Cheap Flights to Caribbean from $106 (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.

Thu, Oct 29 - Fri, Oct 30
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$222 Roundtrip, found 2 days ago
$222
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Oct 29 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Fri, Oct 30, priced at $222 found 2 days ago
Thu, Oct 29 - Fri, Oct 30
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$231 Roundtrip, found 2 days ago
$231
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Oct 29 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Fri, Oct 30, priced at $231 found 2 days ago
Wed, Sep 30 - Thu, Oct 1
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$232 Roundtrip, just found
$232
Roundtrip
just found
Select JetBlue Airways flight, departing Wed, Sep 30 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Thu, Oct 1, priced at $232 just found
Fri, Oct 2 - Tue, Oct 6
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$237 Roundtrip, just found
$237
Roundtrip
just found
Select JetBlue Airways flight, departing Fri, Oct 2 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Tue, Oct 6, priced at $237 just found
Sat, Sep 26 - Wed, Sep 30
JFK
John F. Kennedy Intl.
NAS
Lynden Pindling Intl.
$313 Roundtrip, found 5 hours ago
$313
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, Sep 26 from John F. Kennedy Intl. to Lynden Pindling Intl., returning Wed, Sep 30, priced at $313 found 5 hours ago
Tue, Nov 3 - Wed, Nov 11
JFK
John F. Kennedy Intl.
SDQ
Las Americas Intl.
$322 Roundtrip, found 1 hour ago
$322
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, Nov 3 from John F. Kennedy Intl. to Las Americas Intl., returning Wed, Nov 11, priced at $322 found 1 hour ago
Tue, Dec 1 - Tue, Dec 8
JFK
John F. Kennedy Intl.
MBJ
Sir Donald Sangster Intl.
$325 Roundtrip, found 15 hours ago
$325
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Tue, Dec 1 from John F. Kennedy Intl. to Sir Donald Sangster Intl., returning Tue, Dec 8, priced at $325 found 15 hours ago
Mon, Sep 7 - Thu, Sep 17
JFK
John F. Kennedy Intl.
PUJ
Punta Cana Intl.
$344 Roundtrip, found 3 hours ago
$344
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Mon, Sep 7 from John F. Kennedy Intl. to Punta Cana Intl., returning Thu, Sep 17, priced at $344 found 3 hours ago
OriginDestinationTravel DatesFlights From*
JFKSan JuanOctober 29 to October 30$222
JFKNassauNovember 16 to November 17$313
JFKSanto DomingoNovember 3 to November 11$322
JFKMontego BayNovember 2 to November 5$325
EWRMontego BaySeptember 27 to October 9$325
EWRPunta CanaOctober 27 to October 31$335
JFKPunta CanaNovember 7 to November 11$338
EWRNassauOctober 15 to October 21$341
JFKKingstonOctober 5 to October 9$367
JFKOranjestadSeptember 28 to October 1$383
JFKSantiago de los CaballerosSeptember 1 to September 2$395
JFKSantiago de los CaballerosSeptember 1 to September 2$395
JFKPiarcoSeptember 29 to November 5$425
JFKWest EndSeptember 21 to September 27$467
JFKWest EndSeptember 21 to September 27$467
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
JFKSan JuanAugust 14 to August 19$426
JFKSan JuanAugust 14 to August 19$426
EWRSan JuanAugust 15 to August 27$437
EWRPiarcoAugust 15 to August 21$453
EWRPiarcoAugust 15 to August 21$453
JFKMontego BayAugust 16 to August 20$499
JFKMontego BayAugust 16 to August 20$499
JFKSantiago de los CaballerosAugust 14 to September 2$516
JFKKingstonAugust 16 to August 22$596
EWRMontego BayAugust 16 to August 27$598
EWRSantiago de los CaballerosAugust 16 to September 20$638
JFKPiarcoAugust 14 to August 22$665
BOSMontego BayAugust 14 to August 26$706
EWRSanto DomingoAugust 16 to August 22$807
EWRKingstonAugust 14 to August 23$1,003
*Prices include taxes and fees

Best Caribbean Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Isla Verde Beachfront Retreat With Parking
2.0-star property

Isla Verde Beachfront Retreat With Parking

Sep 15 - Sep 20

5 night stay

Atlanta (ATL) to San Juan (SJU)

Frontier Airlines • Roundtrip • Coach
Price was $1,654, price is now $714 per person
$714
per person
found 1 day ago
Sunset at the Palms Resort - Adults Only - All Inclusive
4.5-star property

Sunset at the Palms Resort - Adults Only - All Inclusive

Oct 15 - Oct 19

4 night stay

Atlanta (ATL) to Montego Bay (MBJ)

Frontier Airlines • Roundtrip • Coach
Price was $2,697, price is now $1,099 per person
$1,099
per person
found 1 day ago
Ocho Rios Villa at The Palms
3.0-star property

Ocho Rios Villa at The Palms

Sep 25 - Oct 1

6 night stay

Atlanta (ATL) to Montego Bay (MBJ)

Frontier Airlines • Roundtrip • Coach
Price was $2,349, price is now $1,056 per person
$1,056
per person
found 1 day ago
Don't see what you're looking for?
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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.
9.2/10 Wonderful! (1,022 reviews)
"Beautiful property in the heart of Old San Juan! A must stay!"

Reviewed on Aug 10, 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.
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! (1,849 reviews)
"The only complaint is the overcharhing fee. I call Expedia and asked if there was going to be an extra fee at our arrival and was told that everithing was paid a big lie. Very dissapoint it. I will think twice next time i book a trip with Expidia . The customer service person was in Mexico."

Reviewed on Aug 10, 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.
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 $222. 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 October. 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 $222. 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 $222 and $1,003 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.