Flights To Caribbean - Cheap Flights Starting at CA $153

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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 JuanMay 20 to May 29CA $142
PHLSan JuanMay 27 to May 31CA $218
MIANassauMay 27 to June 3CA $364
JFKSantiago de los CaballerosJune 1 to June 8CA $367
JFKOranjestadMay 20 to May 22CA $390
JFKOranjestadMay 20 to May 22CA $390
LGAPunta CanaMay 19 to May 24CA $393
BOSOranjestadMay 21 to May 25CA $432
MIASanto DomingoMay 31 to June 4CA $446
YYZSantiago de los CaballerosMay 28 to June 4CA $530
JFKKingstonJune 13 to June 20CA $593
JFKKingstonJune 13 to June 20CA $593
MIAKingstonMay 26 to May 30CA $648
MIAMontego BayMay 31 to June 2CA $784
BKKPunta CanaMay 27 to June 26CA $2,264
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
EWRSan JuanMay 12 to May 16CA $272
EWRSan JuanMay 12 to May 16CA $272
JFKSan JuanMay 11 to May 14CA $362
EWRSantiago de los CaballerosMay 10 to May 15CA $368
JFKSanto DomingoMay 10 to May 12CA $393
JFKSanto DomingoMay 10 to May 12CA $393
JFKMontego BayMay 12 to May 17CA $397
JFKOranjestadMay 11 to May 18CA $402
JFKOranjestadMay 11 to May 18CA $402
BOSSan JuanMay 10 to May 14CA $441
JFKNassauMay 12 to May 16CA $464
JFKPiarcoMay 11 to May 20CA $534
JFKPiarcoMay 11 to May 20CA $534
JFKPunta CanaMay 12 to May 21CA $551
EWRKingstonMay 10 to May 13CA $839
*Prices include taxes and fees

Travelers ❤️ These Caribbean 🏨

Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St, San Juan
Stay at this boutique hotel in San Juan. Enjoy free WiFi, breakfast, and room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Port of San Juan and Pan American Pier 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.
8.6/10 Excellent! (1,004 reviews)
"Great location! Helpful employees!"

Reviewed on 30 Apr. 2024

Hotel El Convento
British Colonial - Nassau

British Colonial - Nassau

4 out of 5
Number One Bay St, Nassau
Stay at this 4-star beach hotel in Nassau. Enjoy free WiFi, 2 outdoor pools, and 8 restaurants. Popular attractions Cable Beach and Bahamas National Trust Headquarters are located nearby. Discover genuine guest reviews for British Colonial - Nassau , in Downtown Nassau neighborhood, along with the latest prices and availability – book now.
8.4/10 Very Good! (272 reviews)
Great stay in the centre of Downtown Nassau
"Great stay in the centre of Downtown Nassau. Easy access to local facilities, but still very much a tourist area, so watch out for pricey shops. Hotel recently refurbished and looks great. Room was a little boxy/cosy considering it was an upgraded one. Had an issue on the first day that no servicing ..."

Reviewed on 3 May 2024

British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

4 out of 5
100 Brumbaugh Street, San Juan
Stay at this 4-star business-friendly hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), 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.
7.6/10 Good! (1,001 reviews)
"Friendly and clean"

Reviewed on 28 Apr. 2024

Hotel Rumbao, a Tribute Portfolio Hotel
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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 pool and the helpful staff in our reviews. Popular attractions Cable Beach and Aquaventure are located nearby. Discover genuine guest reviews for The Reef at Atlantis along with the latest prices and availability – book now.
8.6/10 Excellent! (1,006 reviews)
"many kids activities"

Reviewed on 1 May 2024

The Reef at Atlantis
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

Can I fly to Caribbean right now?
There are various factors that could affect your travel plans if you’re thinking about a flight to Caribbean. They include where you’re arriving from and coronavirus restrictions in your destination. Before booking, browse relevant government websites for the latest info. Travelocity’s Covid-19 Travel Advisor will also inform you about traveling during the COVID-19 pandemic. Click on the link to learn about physical distancing rules, quarantine and more for Caribbean.
How much is the cheapest flight to Caribbean?
Your next vacation doesn’t have to make a huge dent in your budget. During the last seven days, the cheapest roundtrip flight to Caribbean cost CA $142. Find a cheap ticket and spend the money you save on cool experiences. This price was available on Travelocity for flights to Caribbean departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Caribbean?
Pack your bags and jet off with any of the 20 airlines that fly to Caribbean. Make a booking with popular air carrier, Sunrise Airways. It has approximately 43 flights per month to Santo Domingo, Caribbean’s premier city, so finding a fare that suits should be a snap.
What is the cheapest month to fly to Caribbean?
Spend more money on great adventures rather than airfares by zipping off to Caribbean in May. This is the best-priced month to jet out to this place according to Travelocity’s direct return flight demand from January to December last year. Browse through our range of flights and enjoy a change of scenery without emptying your bank account.
How can I check my flight status to Caribbean?
Check for updates on your flight to Caribbean, make changes and much more from our “Trips” customer portal. Found at the top right of our homepage, it’s your gateway to viewing your bookings. Just log in or open an account in seconds. Savvy wanderers can also take advantage of the Travelocity app. You’ll get real-time trip updates, along with the ability to book hotels, rental cars and activities while you’re on the go. If you have friends or family flying with you, it’s also a quick way to share travel info with each other.
How do I find the best deals on flights to Caribbean?
It’s always good to book ahead of schedule, and if possible, avoid traveling during the busy tourist season. Another great way to save is by hitting the “Flexible dates” box at the top of the page after searching for your flights. This will show you ticket prices for nearby days. In the last seven days, the lowest price for a return flight to Caribbean was CA $142. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Caribbean with Travelocity?
Pack your case and get set to take off with Travelocity. It’s our job to find you fantastic deals on cheap flights to Caribbean. Whether you want flexible airfares with plenty of wiggle room or cheap family flights on budget carriers, we’ve got what you need.
How much is a flight to Caribbean on average?
Plane tickets for roundtrip flights to Caribbean cost between CA $142 and CA $2,264 in the last seven days. The moment you find an incredible deal, lock it in and get ready to set off on the getaway of your dreams with Travelocity. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
*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.