Cheap Flights to Caribbean from $105 (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.

Tue, Nov 10 - Thu, Dec 17
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$187 Roundtrip, found 2 hours ago
$187
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, Nov 10 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Thu, Dec 17, priced at $187 found 2 hours ago
Sat, Oct 31 - Fri, Nov 6
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$241 Roundtrip, found 1 day ago
$241
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Oct 31 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Fri, Nov 6, priced at $241 found 1 day ago
Tue, Dec 1 - Tue, Dec 8
EWR
Newark Liberty Intl. Airport
NAS
Lynden Pindling Intl.
$312 Roundtrip, just found
$312
Roundtrip
just found
Select United flight, departing Tue, Dec 1 from Newark Liberty Intl. Airport to Lynden Pindling Intl., returning Tue, Dec 8, priced at $312 just found
Tue, Dec 1 - Tue, Dec 8
JFK
John F. Kennedy Intl.
NAS
Lynden Pindling Intl.
$312 Roundtrip, just found
$312
Roundtrip
just found
Select JetBlue Airways flight, departing Tue, Dec 1 from John F. Kennedy Intl. to Lynden Pindling Intl., returning Tue, Dec 8, priced at $312 just found
Sun, Nov 15 - Wed, Nov 18
EWR
Newark Liberty Intl. Airport
STI
Cibao Intl.
$318 Roundtrip, found 15 hours ago
$318
Roundtrip
found 15 hours ago
Select United flight, departing Sun, Nov 15 from Newark Liberty Intl. Airport to Cibao Intl., returning Wed, Nov 18, priced at $318 found 15 hours ago
Sun, Nov 15 - Thu, Dec 10
JFK
John F. Kennedy Intl.
STI
Cibao Intl.
$318 Roundtrip, found 2 hours ago
$318
Roundtrip
found 2 hours ago
Select Delta flight, departing Sun, Nov 15 from John F. Kennedy Intl. to Cibao Intl., returning Thu, Dec 10, priced at $318 found 2 hours ago
Sun, Nov 15 - Tue, Nov 24
EWR
Newark Liberty Intl. Airport
PUJ
Punta Cana Intl.
$319 Roundtrip, found 12 hours ago
$319
Roundtrip
found 12 hours ago
Select United flight, departing Sun, Nov 15 from Newark Liberty Intl. Airport to Punta Cana Intl., returning Tue, Nov 24, priced at $319 found 12 hours ago
Sat, Dec 12 - Wed, Dec 16
EWR
Newark Liberty Intl. Airport
AUA
Queen Beatrix Intl.
$322 Roundtrip, found 14 hours ago
$322
Roundtrip
found 14 hours ago
Select Air Canada flight, departing Sat, Dec 12 from Newark Liberty Intl. Airport to Queen Beatrix Intl., returning Wed, Dec 16, priced at $322 found 14 hours ago
OriginDestinationTravel DatesFlights From*
EWRSan JuanNovember 10 to December 17$187
EWRSan JuanNovember 10 to December 17$187
JFKSan JuanNovember 2 to November 3$245
JFKNassauNovember 29 to December 2$292
JFKNassauNovember 29 to December 2$292
JFKSantiago de los CaballerosNovember 15 to December 10$318
JFKSantiago de los CaballerosNovember 15 to December 10$318
JFKSanto DomingoJanuary 11 to January 27$321
JFKPunta CanaNovember 30 to December 2$326
EWRSantiago de los CaballerosNovember 9 to November 13$338
EWRSanto DomingoNovember 21 to December 5$356
JFKOranjestadJanuary 7 to January 12$356
JFKMontego BayNovember 16 to November 25$358
JFKPiarcoNovember 21 to November 27$475
JFKKingstonJanuary 19 to January 28$479
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
EWRSan JuanOctober 24 to October 31$362
EWRMontego BayOctober 24 to October 30$382
EWRMontego BayOctober 24 to October 30$382
EWRNassauOctober 24 to October 26$394
EWRNassauOctober 24 to October 26$394
JFKMontego BayOctober 24 to October 31$402
JFKSantiago de los CaballerosOctober 25 to November 12$440
JFKSantiago de los CaballerosOctober 25 to November 12$440
JFKOranjestadOctober 24 to October 29$441
EWRSanto DomingoOctober 25 to November 4$447
EWRSanto DomingoOctober 25 to November 4$447
JFKSanto DomingoOctober 23 to November 1$457
EWRKingstonOctober 24 to October 27$504
JFKPiarcoOctober 25 to November 15$595
EWRSantiago de los CaballerosOctober 24 to October 29$599
*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

Oct 29 - Nov 2

4 night stay

Atlanta (ATL) to San Juan (SJU)

Frontier Airlines • Roundtrip • Coach
Price was $1,289, price is now $490 per person
$490
per person
found 1 day ago
Blue Seas Two Unity Hall
3.0-star property

Blue Seas Two Unity Hall

Jan 17 - Jan 20

3 night stay

Baltimore (BWI) to Montego Bay (MBJ)

Southwest Airlines • Coach

Montego Bay (MBJ) to Baltimore (BWI)

American Airlines • Coach
Price was $1,591, price is now $702 per person
$702
per person
found 1 day ago
Ocean Eden Bay - Adults Only - All inclusive
5.0-star property

Ocean Eden Bay - Adults Only - All inclusive

Dec 27 - Dec 30

3 night stay

Atlanta (ATL) to Montego Bay (MBJ)

Frontier Airlines • Roundtrip • Coach
Price was $2,729, price is now $1,211 per person
$1,211
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 Condado Beach are located nearby.
9.4/10 Exceptional! (1,004 reviews)
"Stunning property. Would love more towels and toilet paper, but very friendly and responsive staff"

Reviewed on Oct 19, 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, a casino, and breakfast (surcharge). 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! (1,981 reviews)
"Perfect location and hotel for our family of 6 to explore Old San Juan for a few days. We could walk everywhere easily! Hotel staff were friendly and accommodating. The hotel was well-kept and clean. Nice room decor as well!"

Reviewed on Oct 19, 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 Cabbage Beach are located nearby.
9/10 Wonderful! (1,721 reviews)
"We enjoyed our stay. The property is expansive, beautiful, and well maintained. The dining options were very limited (many of the restaurants were closed). Our room was great. It was surprising how great the kitchen in our room was equipped."

Reviewed on Oct 17, 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 $187. 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 November. 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 $187. 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 $187 and $599 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.