$110 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $110 One Way, $237 Round Trip
$237 return flights and $110 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.
JFK
New York
SJU
San Juan
$237 Roundtrip, found 5 days ago
$237
Roundtrip
found 5 days ago
JFK
New York
SJU
San Juan
$246 Roundtrip, found 5 days ago
$246
Roundtrip
found 5 days ago
EWR
New York
SJU
San Juan
$252 Roundtrip, found 23 hours ago
$252
Roundtrip
found 23 hours ago
JFK
New York
SJU
San Juan
$277 Roundtrip, found 1 hour ago
$277
Roundtrip
found 1 hour ago
EWR
New York
SJU
San Juan
$282 Roundtrip, found 18 hours ago
$282
Roundtrip
found 18 hours ago
EWR
New York
SJU
San Juan
$291 Roundtrip, found 1 day ago
$291
Roundtrip
found 1 day ago
JFK
New York
MBJ
Montego Bay
$298 Roundtrip, found 5 days ago
$298
Roundtrip
found 5 days ago
JFK
New York
NAS
Nassau
$301 Roundtrip, just found
$301
Roundtrip
just found
EWR
New York
PUJ
Punta Cana
$305 Roundtrip, just found
$305
Roundtrip
just found
EWR
New York
SDQ
Santo Domingo
$305 Roundtrip, just found
$305
Roundtrip
just found
EWR
New York
NAS
Nassau
$306 Roundtrip, found 17 hours ago
$306
Roundtrip
found 17 hours ago
JFK
New York
AUA
Oranjestad
$337 Roundtrip, found 2 hours ago
$337
Roundtrip
found 2 hours ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | June 6 to June 13 | $332 |
| JFK | San Juan | June 6 to June 13 | $332 |
| JFK | Montego Bay | June 5 to June 9 | $340 |
| EWR | Montego Bay | June 6 to June 12 | $357 |
| EWR | Punta Cana | June 6 to June 13 | $365 |
| EWR | Santo Domingo | June 7 to June 17 | $399 |
| JFK | Punta Cana | June 5 to June 10 | $405 |
| JFK | Nassau | June 6 to June 10 | $423 |
| JFK | Nassau | June 6 to June 10 | $423 |
| JFK | Santiago de los Caballeros | June 5 to June 11 | $423 |
| JFK | Santiago de los Caballeros | June 5 to June 11 | $423 |
| JFK | Santo Domingo | June 5 to June 14 | $438 |
| EWR | San Juan | June 5 to June 9 | $442 |
| JFK | Kingston | June 7 to June 9 | $487 |
| JFK | Piarco | June 5 to June 12 | $488 |
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 Jun 7 to Jun 8
$365 total
Jun 7 - Jun 8
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! (2,268 reviews)
"Certain rooms doesnt come with items like other rooms my room didnt had sodas and biscuits but my sisters room did"
Reviewed on Jun 3, 2026
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $133 total per night from Jun 4 to Jun 5
$133 total
Jun 4 - Jun 5
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 (2,395 reviews)
"Me gusto comp para un apretón, te probé todo lo necesario."
Reviewed on Jun 3, 2026
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
$335 nightly
The price is $372 total per night from Jun 12 to Jun 13
$372 total
Jun 12 - Jun 13
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! (2,304 reviews)
"Always a pleasure staying at Breezes. Beautiful beach, fabulous staff and comfortable rooms"
Reviewed on Jun 3, 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
$235 nightly
The price is $247 total per night from Jun 15 to Jun 16
$247 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! (1,768 reviews)
"Always an amazing time at Simpson Bay!!"
Reviewed on Jun 3, 2026
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
$324 nightly
The price is $364 total per night from Jun 6 to Jun 7
$364 total
Jun 6 - Jun 7
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! (1,007 reviews)
"Great spot! So close to the beach, and a short distance from the nightlife at Palm Beach and the shops downtown. Lovely room with a great view! Helpful friendly staff. Loved it! Highly recommend."
Reviewed on Jun 2, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
$528 nightly
The price is $596 total per night from Jun 4 to Jun 5
$596 total
Jun 4 - Jun 5
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! (1,001 reviews)
"The location is perfect, being easy walking distance from, but not in the middle of, the heavy concentration of restaurants and shops. The property is well maintained, with spacious rooms. Beaches and beach amenities are clean and well equipped, with plenty of chairs, palapas, and umbrellas available. ..."
Reviewed on Jun 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
Fully refundableReserve now, pay when you stay
$355 nightly
The price is $403 total per night from Jun 6 to Jun 7
$403 total
Jun 6 - Jun 7
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! (1,956 reviews)
"El cuarto tenía un TV que no se veía y reclamé 4 veces a diferentes chicas de recepción me dijeron que cambiarían el TV y nunca lo hicieron El aire acondicionado suena horrible El colchón de la cama estaba vencido te acostabas y te hundías al centro."
Reviewed on Jun 3, 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
$266 nightly
The price is $290 total per night from Jul 1 to Jul 2
$290 total
Jul 1 - Jul 2
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! (1,006 reviews)
"Loved the place, location, staff, vibe, food, and everything. Great place and highly recommended."
Reviewed on Jun 3, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
$217 nightly
The price is $240 total per night from Jun 22 to Jun 23
$240 total
Jun 22 - Jun 23
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! (2,618 reviews)
"Place was clean beds and pillows comfortable. Waiters/staff around pool not efficient they don’t walk around often enough, just not great service around pool area. Nice facilities breakfast was great but $39 for eggs and potatoes daily was quite steep. Place was in great area in the middle of many ..."
Reviewed on Jun 3, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $192 total per night from Jun 21 to Jun 22
$192 total
Jun 21 - Jun 22
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! (1,698 reviews)
"Great staff"
Reviewed on Jun 1, 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 ...
9/10 Wonderful! (1,504 reviews)
"Property was just fine. Don’t know if I would stay again"
Reviewed on Jun 3, 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
$259 nightly
The price is $332 total per night from Jun 15 to Jun 16
$332 total
Jun 15 - Jun 16
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! (5,661 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Very good"
Reviewed on Jun 3, 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! (6,526 reviews)
"Property was very clean and well taken care of would stay here again"
Reviewed on Jun 2, 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! (1,692 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! (4,860 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"As a solo traveler, I had the best time at Majestic Elegance. My personal butler, Dario went over the top to make my experience perfect. The Club bartenders Máxima and Angelina were so fun and sweet. Joel was so fun and helpful too. I highly recommend the swim up rooms and sneaking food to the ..."
Reviewed on Jun 3, 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
End your search for discount fares on flights to Caribbean. Orbitz has all the best prices on Caribbean flights. With Orbitz, you can expect:
Cheap Deals on Flights to Caribbean
We offer big discounts and last-minute savings on Caribbean flights. We make it easy for you to research, plan, and book your flight to Caribbean — all while offering great low fares. With guaranteed low prices and cutting-edge mobile tools, the perfect trip begins on Orbitz.
Travel Convenience on the Go
Get alerts, updates, or book your Caribbean flight or other flights wherever you are. Download our free apps for iPhone, Android, and iPad or visit our mobile site at m.orbitz.com to conveniently review or change your air travel plans. We can also send free alerts about your Caribbean flight to your email or mobile phone, so you get advance warning about potential disruptions and flight delays. Need to book a hotel with your Caribbean flight? Access exclusive, mobile-only deals via our mobile site and free apps – even on the same day.
Great Customer Care
We want to make your travel booking experience smooth and easy, from planning and researching Caribbean flights to the actual booking. If you want to cancel your flight to Caribbean, many tickets can be conveniently cancelled online. Contact our Customer Service to make changes to your air ticket.
Miles or Points Toward Frequent Flyer Programs
Much like booking with an airline directly, you can earn frequent flyer miles or points on qualified flights to Caribbean with Orbitz. When completing your booking, just fill in your frequent flyer number for the airline you are flying with or for one of its available partner airlines.
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.