$96 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $96 One Way, $182 Round Trip
$182 return flights and $96 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
$182 Roundtrip, found 6 days ago
$182
Roundtrip
found 6 days ago
FLL
Fort Lauderdale
SJU
San Juan
$247 Roundtrip, found 1 day ago
$247
Roundtrip
found 1 day ago
JFK
New York
SJU
San Juan
$252 Roundtrip, found 12 hours ago
$252
Roundtrip
found 12 hours ago
JFK
New York
SJU
San Juan
$252 Roundtrip, found 12 hours ago
$252
Roundtrip
found 12 hours ago
FLL
Fort Lauderdale
NAS
Nassau
$293 Roundtrip, just found
$293
Roundtrip
just found
FLL
Fort Lauderdale
SJU
San Juan
$295 Roundtrip, found 5 hours ago
$295
Roundtrip
found 5 hours ago
FLL
Fort Lauderdale
SJU
San Juan
$300 Roundtrip, found 5 hours ago
$300
Roundtrip
found 5 hours ago
JFK
New York
SJU
San Juan
$311 Roundtrip, found 2 days ago
$311
Roundtrip
found 2 days ago
JFK
New York
MBJ
Montego Bay
$318 Roundtrip, found 1 hour ago
$318
Roundtrip
found 1 hour ago
FLL
Fort Lauderdale
MBJ
Montego Bay
$318 Roundtrip, found 2 hours ago
$318
Roundtrip
found 2 hours ago
JFK
New York
PUJ
Punta Cana
$337 Roundtrip, found 2 days ago
$337
Roundtrip
found 2 days ago
JFK
New York
POS
Trinidad
$350 Roundtrip, just found
$350
Roundtrip
just found
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LGA | Punta Cana | May 24 to May 27 | $385 |
| JFK | San Juan | May 23 to June 4 | $391 |
| JFK | San Juan | May 23 to June 4 | $391 |
| EWR | Oranjestad | May 24 to May 29 | $407 |
| JFK | Santo Domingo | May 24 to May 30 | $410 |
| JFK | Santo Domingo | May 24 to May 30 | $410 |
| JFK | Piarco | May 24 to May 31 | $454 |
| EWR | San Juan | May 24 to May 31 | $454 |
| EWR | Punta Cana | May 24 to May 27 | $458 |
| JFK | Santiago de los Caballeros | May 24 to June 1 | $461 |
| JFK | Montego Bay | May 23 to June 2 | $477 |
| JFK | Montego Bay | May 23 to June 2 | $477 |
| JFK | Kingston | May 23 to May 25 | $530 |
| EWR | Montego Bay | May 23 to June 2 | $576 |
| EWR | Santo Domingo | May 23 to June 10 | $576 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Paradise Island Drive Paradise Island New Providence
$337 nightly
The price is $365 total per night from May 25 to May 26
$365 total
May 25 - May 26
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! (2,249 reviews)
Breakfast ( included) was always excellent. The staff was friendly and helpful.
Reviewed on May 17, 2026
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
$214 nightly
The price is $233 total per night from May 19 to May 20
$233 total
May 19 - May 20
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 (2,381 reviews)
Not what I thought it was going to be
Reviewed on May 18, 2026
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
$339 nightly
The price is $376 total per night from Jun 1 to Jun 2
$376 total
Jun 1 - Jun 2
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! (2,293 reviews)
Ok for the money
Reviewed on May 18, 2026
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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
$252 nightly
The price is $264 total per night from Jun 15 to Jun 16
$264 total
Jun 15 - Jun 16
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! (1,737 reviews)
Great location. Near good restaurants. Food was amazing. Hotel is quiet, clean and safe. Recommend 10/10.
Reviewed on May 17, 2026
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
$294 nightly
The price is $331 total per night from May 30 to May 31
$331 total
May 30 - May 31
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! (1,014 reviews)
Awesome location. Close to the beach. Close to the Super Store.
Reviewed on May 16, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
$473 nightly
The price is $536 total per night from May 19 to May 20
$536 total
May 19 - May 20
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)
Everything was good , they made my vacation Divi Phoenix, friendly helpful very good time
Reviewed on May 16, 2026
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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 Jun 1 to Jun 2
$435 total
Jun 1 - Jun 2
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! (1,994 reviews)
Great hotel and staff
Reviewed on May 12, 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
$269 nightly
The price is $293 total per night from Jun 9 to Jun 10
$293 total
Jun 9 - Jun 10
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 ...
9/10 Wonderful! (1,007 reviews)
Room was extremely cold, called front desk 2x
Reviewed on May 16, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
$254 nightly
The price is $278 total per night from Jun 1 to Jun 2
$278 total
Jun 1 - Jun 2
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! (2,578 reviews)
Did not use
Reviewed on May 17, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
$255 nightly
The price is $278 total per night from Jun 1 to Jun 2
$278 total
Jun 1 - Jun 2
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! (1,680 reviews)
The location is good but the restaurant is poor
Reviewed on May 17, 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 ...
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
$285 nightly
The price is $364 total per night from Jun 1 to Jun 2
$364 total
Jun 1 - Jun 2
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! (5,617 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
The Spa, the experience of different food at the various restaurants, the location. Being at this hotel is as an amazing experience. Can’t wait to book on this resort again
Reviewed on May 18, 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! (6,623 reviews)
Colonial closed, being renovated. Majestic just rebooked to elegance, never let us know to book elsewhere. Elegance is party place, loud music, ok food, and many staff don't care. Will never visit majestic again. We wanted colonial for kids.
Reviewed on May 16, 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! (1,737 reviews)
Families like: Outdoor pools, free waterpark access, kids club, playground
Travelers say...
All was good
Reviewed on Jan 15, 2026
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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! (4,863 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
all the staff were really helpful and kind, good property and beautiful beach. Recommended
Reviewed on May 18, 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
Why search for low cost fares on your flights to Caribbean when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:
Bargain Flights to Caribbean
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Frequent Flyer Program Enrolment
Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to Caribbean. When making your booking, reference your frequent flyer number to receive discounts in the future.
Outstanding Customer Service
Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to Caribbean but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.
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.