$49 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $49 One Way, $98 Round Trip
$98 return flights and $49 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
$98 Roundtrip, found 2 hours ago
$98
Roundtrip
found 2 hours ago
JFK
New York
SJU
San Juan
$222 Roundtrip, found 1 day ago
$222
Roundtrip
found 1 day ago
JFK
New York
SJU
San Juan
$231 Roundtrip, found 8 hours ago
$231
Roundtrip
found 8 hours ago
JFK
New York
SJU
San Juan
$242 Roundtrip, just found
$242
Roundtrip
just found
FLL
Fort Lauderdale
NAS
Nassau
$309 Roundtrip, found 9 hours ago
$309
Roundtrip
found 9 hours ago
FLL
Fort Lauderdale
SDQ
Santo Domingo
$312 Roundtrip, found 1 day ago
$312
Roundtrip
found 1 day ago
FLL
Fort Lauderdale
POS
Trinidad
$315 Roundtrip, found 4 days ago
$315
Roundtrip
found 4 days ago
JFK
New York
SDQ
Santo Domingo
$325 Roundtrip, just found
$325
Roundtrip
just found
JFK
New York
MBJ
Montego Bay
$328 Roundtrip, just found
$328
Roundtrip
just found
JFK
New York
AUA
Oranjestad
$365 Roundtrip, just found
$365
Roundtrip
just found
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | August 7 to August 11 | $426 |
| JFK | San Juan | August 7 to August 11 | $426 |
| JFK | Piarco | August 8 to August 15 | $560 |
| JFK | Kingston | August 9 to August 22 | $561 |
| JFK | Santiago de los Caballeros | August 9 to September 9 | $583 |
| JFK | Santiago de los Caballeros | August 9 to September 9 | $583 |
| EWR | Punta Cana | August 8 to August 12 | $620 |
| JFK | Santo Domingo | August 9 to September 3 | $627 |
| JFK | Santo Domingo | August 9 to September 3 | $627 |
| EWR | Montego Bay | August 9 to August 13 | $660 |
| JFK | Montego Bay | August 9 to August 14 | $748 |
| JFK | Nassau | August 8 to August 15 | $752 |
| JFK | Punta Cana | August 9 to August 13 | $868 |
| JFK | Oranjestad | August 9 to August 16 | $911 |
| EWR | Nassau | August 8 to August 15 | $939 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Paradise Island Drive Paradise Island New Providence
$355 nightly
The price is $383 total per night from Aug 3 to Aug 4
$383 total
Aug 3 - Aug 4
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 ...
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $114 total per night from Aug 31 to Sep 1
$114 total
Aug 31 - Sep 1
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. ...
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
$311 nightly
The price is $345 total per night from Aug 18 to Aug 19
$345 total
Aug 18 - Aug 19
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! (2,373 reviews)
"Great pool and beach, would go again. Staff friendly"
Reviewed on Aug 2, 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
$194 nightly
The price is $203 total per night from Sep 1 to Sep 2
$203 total
Sep 1 - Sep 2
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 ...
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
$321 nightly
The price is $360 total per night from Aug 3 to Aug 4
$360 total
Aug 3 - Aug 4
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. ...
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
$541 nightly
The price is $612 total per night from Aug 8 to Aug 9
$612 total
Aug 8 - Aug 9
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! (1,005 reviews)
"I was originally placed in a room I didn't book. A lower tier. They immediately rectified the situation and gave me a complimentary upgrade. All staff was super helpful throughout our stay. Loved that they provided floats as well. I will return."
Reviewed on Aug 2, 2026
Save an average of 15% on thousands of hotels when you're signed in
Eagle Aruba Resort
J. E. Irausquin Boulevard 248 Oranjestad
$278 nightly
The price is $321 total per night from Sep 1 to Sep 2
$321 total
Sep 1 - Sep 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. ...
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
$203 nightly
The price is $221 total per night from Aug 3 to Aug 4
$221 total
Aug 3 - Aug 4
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! (1,007 reviews)
"Best place and best location so walkable to everything. Highly recommend it so gorgeous and amazing staff."
Reviewed on Aug 1, 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 Aug 30 to Aug 31
$278 total
Aug 30 - Aug 31
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! (2,852 reviews)
"Staff was amazing! Chef’s Colin and Felix delivered amazing dishes, and Hector was superb! We will be back soon for more great fun at the perfectly located property!"
Reviewed on Aug 2, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
$225 nightly
The price is $245 total per night from Aug 9 to Aug 10
$245 total
Aug 9 - Aug 10
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! (1,827 reviews)
"Staff was very helpful and curteous!!!! I didn't like the pool it was very small and the hot tub did not have the jeters on not really a family pool. Other than that it was perfect"
Reviewed on Aug 2, 2026
Save an average of 15% on thousands of hotels when you're signed in
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
$225 nightly
The price is $287 total per night from Aug 9 to Aug 10
$287 total
Aug 9 - Aug 10
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! (5,936 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Everything was perfect except the beach. So much seaweed we couldn’t use it at all"
Reviewed on Aug 2, 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. ...
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! (1,578 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! (4,922 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"I have stayed at Majestic Mirage many times and loved it. Majestic Elegance is different. They are not as attentive, the food isn’t as good, the gym isn’t great. Just go to Mirage! Casino employees were terrible and trying to fight out of paying money we won! Very upset with this experience."
Reviewed on Aug 2, 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.
Need a Car For After Your Flight?
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Caribbean
Traveling to Caribbean and need a cheap flight? Orbitz has great deals on flights to Caribbean right now. Plus, we offer big discounts on hotel rooms and car rentals for a great money-saving trip.
Find Low Cost Flights to Caribbean Quickly and Hassle-Free
There are many Internet sites that promise cheap Caribbean flights, but a busy, bargain-minded trip planner needs more than just budget air tickets. Not only does Orbitz offer the best deals for domestic and international air fare, but we also provide the resources and tools to help you plan your flights to Caribbean, book your lodging, and look up key attractions in Caribbean. Our easy search tools and guaranteed low prices let you budget your time and your money so you have more of both to spend on your vacation.
New Apps Make Booking Caribbean Flights Easier Than Ever
You no longer need to be sitting at your computer to find amazing Orbitz sales for flights to Caribbean now we offer cutting-edge mobile tools for many Android and iOS gadgets. These free apps allow you to run a search for discount air fare, look for special vacation packages, or check on your booked Caribbean flights from any location. Some special deals are only available for mobile customers, so be sure to take advantage of these free downloads today.
Orbitz Customers Are Truly #1
Orbitz takes pride in providing the best customer experience possible, and that effort doesn't end with discount flights to Caribbean or user-friendly mobile apps and web tools. Orbitz Customer Service is always ready to answer questions and help you with booking, planning, or canceling your Caribbean flights. When you need us, we’re here for you!
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.