$39 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $39 One Way, $118 Round Trip
$118 return flights and $39 one-way flights to Caribbean were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
FLL
Fort Lauderdale
SJU
San Juan
$118 Roundtrip, found 1 hour ago
$118
Roundtrip
found 1 hour ago
EWR
New York
SDQ
Santo Domingo
$227 Roundtrip, found 1 hour ago
$227
Roundtrip
found 1 hour ago
EWR
New York
PUJ
Punta Cana
$266 Roundtrip, found 1 hour ago
$266
Roundtrip
found 1 hour ago
EWR
New York
SJU
San Juan
$272 Roundtrip, found 7 hours ago
$272
Roundtrip
found 7 hours ago
JFK
New York
SJU
San Juan
$272 Roundtrip, just found
$272
Roundtrip
just found
FLL
Fort Lauderdale
NAS
Nassau
$293 Roundtrip, just found
$293
Roundtrip
just found
FLL
Fort Lauderdale
POS
Trinidad
$320 Roundtrip, found 4 hours ago
$320
Roundtrip
found 4 hours ago
EWR
New York
NAS
Nassau
$321 Roundtrip, found 18 hours ago
$321
Roundtrip
found 18 hours ago
JFK
New York
NAS
Nassau
$321 Roundtrip, found 1 hour ago
$321
Roundtrip
found 1 hour ago
FLL
Fort Lauderdale
PUJ
Punta Cana
$326 Roundtrip, found 1 day ago
$326
Roundtrip
found 1 day ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | June 27 to July 4 | $317 |
| EWR | San Juan | June 27 to July 4 | $374 |
| JFK | Nassau | June 26 to June 29 | $393 |
| EWR | Piarco | June 26 to July 11 | $404 |
| LGA | Oranjestad | June 26 to July 4 | $409 |
| JFK | Oranjestad | June 27 to July 4 | $424 |
| JFK | Punta Cana | June 27 to July 3 | $439 |
| JFK | Piarco | June 28 to July 21 | $476 |
| JFK | Santo Domingo | June 27 to June 28 | $503 |
| JFK | Montego Bay | June 27 to July 5 | $560 |
| LGA | Kingston | June 26 to July 3 | $571 |
| JFK | Santiago de los Caballeros | June 26 to June 30 | $573 |
| EWR | Santiago de los Caballeros | June 27 to July 12 | $597 |
| JFK | West End | June 26 to June 27 | $3,021 |
| JFK | West End | June 26 to June 27 | $3,021 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Paradise Island Drive Paradise Island New Providence
$327 nightly
The price is $352 total per night from Jun 22 to Jun 23
$352 total
Jun 22 - Jun 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Paradise Island. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
8.4/10 Very Good! (2,287 reviews)
"Friendly staff"
Reviewed on Jun 20, 2026
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $133 total per night from Jun 21 to Jun 22
$133 total
Jun 21 - Jun 22
Total with taxes and fees
Stay at this hotel in Carolina. Enjoy free WiFi, 2 restaurants, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.4/10 (2,415 reviews)
"Great location and helpful staff. Our room was right on the second floor where the pool was. There are restaurant near and gift shop. It was lovely staying there. Staff were very helpful."
Reviewed on Jun 20, 2026
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
$333 nightly
The price is $370 total per night from Jun 26 to Jun 27
$370 total
Jun 26 - Jun 27
Total with taxes and fees
Book a stay at this beach hotel in Nassau. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
7.6/10 Good! (2,322 reviews)
"The resort was decent, food was good and the beaches were stunning. Bahamas is awful, from the rip off taxis, to being harassed by vendors in Nassau, at the Fort, on the beach and Arawak Cay. We stayed there 20 years ago and the island has transformed into one gouging tourist trap. With so many other ..."
Reviewed on Jun 19, 2026
Save an average of 15% on thousands of hotels when you're signed in
Meridian Inn
Dover St. Lawrence Gap Christ Church
Stay at this hotel in St. Lawrence Gap. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.6/10 Excellent! (861 reviews)
"Stayed 2 nights while waiting for flights after a cruise. Wonderful place on the Ocean. Great pool and friendly staff. Comfortable bed. Would certainly stay here again as it’s a great price when you do not want an all inclusive resort. I gave cleanliness a 5* even though the bathroom had tiny ants ..."
Reviewed on Apr 25, 2026
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.
Our Top Caribbean Apartment Hotels
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
$253 nightly
The price is $266 total per night from Jun 22 to Jun 23
$266 total
Jun 22 - Jun 23
Total with taxes and fees
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
9/10 Wonderful! (1,804 reviews)
"The property is huge and situated in a lovely area right on the bay. The only thing that is frustrating is how long and slow the check in process is. Both times I’ve stayed, I had to sit in the lobby waiting for multiple people to verify that the room was ready. Seems like they really ought to have ..."
Reviewed on Jun 20, 2026
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
$306 nightly
The price is $344 total per night from Jun 22 to Jun 23
$344 total
Jun 22 - Jun 23
Total with taxes and fees
Book a stay at this beach hotel in Noord. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.6/10 Exceptional! (1,002 reviews)
"we loved the beach access and chairs and how afforable it was. also great location w/ easy shuttle access"
Reviewed on Jun 20, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
$473 nightly
The price is $536 total per night from Jun 27 to Jun 28
$536 total
Jun 27 - Jun 28
Total with taxes and fees
Book a stay at this beach resort in Noord. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (1,003 reviews)
"I loved the entire property. It was clean , the rooms were a great size. So much things to do. Felt like a cruise because there was l always so many fun activities going on."
Reviewed on Jun 20, 2026
Save an average of 15% on thousands of hotels when you're signed in
Eagle Aruba Resort
J. E. Irausquin Boulevard 248 Oranjestad
Fully refundableReserve now, pay when you stay
$384 nightly
The price is $435 total per night from Jul 4 to Jul 5
$435 total
Jul 4 - Jul 5
Total with taxes and fees
Book a stay at this beach hotel in Oranjestad. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,944 reviews)
"Room 2564. Didn’t have an oven , what was also disappointing was it didn’t have a toaster so eggos I bought were impossible to make.we had to wear our shoes inside the entire time due to the feeling of the floor being dirty.like it wasn’t mopped. No conditioner in shower.no lotion. Salt and pepper ..."
Reviewed on Jun 20, 2026
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.
Score Epic Caribbean Accommodation Deals
Hotel El Convento
100 Cristo St San Juan
Fully refundableReserve now, pay when you stay
$259 nightly
The price is $283 total per night from Jun 28 to Jun 29
$283 total
Jun 28 - Jun 29
Total with taxes and fees
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 ...
9.2/10 Wonderful! (1,001 reviews)
"An awesome experience! Thanks for the upgrade! Very charming and service oriented staff."
Reviewed on Jun 14, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
$255 nightly
The price is $280 total per night from Jul 21 to Jul 22
$280 total
Jul 21 - Jul 22
Total with taxes and fees
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 ...
8.6/10 Excellent! (2,675 reviews)
"Great!"
Reviewed on Jun 20, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
$174 nightly
The price is $190 total per night from Jun 28 to Jun 29
$190 total
Jun 28 - Jun 29
Total with taxes and fees
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 ...
9/10 Wonderful! (1,725 reviews)
"Hotel Rumbao is fantastic! The mangers Marylis and Jorge Paris were amazing. The staff was great from our bartenders Nathanael, Jean, and Fernand. The check in staff Sebastian were very nice and helpful. Rooms were spotless and clean. The food was delicious and the drinks were hitting. We can’t wait ..."
Reviewed on Jun 20, 2026
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The Reef at Atlantis
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 ...
9/10 Wonderful! (1,531 reviews)
"when we checked into our room we did not get the ocean view we paid for. our room was dirty and had mold all over in the bathrooms. carpet smelled and the room smelled like mold, the staff was very rude they did not want to change our room. they lied by telling us to come back the next day and they ..."
Reviewed on Jun 19, 2026
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.
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Carretera Bávaro Km. 1 Punta Cana La Altagracia
$322 nightly
The price is $413 total per night from Jul 5 to Jul 6
$413 total
Jul 5 - Jul 6
Total with taxes and fees
Book a stay at this luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our ...
8.2/10 Very Good! (5,660 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"El hotel a pesar que es antiguo tiene un magnífico servicio y la instalación como esta muy bien conservada"
Reviewed on Jun 20, 2026
Majestic Colonial Punta Cana - All Inclusive
Carretera El Macao Punta Cana La Altagracia
Book a stay at this beach property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (6,488 reviews)
"Terrible food and place needed to be upgraded"
Reviewed on Jun 9, 2026
Dreams Rose Hall Resort & Spa - All Inclusive
Rose Hall Montego Bay Saint James
Book a stay at this luxury resort in Montego Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our ...
8.4/10 Very Good! (1,668 reviews)
Families like: Outdoor pools, free waterpark access, kids club, playground
Travelers say...
"All was good"
Reviewed on Jan 15, 2026
Save an average of 15% on thousands of hotels when you're signed in
Majestic Elegance Punta Cana - All Inclusive
Playa Bavaro - Punta Cana Punta Cana La Altagracia
Book a stay at this luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. ...
9/10 Wonderful! (4,851 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"⭐⭐⭐⭐⭐ Amazing Stay at Majestic Elegance Resort! We had an absolutely wonderful experience at Majestic Elegance Resort. From the moment we arrived, the staff made us feel welcomed, valued, and completely at home. The resort is beautiful, the food was excellent, and the overall atmosphere was perfect ..."
Reviewed on Jun 19, 2026
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.
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Caribbean
Reach your destination without breaking your budget by booking your flights to Caribbean using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.
Get Discount Rates On Your Caribbean Flight
Whether planning ahead or deciding to book your trip at the last minute, Orbitz will provide the lowest rates on Caribbean flights. Using our free mobile phone apps will make you privy to a number of discounts that are unique to mobile phone users. These are perfect for harried travelers who want to find deals that they can qualify for on the same day.
Make Orbitz Your Official Travel Planner
Orbitz can be used for much more than comparing and booking a discount flight to Caribbean. We also offer a variety of resources for securing the ideal travel accommodations while staying on budget. Travel tips, hotel reviews, customized suggestions and even detailed images can all be accessed through your mobile phone.
Build A Comprehensive Travel Itinerary
In addition to booking a low cost flight to Caribbean, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.
Using Orbitz to secure your Caribbean flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.