$98 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $98 One Way, $205 Round Trip
$205 return flights and $98 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.
EWR
New York
SJU
San Juan
$205 Roundtrip, found 19 hours ago
$205
Roundtrip
found 19 hours ago
JFK
New York
SJU
San Juan
$211 Roundtrip, found 1 hour ago
$211
Roundtrip
found 1 hour ago
EWR
New York
SJU
San Juan
$222 Roundtrip, found 16 hours ago
$222
Roundtrip
found 16 hours ago
EWR
New York
SJU
San Juan
$231 Roundtrip, found 3 hours ago
$231
Roundtrip
found 3 hours ago
EWR
New York
SJU
San Juan
$236 Roundtrip, found 1 hour ago
$236
Roundtrip
found 1 hour ago
JFK
New York
NAS
Nassau
$300 Roundtrip, found 8 hours ago
$300
Roundtrip
found 8 hours ago
JFK
New York
SDQ
Santo Domingo
$306 Roundtrip, found 5 days ago
$306
Roundtrip
found 5 days ago
JFK
New York
AUA
Oranjestad
$308 Roundtrip, found 12 hours ago
$308
Roundtrip
found 12 hours ago
EWR
New York
NAS
Nassau
$310 Roundtrip, found 16 hours ago
$310
Roundtrip
found 16 hours ago
EWR
New York
STI
Santiago de los Caballeros
$318 Roundtrip, found 18 hours ago
$318
Roundtrip
found 18 hours ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | Punta Cana | November 1 to November 3 | $368 |
| EWR | Montego Bay | November 1 to November 5 | $396 |
| JFK | San Juan | October 31 to November 11 | $411 |
| JFK | San Juan | October 31 to November 11 | $411 |
| EWR | San Juan | October 30 to November 2 | $422 |
| LGA | Nassau | November 1 to November 8 | $436 |
| JFK | Santo Domingo | November 1 to November 9 | $441 |
| EWR | Santo Domingo | November 1 to November 15 | $447 |
| EWR | Piarco | October 30 to November 2 | $468 |
| EWR | Nassau | October 30 to November 6 | $480 |
| EWR | Punta Cana | October 31 to November 2 | $511 |
| EWR | Kingston | October 31 to November 3 | $514 |
| EWR | Santiago de los Caballeros | October 30 to November 30 | $542 |
| JFK | Piarco | October 30 to November 2 | $546 |
| JFK | Nassau | October 31 to November 2 | $608 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Paradise Island Drive Paradise Island New Providence
Fully refundable
$333 nightly
The price is $366 total per night from Nov 9 to Nov 10
$366 total
Nov 9 - Nov 10
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
$85 nightly
The price is $92 total per night from Nov 26 to Nov 27
$92 total
Nov 26 - Nov 27
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 (2,503 reviews)
"Muy buena opción para una noche!!"
Reviewed on Oct 26, 2026
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! (2,466 reviews)
"1000/10 recommend!! I had an amazing time here and I’ll definitely be back. I felt extremely safe and catered to as a solo female traveler. The staff were always friendly and helpful. They all have a warmth and sweetness to them that made me feel welcomed. The room was perfectly cleaned. I requested ..."
Reviewed on Oct 22, 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
$208 nightly
The price is $217 total per night from Oct 28 to Oct 29
$217 total
Oct 28 - Oct 29
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! (2,152 reviews)
"Great location, close to the strip and the beach"
Reviewed on Oct 26, 2026
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
$356 nightly
The price is $399 total per night from Oct 30 to Oct 31
$399 total
Oct 30 - Oct 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. ...
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
$541 nightly
The price is $612 total per night from Oct 28 to Oct 29
$612 total
Oct 28 - Oct 29
Total with taxes and fees
Book a stay at this spa 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! (1,004 reviews)
"This is our 4th stay at the Divi phoenix. Property is Beautiful . JR at the bar is the best same with Ronnie and Edward. Never disappointed with the food and drinks. Rooms are well maintained . Beach is stunning. Location is perfect close enough to downtown but quieter then the other hotels. Can’t ..."
Reviewed on Oct 26, 2026
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Eagle Aruba Resort
J. E. Irausquin Boulevard 248 Oranjestad
Fully refundableReserve now, pay when you stay
$345 nightly
The price is $398 total per night from Nov 26 to Nov 27
$398 total
Nov 26 - Nov 27
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! (1,808 reviews)
"Simple, not fancy but very FUNCTIONAL. Staff was polite and helpful, room was clean and useful, restocked with towels daily. Lobby staff knowledgeable and available. ⭐⭐⭐⭐⭐"
Reviewed on Oct 26, 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
$419 nightly
The price is $457 total per night from Oct 28 to Oct 29
$457 total
Oct 28 - Oct 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 ...
9.4/10 Exceptional! (1,008 reviews)
"This hotel is amazing, they are renovating the pool but you have access to their sister hotel near by with an amazing infinity pool and bar, El Convento hotel was relaxing and near everything, free coffee without microplastics in the am was great and bottomless water bottles too, we also enjoyed ..."
Reviewed on Oct 26, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
$250 nightly
The price is $274 total per night from Oct 29 to Oct 30
$274 total
Oct 29 - Oct 30
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! (3,143 reviews)
"Great location, super clean, great amenities"
Reviewed on Oct 27, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
$200 nightly
The price is $222 total per night from Oct 28 to Oct 29
$222 total
Oct 28 - Oct 29
Total with taxes and fees
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 ...
9/10 Wonderful! (1,990 reviews)
"Buena uno"
Reviewed on Oct 26, 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! (1,719 reviews)
"It was a bit pricy but amazing and worth it."
Reviewed on Oct 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.
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Carretera Bávaro Km. 1 Punta Cana La Altagracia
$230 nightly
The price is $294 total per night from Oct 28 to Oct 29
$294 total
Oct 28 - Oct 29
Total with taxes and fees
Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Bavaro Beach and Downtown ...
Majestic Colonial Punta Cana - All Inclusive
Carretera El Macao Punta Cana La Altagracia
$340 nightly
The price is $340 total per night from Nov 5 to Nov 6
$340 total
Nov 5 - Nov 6
Total with taxes and fees
Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Macao Beach and Arena Gorda ...
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! (1,415 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
Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. Popular attractions Macao Beach and Arena Gorda ...
9/10 Wonderful! (5,360 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Loved it all!"
Reviewed on Oct 27, 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
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Low Prices for Caribbean Flights
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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.