Flights To Caribbean - Cheap Flights Starting at CA $175

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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*
FLLSanto DomingoFebruary 1 to February 4CA $375
BOSMontego BayFebruary 5 to February 11CA $384
EWROranjestadFebruary 5 to February 15CA $394
EWRMontego BayFebruary 7 to February 15CA $418
FLLPiarcoJanuary 24 to January 31CA $432
EWRPunta CanaFebruary 28 to March 5CA $443
EWRKingstonJanuary 19 to January 23CA $446
BOSSanto DomingoFebruary 6 to February 15CA $457
BOSKingstonFebruary 17 to February 25CA $482
JFKSantiago de los CaballerosFebruary 3 to February 17CA $512
JFKSantiago de los CaballerosFebruary 3 to February 17CA $512
EWRSantiago de los CaballerosMarch 9 to March 19CA $524
BOSSantiago de los CaballerosFebruary 1 to February 8CA $541
JFKPiarcoJanuary 25 to February 6CA $551
EWRPiarcoMarch 11 to March 18CA $561
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
BOSSan JuanJanuary 10 to January 18CA $241
JFKSan JuanJanuary 10 to January 15CA $267
YYZPunta CanaJanuary 12 to January 19CA $388
YYZKingstonJanuary 11 to February 3CA $515
JFKSantiago de los CaballerosJanuary 12 to February 11CA $524
JFKSantiago de los CaballerosJanuary 12 to February 11CA $524
YYZMontego BayJanuary 11 to February 3CA $526
JFKPunta CanaJanuary 11 to January 18CA $577
JFKNassauJanuary 12 to January 18CA $598
EWRSantiago de los CaballerosJanuary 12 to February 11CA $598
YYZPiarcoJanuary 12 to January 19CA $624
YYZSan JuanJanuary 11 to February 3CA $650
MIAOranjestadJanuary 12 to January 23CA $993
LHROranjestadJanuary 12 to January 27CA $1,039
YYZWest EndJanuary 11 to January 17CA $1,373
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Coral Costa Caribe Beach Resort - All Inclusive
Princess Senses The Mangrove Resort - Adults Only
Alamanda Cottage at Serenity
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Travelers ❤️ These Caribbean 🏨

Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St, San Juan
Stay at this 4.5-star luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Juan and Pan American Pier are located nearby.
8.6/10 Excellent! (1,005 reviews)
"Beautiful very old historical building, well maintained, very nice staff. Great location. Stayed 4 nights. Love to back."

Reviewed on 2 Jan. 2025

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. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cable Beach and Pirates of Nassau Museum are located nearby.
8.6/10 Excellent! (1,133 reviews)
"Excellent stay!"

Reviewed on 4 Jan. 2025

British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

4 out of 5
100 Brumbaugh Street, San Juan, Puerto Rico
Stay at this 4-star business-friendly hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Juan and Pan American Pier are located nearby.
8.8/10 Excellent! (629 reviews)
"Wish there were more chairs at the pool."

Reviewed on 5 Jan. 2025

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 full-service spa, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Cable Beach and Aquaventure are located nearby.
8.8/10 Excellent! (1,101 reviews)
"This is such a beautiful property. It even smells amazing."

Reviewed on 4 Jan. 2025

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

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 $241. 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 15 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 February. 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 $241. 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 $241 and CA $1,373 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.