Cheap Flights to Caribbean as Low as $101

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Caribbean's top cities

How Much Does it Cost To Fly To Caribbean?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

OriginDestinationTravel DatesFlights From*
MIASan JuanOctober 18 to October 19$108
FLLNew Providence IslandSeptember 8 to September 11$261
BOSSanto DomingoSeptember 10 to September 13$292
EWRKingstonSeptember 12 to September 21$294
EWRNew Providence IslandSeptember 3 to September 20$301
EWRMontego BaySeptember 5 to September 8$322
JFKPiarcoOctober 31 to November 6$376
YYZSantiago de los CaballerosNovember 9 to November 24$483
YYZSanto DomingoSeptember 14 to September 27$485
LGWPunta CanaOctober 10 to October 19$546
BKKMontego BayOctober 6 to November 30$1,651
BKKSan JuanAugust 31 to September 7$2,194
BKKSanto DomingoAugust 27 to October 20$2,389
YYZWest EndSeptember 5 to September 17$2,409
BKKKingstonAugust 30 to September 6$2,490
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
FLLMontego BayAugust 13 to August 27$237
MIASanto DomingoAugust 13 to August 20$331
EWROranjestadAugust 12 to August 14$362
EWROranjestadAugust 12 to August 14$362
EWRNew Providence IslandAugust 12 to August 13$390
EWRNew Providence IslandAugust 12 to August 13$390
JFKSantiago de los CaballerosAugust 13 to September 29$445
BOSMontego BayAugust 14 to August 17$569
BOSSanto DomingoAugust 13 to August 24$613
BOSKingstonAugust 13 to August 19$646
FLLPiarcoAugust 12 to October 8$651
EWRKingstonAugust 12 to August 16$693
BOSPunta CanaAugust 14 to August 18$856
EWRSantiago de los CaballerosAugust 13 to August 22$910
LGWSanto DomingoAugust 12 to August 26$1,834
*Prices include taxes and fees

Best Caribbean Flight and Hotel Packages

Hyatt Residence Club Dorado, Hacienda Del Mar
Hyatt Regency Grand Reserve Puerto Rico
Breezes Resort Bahamas All Inclusive
Don't see what you're looking for?
See all available trips from Newark to Caribbean
View all trips

Travelers ❤️ These Caribbean 🏨

Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St, San Juan, 00901
The price is $159 per night from Aug 15 to Aug 16
Stay at this 4.5-star luxury hotel in San Juan. Enjoy free WiFi, breakfast, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Port of San Juan and Condado Beach are located nearby. Discover genuine guest reviews for Hotel El Convento, in Old San Juan neighborhood, along with the latest prices and availability – book now.
4.4/5 Wonderful! (1,003 reviews)
"Nice location. Clean room. Comfortable bed."

Reviewed on Aug 7, 2022

Hotel El Convento
Sheraton Old San Juan Hotel

Sheraton Old San Juan Hotel

4 out of 5
100 Brumbaugh Street, San Juan, 00901
The price is $144 per night from Aug 30 to Aug 31
Stay at this 4-star business-friendly hotel in San Juan. Enjoy free WiFi, breakfast, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Juan and Condado Beach are located nearby. Discover genuine guest reviews for Sheraton Old San Juan Hotel, in Old San Juan neighborhood, along with the latest prices and availability – book now.
3.9/5 Very Good! (1,006 reviews)
"Good"

Reviewed on Aug 3, 2022

Sheraton Old San Juan Hotel
The Reef at Atlantis

The Reef at Atlantis

4.5 out of 5
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 helpful staff and the spacious rooms in our reviews. Popular attractions Cable Beach and Cabbage Beach are located nearby. Discover genuine guest reviews for The Reef at Atlantis along with the latest prices and availability – book now.
4.3/5 Excellent! (1,000 reviews)
"The facility was very nice. I enjoyed using the shuttle buses that run between each resort in the Atlantis. A beautiful location. I wish I could have stayed longer. The staff were professional and friendly."

Reviewed on Aug 8, 2022

The Reef at Atlantis
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Boutique Hotel Palacio

Boutique Hotel Palacio

3.5 out of 5
Calle Duarte 106, Santo Domingo, Distrito Nacional, 10211
The price is $53 per night from Aug 14 to Aug 15
Stay at this 3.5-star business-friendly hotel in Santo Domingo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the spacious rooms and the overall value in our reviews. Popular attractions Blue Mall and Calle El Conde are located nearby. Discover genuine guest reviews for Boutique Hotel Palacio, in Zona Colonial neighborhood, along with the latest prices and availability – book now.
4.3/5 Excellent! (998 reviews)
A Remarkable Centrally Located Hotel
"This is my 4th time at this hotel. The staff is incredible! The hotel is central to restaurants, sight seeing adventures and taxies should you choose to go outside of the immediate area. Getting hot water on a consistent basis was a challenge for me."

Reviewed on Jul 28, 2022

Boutique Hotel Palacio
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.

Frequently asked questions

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.