune 2 to June 18$318
EWRSanto DomingoJune 3 to June 10$335
JFKOranjestadMay 10 to May 14$347
JFKPiarcoMay 27 to June 1$350
JFKNassauMay 10 to May 14$363
EWRKingstonJune 20 to June 27$390
JFKSanto DomingoJune 23 to June 24$394
EWRSantiago de los CaballerosMay 16 to May 22$400
JFKSantiago de los CaballerosJune 1 to June 2$407
JFKKingstonMay 16 to May 22$421
JFKWest EndMay 25 to June 2$697
JFKWest EndMay 25 to June 2$697
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MIASan JuanMay 2 to May 9$195
MIAPiarcoMay 2 to May 7$280
MIAPunta CanaMay 3 to May 15$285
MIANassauMay 1 to May 1$293
MIASanto DomingoMay 2 to May 9$295
MIAMontego BayMay 3 to May 10$301
MIAKingstonMay 2 to May 13$411
MIAOranjestadMay 1 to May 4$418
MIAWest EndMay 1 to May 4$430
YYZPiarcoMay 3 to July 16$500
MIASantiago de los CaballerosMay 2 to August 5$531
LGWKingstonMay 1 to May 4$1,090
LHRNassauMay 1 to May 5$1,336
LHROranjestadMay 1 to May 8$1,380
LHRPiarcoMay 3 to May 7$1,428
*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
3.5-star property

Silver Creek Resort

Jul 3 - Jul 9

6 night stay

Atlanta (ATL) to Montego Bay (MBJ)

Frontier Airlines • Roundtrip • Coach
Price was $2,765, price is now $523 per person
$523
per person
found 1 day ago
Coral Costa Caribe Beach Resort - All Inclusive
4.0-star property

Coral Costa Caribe Beach Resort - All Inclusive

May 15 - May 22

7 night stay

Atlanta (ATL) to Santo Domingo (SDQ)

Frontier Airlines • Non-stop roundtrip • Coach
Price was $2,202, price is now $896 per person
$896
per person
found 1 day ago
Ocho Rios Villa at The Palms
3.0-star property

Ocho Rios Villa at The Palms

Jun 1 - Jun 5

4 night stay

Atlanta (ATL) to Montego Bay (MBJ)

Frontier Airlines • Roundtrip • Coach
Price was $1,704, price is now $755 per person
$755
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Atlanta to Caribbean
View all trips

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)
Everything was great

Reviewed on Apr 22, 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 Cabbage Beach are located nearby.
8.6/10 Excellent! (2,505 reviews)
If you are going to the Bahamas this is the place to stay

Reviewed on Apr 23, 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! (1,651 reviews)
Great.

Reviewed on Apr 23, 2026

Opens in a new windowHotel Rumbao, a Tribute Portfolio Hotel
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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 Atlantis Casino and Cabbage Beach are located nearby.
9/10 Wonderful! (1,464 reviews)
Bring your wallet! $1000 hold placed on credit card for incidentals and they are completely cashless. Don’t get much sleep because the first night the dishwasher beeped all night and had to call the front desk. The next night had to call again because the sprinkler was vibrating so loudly that it ...

Reviewed on Apr 24, 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 $189. 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 May. 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 $189. 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 $189 and $1,428 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.