Cheap Flights to Caribbean from $60 (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, Feb 2 - Wed, Feb 11
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$104 Roundtrip, just found
$104
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Feb 2 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Wed, Feb 11, priced at $104 just found
Wed, Apr 8 - Thu, Apr 9
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$192 Roundtrip, just found
$192
Roundtrip
just found
Select JetBlue Airways flight, departing Wed, Apr 8 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Thu, Apr 9, priced at $192 just found
Tue, Feb 10 - Wed, Feb 11
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$241 Roundtrip, found 2 hours ago
$241
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, Feb 10 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Wed, Feb 11, priced at $241 found 2 hours ago
Mon, Mar 23 - Tue, Mar 24
JFK
John F. Kennedy Intl.
PUJ
Punta Cana Intl.
$254 Roundtrip, found 22 hours ago
$254
Roundtrip
found 22 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 $254 found 22 hours ago
Sat, Feb 21 - Sat, Feb 28
JFK
John F. Kennedy Intl.
NAS
Lynden Pindling Intl.
$262 Roundtrip, found 2 hours ago
$262
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Feb 21 from John F. Kennedy Intl. to Lynden Pindling Intl., returning Sat, Feb 28, priced at $262 found 2 hours ago
Mon, Mar 2 - Tue, Mar 3
JFK
John F. Kennedy Intl.
STI
Cibao Intl.
$275 Roundtrip, found 6 days ago
$275
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Mon, Mar 2 from John F. Kennedy Intl. to Cibao Intl., returning Tue, Mar 3, priced at $275 found 6 days ago
Mon, Feb 23 - Sat, Feb 28
JFK
John F. Kennedy Intl.
AUA
Queen Beatrix Intl.
$279 Roundtrip, found 21 hours ago
$279
Roundtrip
found 21 hours ago
Select Delta flight, departing Mon, Feb 23 from John F. Kennedy Intl. to Queen Beatrix Intl., returning Sat, Feb 28, priced at $279 found 21 hours ago
Wed, Mar 11 - Thu, Mar 12
JFK
John F. Kennedy Intl.
SDQ
Las Americas Intl.
$280 Roundtrip, found 5 days ago
$280
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Wed, Mar 11 from John F. Kennedy Intl. to Las Americas Intl., returning Thu, Mar 12, priced at $280 found 5 days ago
OriginDestinationTravel DatesFlights From*
EWRSan JuanMarch 3 to March 10$123
EWRSan JuanMarch 3 to March 10$123
JFKSan JuanFebruary 23 to March 4$141
EWRSantiago de los CaballerosFebruary 18 to February 25$238
EWRSantiago de los CaballerosFebruary 18 to February 25$238
LGAPunta CanaFebruary 24 to February 28$238
LGASanto DomingoFebruary 25 to February 28$239
EWRMontego BayFebruary 24 to March 4$248
JFKNassauFebruary 21 to February 28$262
JFKSanto DomingoMarch 16 to March 17$292
JFKMontego BayFebruary 22 to February 28$332
EWRKingstonMarch 5 to March 9$334
JFKWest EndFebruary 22 to February 28$399
JFKWest EndFebruary 22 to February 28$399
EWRWest EndMarch 25 to March 31$702
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
EWROranjestadFebruary 8 to February 14$240
EWROranjestadFebruary 8 to February 14$240
LGAPunta CanaFebruary 7 to February 13$244
LGASanto DomingoFebruary 7 to February 10$261
EWRSanto DomingoFebruary 8 to February 14$274
FLLKingstonFebruary 8 to February 8$298
JFKSanto DomingoFebruary 8 to March 11$327
JFKPunta CanaFebruary 7 to February 13$329
JFKNassauFebruary 7 to February 9$366
EWRNassauFebruary 7 to February 9$366
JFKOranjestadFebruary 8 to February 11$371
LGAKingstonFebruary 7 to February 9$415
LGAPiarcoFebruary 6 to February 8$441
JFKKingstonFebruary 7 to February 10$501
JFKPiarcoFebruary 7 to February 12$515
*Prices include taxes and fees

Best Caribbean Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Blue Seas Two Unity Hall
3.0-star property

Blue Seas Two Unity Hall

Feb 21 - Feb 25

4 night stay

Boston (BOS) to Montego Bay (MBJ)

JetBlue Airways • Coach

Montego Bay (MBJ) to Boston (BOS)

Spirit Airlines • Coach
Price was $1,801, price is now $683 per person
$683
per person
found 1 day ago
Ola Boutique Hotel
4.5-star property

Ola Boutique Hotel

Apr 15 - Apr 20

5 night stay

Boston (BOS) to San Juan (SJU)

Spirit Airlines • Roundtrip • Coach
Price was $3,087, price is now $909 per person
$909
per person
found 1 day ago
Coral Costa Caribe Beach Resort - All Inclusive
4.0-star property

Coral Costa Caribe Beach Resort - All Inclusive

Mar 27 - Apr 3

7 night stay

Boston (BOS) to Santo Domingo (SDQ)

Sterling Blue • Coach

Santo Domingo (SDQ) to Boston (BOS)

Spirit Airlines • Coach
Price was $2,319, price is now $1,062 per person
$1,062
per person
found 1 day ago
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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)
Wonderful hotel!

Reviewed on Jan 28, 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! (2,206 reviews)
Room was smaller than expected but staff was awesome, especially Antonia (I think that’s how she said it but the light skin girl with short hair) She really went out her way to make sure we were okay. And she is absolutely fabulous. Hotel was very cute, room service was so hardworking as well

Reviewed on Jan 26, 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! (1,495 reviews)
Check-in was a nightmare. We waited with about thirty other guests for hours past our four o'clock check-in time. They did give us a $21 voucher to the restaurant in the hotel to make up for the delay. But $21 doesn't cover much there. Once we get our room, everything was great. They have us a late ...

Reviewed on Jan 30, 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.
8.8/10 Excellent! (1,422 reviews)
Our stay at The Reef at Atlantis was absolutely wonderful! The ocean-view room was incredibly comfortable with breathtaking views. From the moment we arrived, the hospitality was felt and remained consistent throughout our entire stay. The mattress, pillows, and thoughtful room amenities truly made ...

Reviewed on Jan 25, 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 $104. 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 February. 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 $104. 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 $104 and $702 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.