$109 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $109 One Way, $260 Round Trip
$260 return flights and $109 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.
LGA
New York
SJU
San Juan
$260 Roundtrip, just found
$260
Roundtrip
just found
EWR
New York
SJU
San Juan
$276 Roundtrip, found 14 hours ago
$276
Roundtrip
found 14 hours ago
EWR
New York
PUJ
Punta Cana
$283 Roundtrip, just found
$283
Roundtrip
just found
EWR
New York
SDQ
Santo Domingo
$283 Roundtrip, just found
$283
Roundtrip
just found
EWR
New York
AUA
Oranjestad
$293 Roundtrip, found 16 hours ago
$293
Roundtrip
found 16 hours ago
LGA
New York
NAS
Nassau
$316 Roundtrip, found 1 day ago
$316
Roundtrip
found 1 day ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | September 13 to September 16 | $346 |
| EWR | Nassau | September 11 to September 14 | $380 |
| JFK | Nassau | September 12 to September 16 | $432 |
| EWR | Oranjestad | September 12 to September 19 | $480 |
| JFK | Oranjestad | September 12 to September 19 | $488 |
| JFK | Montego Bay | September 12 to September 16 | $498 |
| JFK | Kingston | September 13 to September 15 | $527 |
| JFK | Santo Domingo | September 11 to September 21 | $551 |
| JFK | Santo Domingo | September 11 to September 21 | $551 |
| EWR | Santo Domingo | September 13 to October 3 | $572 |
| EWR | Piarco | September 11 to September 19 | $576 |
| EWR | Piarco | September 11 to September 19 | $576 |
| EWR | Santiago de los Caballeros | September 12 to September 23 | $578 |
| JFK | Piarco | September 12 to September 22 | $580 |
| JFK | Punta Cana | September 13 to September 19 | $665 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Paradise Island Drive Paradise Island New Providence
The price is $345 total per night from Sep 13 to Sep 14
$345 total
per night
Sep 13 - Sep 14
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! (2,444 reviews)
"A nice place. Will pick again on my next trip to the Bahamas"
Reviewed on Sep 7, 2026
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
The price is $138 total per night from Sep 8 to Sep 9
$138 total
per night
Sep 8 - Sep 9
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
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! (2,439 reviews)
"Views were amazing. Cleaning was impeccable. All the staff are friendly and very welcoming. Hotel is a little outdated but the cleaning makes up for it. Beds are super comfortable. Daily cleaning of the rooms are on point. The food is good overall. Just not to many choices. As of the night entertainment ..."
Reviewed on Sep 7, 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.
Score Epic Caribbean Accommodation Deals
Hotel El Convento
100 Cristo St San Juan
Fully refundableReserve now, pay when you stay
The price is $270 total per night from Sep 8 to Sep 9
$270 total
per night
Sep 8 - Sep 9
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 ...
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
The price is $300 total per night from Sep 8 to Sep 9
$300 total
per night
Sep 8 - Sep 9
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! (3,012 reviews)
"Highly recommend staying here if you are going to the Bahamas. it’s very close to downtown area and everything is walkable so you don’t have to worry about taking taxi everywhere. Staff was nice, beach access on the property and the two pools are very convenient. We had a lot of fun and we were very ..."
Reviewed on Sep 6, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
The price is $207 total per night from Sep 14 to Sep 15
$207 total
per night
Sep 14 - Sep 15
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 ...
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 ...
9/10 Wonderful! (1,694 reviews)
"We completed our stay at Atlantis, and unfortunately, the overall experience was extremely disappointing. From the first night, we had no water and were unable to shower properly. Despite reporting this multiple times, we received no compensation or meaningful resolution. Customer service was also ..."
Reviewed on Sep 7, 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
The price is $279 total per night from Oct 1 to Oct 2
$279 total
per night
Oct 1 - Oct 2
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! (6,111 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Food no good"
Reviewed on Sep 7, 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! (1,506 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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The Royal at Atlantis
Paradise Beach Drive Paradise Island New Providence
Book a stay at this beach resort in Paradise Island. Enjoy free WiFi, 14 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (3,009 reviews)
Families like: Outdoor pools, free waterpark access, kids club, playground
Travelers say...
"Parent trap. This place is so over priced it’s like paying for a ritz Carlton and getting a holiday inn better off staying at the bel Mar and getting n a day pass for the aquarium’s etc for the kids ."
Reviewed on Sep 7, 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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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.