Cheap Flights to Caribbean from $68 (2026/2027)

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Jet to one of Caribbean's top cities

Dominican Republic which includes a sunset and general coastal views

Santo Domingo

Flights
Santo Domingo

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.

Mon, Mar 2 - Thu, Mar 5
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$156 Roundtrip, just found
$156
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, Mar 2 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Thu, Mar 5, priced at $156 just found
Mon, Mar 2 - Wed, Mar 4
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$162 Roundtrip, just found
$162
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Mar 2 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Wed, Mar 4, priced at $162 just found
Tue, Mar 3 - Wed, Mar 4
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$166 Roundtrip, just found
$166
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Mar 3 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Wed, Mar 4, priced at $166 just found
Mon, Mar 9 - Sat, Mar 14
EWR
Newark Liberty Intl. Airport
STI
Cibao Intl.
$235 Roundtrip, just found
$235
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, Mar 9 from Newark Liberty Intl. Airport to Cibao Intl., returning Sat, Mar 14, priced at $235 just found
Sat, Apr 11 - Wed, Apr 15
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$247 Roundtrip, just found
$247
Roundtrip
just found
Select JetBlue Airways flight, departing Sat, Apr 11 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Wed, Apr 15, priced at $247 just found
Tue, Mar 17 - Tue, Mar 24
EWR
Newark Liberty Intl. Airport
AUA
Queen Beatrix Intl.
$251 Roundtrip, just found
$251
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Mar 17 from Newark Liberty Intl. Airport to Queen Beatrix Intl., returning Tue, Mar 24, priced at $251 just found
Tue, Apr 14 - Thu, Apr 16
EWR
Newark Liberty Intl. Airport
SDQ
Las Americas Intl.
$272 Roundtrip, just found
$272
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Apr 14 from Newark Liberty Intl. Airport to Las Americas Intl., returning Thu, Apr 16, priced at $272 just found
Tue, Dec 1 - Tue, Dec 8
EWR
Newark Liberty Intl. Airport
MBJ
Sir Donald Sangster Intl.
$278 Roundtrip, found 2 days ago
$278
Roundtrip
found 2 days ago
Select United flight, departing Tue, Dec 1 from Newark Liberty Intl. Airport to Sir Donald Sangster Intl., returning Tue, Dec 8, priced at $278 found 2 days ago
Sat, May 9 - Thu, May 14
JFK
John F. Kennedy Intl.
MBJ
Sir Donald Sangster Intl.
$278 Roundtrip, just found
$278
Roundtrip
just found
Select JetBlue Airways flight, departing Sat, May 9 from John F. Kennedy Intl. to Sir Donald Sangster Intl., returning Thu, May 14, priced at $278 just found
Sat, May 2 - Sat, May 9
EWR
Newark Liberty Intl. Airport
PUJ
Punta Cana Intl.
$280 Roundtrip, just found
$280
Roundtrip
just found
Select Arajet flight, departing Sat, May 2 from Newark Liberty Intl. Airport to Punta Cana Intl., returning Sat, May 9, priced at $280 just found
Mon, Mar 23 - Tue, Mar 24
JFK
John F. Kennedy Intl.
PUJ
Punta Cana Intl.
$284 Roundtrip, found 21 hours ago
$284
Roundtrip
found 21 hours ago
Select JetBlue Airways flight, departing Mon, Mar 23 from John F. Kennedy Intl. to Punta Cana Intl., returning Tue, Mar 24, priced at $284 found 21 hours ago
OriginDestinationTravel DatesFlights From*
EWRSan JuanApril 13 to April 15$192
JFKSan JuanMarch 24 to April 3$200
EWRSantiago de los CaballerosMarch 10 to March 14$235
EWRSantiago de los CaballerosMarch 10 to March 14$235
LGAOranjestadMarch 24 to March 26$238
JFKMontego BayApril 19 to April 23$278
EWRMontego BayMay 15 to May 21$282
JFKPunta CanaApril 14 to April 15$306
EWRPiarcoMarch 9 to March 18$308
EWRPiarcoMarch 9 to March 18$308
JFKOranjestadMarch 16 to March 25$315
MIAWest EndMarch 21 to March 25$349
EWRKingstonMay 9 to May 18$362
JFKWest EndMarch 15 to March 17$399
JFKKingstonMay 2 to May 9$431
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
EWRSan JuanFebruary 28 to March 4$226
EWRSan JuanFebruary 28 to March 4$226
JFKSan JuanFebruary 27 to March 5$232
BOSSanto DomingoFebruary 27 to March 7$282
EWRSanto DomingoMarch 1 to March 6$336
EWRSanto DomingoMarch 1 to March 6$336
EWRPiarcoFebruary 27 to March 2$348
EWRPiarcoFebruary 27 to March 2$348
JFKPunta CanaMarch 1 to March 5$397
JFKPiarcoFebruary 27 to May 26$400
JFKSantiago de los CaballerosMarch 1 to March 25$415
JFKWest EndMarch 1 to March 7$419
JFKSanto DomingoFebruary 27 to March 5$427
EWRKingstonMarch 1 to March 5$469
JFKKingstonFebruary 28 to March 3$565
*Prices include taxes and fees

Best Caribbean Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Coral Costa Caribe Beach Resort - All Inclusive
4.0-star property

Coral Costa Caribe Beach Resort - All Inclusive

May 14 - May 19

5 night stay

Newark Liberty Intl. Airport (EWR) to Santo Domingo (SDQ)

Spirit Airlines • Non-stop • Coach

Santo Domingo (SDQ) to Newark Liberty Intl. Airport (EWR)

Sterling Blue • Non-stop • Coach
Price was $1,517, price is now $639 per person
$639
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

Apr 23 - Apr 26

3 night stay

Boston (BOS) to Montego Bay (MBJ)

American Airlines • Non-stop roundtrip • Coach
Price was $2,935, price is now $1,232 per person
$1,232
per person
found 1 day ago
Hotel Riu Palace Paradise Island - Adults Only - All Inclusive
4.0-star property

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

May 9 - May 16

7 night stay

Boston (BOS) to Nassau (NAS)

Delta • Roundtrip • Coach
Price was $4,302, price is now $2,010 per person
$2,010
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 Pan American Pier are located nearby.
9/10 Wonderful! (1,001 reviews)
Beautiful property in a perfect location if you plan to visit Old San Juan. Restaurant is wonderful.

Reviewed on Feb 14, 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! (2,286 reviews)
Friendly staff, small shower, more food options at resort would be ideal.

Reviewed on Feb 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 Pan American Pier are located nearby.
9/10 Wonderful! (1,535 reviews)
GREAT Place and location!!!

Reviewed on Feb 22, 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 Cable Beach and Aquaventure are located nearby.
9/10 Wonderful! (1,423 reviews)
The staff were all friendly and helpful. The rooms were all well appointed and clean. The amenities were plenty to keep us and our 2 teenage boys occupied. Beaches were beautiful. The shuttle was not always timely, but they were free of charge. The restaurants were numerous, but the food was just ...

Reviewed on Feb 21, 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 $156. 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 $156. 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 $156 and $565 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.