Flights to Caribbean Starting at $62
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
Top places to visit in Caribbean
Cheap flights to Caribbean from $62 One Way, $123 Round Trip
$123 return flights and $62 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
Newark
SJU
San Juan
$123 Roundtrip, just found
$123
Roundtrip
just found
EWR
Newark
SJU
San Juan
$127 Roundtrip, found 23 hours ago
$127
Roundtrip
found 23 hours ago
EWR
Newark
SJU
San Juan
$207 Roundtrip, found 4 days ago
$207
Roundtrip
found 4 days ago
EWR
Newark
AUA
Oranjestad
$246 Roundtrip, found 16 hours ago
$246
Roundtrip
found 16 hours ago
EWR
Newark
SDQ
Santo Domingo
$249 Roundtrip, just found
$249
Roundtrip
just found
EWR
Newark
STI
Santiago
$259 Roundtrip, found 1 day ago
$259
Roundtrip
found 1 day ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| PHL | San Juan | October 7 to October 14 | $155 |
| EWR | San Juan | October 8 to October 16 | $201 |
| JFK | San Juan | October 8 to October 10 | $277 |
| TTN | Punta Cana | October 7 to October 11 | $281 |
| JFK | Nassau | October 8 to October 12 | $324 |
| EWR | Santo Domingo | October 8 to October 17 | $328 |
| JFK | Montego Bay | October 8 to October 12 | $350 |
| JFK | Santo Domingo | October 7 to October 14 | $353 |
| JFK | Punta Cana | October 8 to October 13 | $393 |
| JFK | Oranjestad | October 7 to October 11 | $428 |
| JFK | Oranjestad | October 7 to October 11 | $428 |
| YYZ | Piarco | October 6 to October 14 | $460 |
| YYZ | Santiago de los Caballeros | October 6 to October 12 | $492 |
| JFK | Kingston | October 7 to October 9 | $515 |
| EWR | Oranjestad | October 8 to October 11 | $551 |
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 $251 per night from Oct 1 to Oct 2
$251
per night
Oct 1 - Oct 2
Stay at this 4-star business-friendly hotel in Paradise Island. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant ...
7.8/10 Good! (1,004 reviews)
"We had a mishap during check-in as we received a room that was already being occupied and it startled us when I opened the door to the room and there was a guest sitting inside. Besides that, the new room that we received was clean and the hotel’s location is great as it is directly across from Atlantis ..."
Reviewed on Sep 27, 2023
Coral by the Sea Hotel
Calle Rosa 2, Carolina
Fully refundableReserve now, pay when you stay
The price is $125 per night from Oct 1 to Oct 2
$125
per night
Oct 1 - Oct 2
Stay at this 3-star hotel in Carolina. Enjoy free WiFi, 2 restaurants, and onsite parking. Popular attractions Condado Beach and Pan American Pier are located ...
5.6/10 (1,502 reviews)
"I like all"
Reviewed on Sep 20, 2023
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach, Nassau, New Providence
The price is $224 per night from Oct 1 to Oct 2
$224
per night
Oct 1 - Oct 2
Stay at this 3-star beach hotel in Nassau. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the bar in our reviews. Popular ...
7.2/10 Good! (1,002 reviews)
"I have never seen anything like this. Front desk was awesome kitchen staff awesome security entertainment I mean the list goes on and on. I will visit them again and again! Very friendly management. Everything!"
Reviewed on Sep 27, 2023
Save an average of 15% on thousands of hotels when you're signed in
Meridian Inn
Dover, St. Lawrence Gap, Christ Church
The price is $77 per night from Oct 4 to Oct 5
$77
per night
Oct 4 - Oct 5
Stay at this hotel in St. Lawrence Gap. Enjoy free WiFi, free parking, and room service. Popular attractions Barry's Surf Barbados Surf School and Turtle Beach ...
8.4/10 Very Good! (602 reviews)
"I had an awesome time my only drawback was that the outlets in my room needs to be replaced"
Reviewed on Sep 17, 2023
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
The price is $94 per night from Oct 4 to Oct 5
$94
per night
Oct 4 - Oct 5
Stay at this 4-star beach resort in Simpson Bay. Enjoy free WiFi, 6 outdoor pools, and 4 restaurants. Our guests praise the pool and the helpful staff in our ...
8.6/10 Excellent! (1,005 reviews)
"Out of the many places I've stayed in St. Maarten, Simpson Bay Resort is by far my absolute favorite. Tge check in process was smooth and relatively fast. The staff make you feel welcomed & valued. I LOVED the welcome packet. I stayed in a studio and though it was a little cramped for space I thoroughly ..."
Reviewed on Sep 28, 2023
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252, Noord
Fully refundable
The price is $238 per night from Oct 3 to Oct 4
$238
per night
Oct 3 - Oct 4
Stay at this 4-star beach hotel in Noord. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the restaurant in our reviews. Popular attractions ...
9.4/10 Exceptional! (1,000 reviews)
"Safe and quiet and friendly staff"
Reviewed on Sep 23, 2023
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75, Noord
Stay at this 4-star beach resort in Noord. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the property condition in our reviews. ...
8.8/10 Excellent! (1,000 reviews)
"The resort overall was good. Its not spread out like other places, all the amenities are close together. We stayed in the Phoenix tower which was a bit dated but the room was clean and spacious. Having a kitchen and full size fridge came in handy since food everywhere is fairly pricey. There were ..."
Reviewed on Sep 25, 2023
Save an average of 15% on thousands of hotels when you're signed in
Eagle Aruba Resort & Casino
J. E. Irausquin Boulevard 248, Oranjestad
Fully refundableReserve now, pay when you stay
The price is $215 per night from Oct 1 to Oct 2
$215
per night
Oct 1 - Oct 2
Stay at this 3.5-star beach hotel in Oranjestad. Enjoy free parking, 3 outdoor pools, and 2 restaurants. Our guests praise the restaurant and the bar in our ...
8.8/10 Excellent! (2,330 reviews)
"I like the hotel room, very spacious and Super Food is right in front of the hotel. I also like the kitchen where you can cook your own food if you want. And it’s very close to the beach. It’s nice then I expected."
Reviewed on Sep 27, 2023
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 $166 per night from Oct 2 to Oct 3
$166
per night
Oct 2 - Oct 3
Stay at this 4.5-star luxury hotel in San Juan. Enjoy free WiFi, breakfast, and room service. Our guests praise the pool and the property condition in our reviews. ...
8.6/10 Excellent! (1,001 reviews)
"Excellent"
Reviewed on Sep 21, 2023
Sheraton Old San Juan Hotel
100 Brumbaugh Street, San Juan
Fully refundableReserve now, pay when you stay
The price is $139 per night from Oct 11 to Oct 12
$139
per night
Oct 11 - Oct 12
Stay at this 4-star business-friendly hotel in San Juan. Enjoy free WiFi, breakfast, and room service. Popular attractions Port of San Juan and Pan American ...
7.8/10 Good! (1,001 reviews)
"excelent location, very clean, great staff.. it was under renovation but still a gooplace, very clean.. recommended.."
Reviewed on Sep 26, 2023
The Reef at Atlantis
Paradise Beach Drive, Paradise Island, New Providence
Stay at this 4.5-star luxury resort in Paradise Island. Enjoy free WiFi, a private beach, and a marina. Our guests praise the pool and the property condition ...
8.6/10 Excellent! (1,002 reviews)
"Perfect for families"
Reviewed on Sep 27, 2023
Save an average of 15% on thousands of hotels when you're signed in
Boutique Hotel Palacio
Calle Duarte 106, Santo Domingo, Distrito Nacional
Fully refundableReserve now, pay when you stay
The price is $81 per night from Oct 7 to Oct 8
$81
per night
Oct 7 - Oct 8
Stay at this 3.5-star business-friendly hotel in Santo Domingo. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Regional Museum of Archaeology ...
8.6/10 Excellent! (1,000 reviews)
"Safety,very good food places to go and eat, quite and the peoples are very nice and friendly. This country is a good place to retire and enjoy yourself"
Reviewed on Sep 18, 2023
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, Playa Bávaro, Punta Cana, La Altagracia
The price is $195 per night from Oct 15 to Oct 16
$195
per night
Oct 15 - Oct 16
Stay at this 4.5-star luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the restaurant and the bar in our reviews. ...
7.8/10 Good! (3,751 reviews)
Families like: Kids pool, waterslide, kids club, playground
Travelers say...
"Need a renovation"
Reviewed on Sep 27, 2023
Majestic Colonial Punta Cana - All Inclusive
Carretera El Macao, Punta Cana, La Altagracia
The price is $273 per night from Oct 1 to Oct 2
$273
per night
Oct 1 - Oct 2
Stay at this 4-star beach property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our ...
8.4/10 Very Good! (2,988 reviews)
Families like: Kids pool, waterslide, kids club, playground
Travelers say...
"The entire staff was amazing during our stay. Our Butler Modesto made us feel welcomed right away. Everyone was always so pleasant and happy to help us in anyway. Definitely had an enjoyable stay and would highly recommend."
Reviewed on Sep 26, 2023
Hilton Rose Hall an All-Inclusive Resort
Rose Hall, Montego Bay, Saint James
The price is $369 per night from Oct 11 to Oct 12
$369
per night
Oct 11 - Oct 12
Stay at this 4.5-star luxury resort in Montego Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the property condition in our reviews. ...
8.6/10 Excellent! (1,748 reviews)
Families like: Kids pool, free waterpark access, kids club, playground
Travelers say...
"Great experience"
Reviewed on Sep 27, 2023
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
Stay at this 4.5-star luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the restaurant and the room service ...
8.6/10 Excellent! (2,830 reviews)
Families like: Kids pool, waterslide, kids club, playground
Travelers say...
"This place was amazing overall. Clean, food was great, staff was great and friendly. But nothing ia perfect. I was never told i had credit for the spa and i was never given the champagne offered. And I went there for my birthday. The front desk never told me this until i came to check the receipt ..."
Reviewed on Aug 29, 2023
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?
Economy
Chevrolet Spark or similar
Compact
Ford Focus or similar
Midsize
Toyota Corolla or similar
SUV
Jeep Compass or similar
More to explore for Caribbean
Caribbean
Orbitz makes it easy for you to find cheap prices for flights to Caribbean. When you search for your tickets on Orbitz, you don’t have to look any further for the best Caribbean flights available ever again.
Orbitz Offers Exceptional Customer Service
Orbitz understands that your travel plans may change. That’s why we make it simple to cancel your ticket for Caribbean flights if necessary. All you have to do is contact the Orbitz Customer Service department to adjust your travel plans after booking. When you’re ready book your trip, just do a fresh search for the perfect flights to Caribbean again.
Earn with Your Frequent Flyer Program and Orbitz
If you’re a member of a frequent flyer or airline loyalty program, you can keep earning points or miles while making your travel reservations for flights to Caribbean with Orbitz! Just enter your account number during the ticket booking process and your points will be added to your account every time you book with Orbitz.
Low Prices for Caribbean Flights
Orbitz has the scoop on cheap tickets and bargain airfare for flights to Caribbean. You can research the best flights for your trip and make your reservations all on our website with the confidence that you’re getting a great price.
Make Travel Plans at Your Convenience
If you’re always on-the-go, you’ll appreciate the free Orbitz apps for iPhones, Android devices, and iPads, that make it simple for you to check on your flight plans while you’re out and about. Orbitz will even send you a free text, email, or voice alert to inform you of any delay in your flight.