Cheap Flights to Caribbean from $54 (2024/2025)

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Malecon

Havana

Flights
Havana

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.

Wed, Sep 4 - Tue, Sep 17
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$108 Roundtrip, found 2 hours ago
$108
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Sep 4 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Tue, Sep 17, priced at $108 found 2 hours ago
Wed, Sep 4 - Tue, Sep 17
EWR
Liberty Intl.
SJU
Luis Munoz Marin Intl.
$108 Roundtrip, found 7 hours ago
$108
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Wed, Sep 4 from Liberty Intl. to Luis Munoz Marin Intl., returning Tue, Sep 17, priced at $108 found 7 hours ago
Sat, Sep 14 - Tue, Sep 17
CMH
John Glenn Columbus Intl.
SJU
Luis Munoz Marin Intl.
$178 Roundtrip, found 8 hours ago
$178
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Sat, Sep 14 from John Glenn Columbus Intl. to Luis Munoz Marin Intl., returning Tue, Sep 17, priced at $178 found 8 hours ago
Mon, Jun 3 - Wed, Jun 5
CMH
John Glenn Columbus Intl.
SJU
Luis Munoz Marin Intl.
$181 Roundtrip, found 2 days ago
$181
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon, Jun 3 from John Glenn Columbus Intl. to Luis Munoz Marin Intl., returning Wed, Jun 5, priced at $181 found 2 days ago
Wed, Jul 10 - Thu, Jul 25
EWR
Liberty Intl.
POS
Piarco Intl.
$201 Roundtrip, found 3 days ago
$201
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Jul 10 from Liberty Intl. to Piarco Intl., returning Thu, Jul 25, priced at $201 found 3 days ago
Wed, Jun 5 - Sun, Jun 9
CMH
John Glenn Columbus Intl.
SDQ
Las Americas Intl.
$241 Roundtrip, found 3 days ago
$241
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Jun 5 from John Glenn Columbus Intl. to Las Americas Intl., returning Sun, Jun 9, priced at $241 found 3 days ago
Tue, May 14 - Wed, May 29
CMH
John Glenn Columbus Intl.
STI
Cibao Intl.
$249 Roundtrip, found 5 days ago
$249
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, May 14 from John Glenn Columbus Intl. to Cibao Intl., returning Wed, May 29, priced at $249 found 5 days ago
Wed, May 15 - Thu, May 23
CMH
John Glenn Columbus Intl.
PUJ
Punta Cana Intl.
$252 Roundtrip, found 4 days ago
$252
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, May 15 from John Glenn Columbus Intl. to Punta Cana Intl., returning Thu, May 23, priced at $252 found 4 days ago
Sat, Sep 14 - Sun, Sep 22
CMH
John Glenn Columbus Intl.
SJU
Luis Munoz Marin Intl.
$291 Roundtrip, found 10 hours ago
$291
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Sat, Sep 14 from John Glenn Columbus Intl. to Luis Munoz Marin Intl., returning Sun, Sep 22, priced at $291 found 10 hours ago
Sat, Sep 14 - Sun, Sep 22
CMH
John Glenn Columbus Intl.
SJU
Luis Munoz Marin Intl.
$294 Roundtrip, found 10 hours ago
$294
Roundtrip
found 10 hours ago
Select Delta flight, departing Sat, Sep 14 from John Glenn Columbus Intl. to Luis Munoz Marin Intl., returning Sun, Sep 22, priced at $294 found 10 hours ago
Tue, Nov 19 - Thu, Nov 28
CMH
John Glenn Columbus Intl.
AUA
Queen Beatrix Intl.
$304 Roundtrip, found 3 hours ago
$304
Roundtrip
found 3 hours ago
Select Delta flight, departing Tue, Nov 19 from John Glenn Columbus Intl. to Queen Beatrix Intl., returning Thu, Nov 28, priced at $304 found 3 hours ago
OriginDestinationTravel DatesFlights From*
EWRSan JuanMay 29 to June 5$128
JFKNassauMay 26 to May 29$228
EWRPunta CanaJuly 2 to July 9$230
JFKSanto DomingoJune 16 to July 2$235
JFKPiarcoJuly 18 to July 25$239
EWRMontego BayJune 3 to June 8$278
EWRKingstonJune 4 to June 11$315
JFKWest EndMay 27 to May 28$412
JFKWest EndMay 27 to May 28$412
BOSPiarcoJune 10 to June 17$441
LHRNassauJune 17 to July 4$743
LHRMontego BayJune 1 to June 30$789
LHRWest EndMay 28 to June 2$1,307
YYZWest EndJune 7 to June 14$1,601
BKKPiarcoJune 6 to June 12$1,805
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
FLLPunta CanaMay 18 to May 23$214
YYZNassauMay 19 to May 29$279
JFKPunta CanaMay 18 to June 6$298
FLLPiarcoMay 18 to June 3$305
BOSMontego BayMay 19 to May 31$354
EWRMontego BayMay 18 to May 22$356
YYZMontego BayMay 19 to June 1$360
MIAWest EndMay 18 to May 25$369
BOSSanto DomingoMay 17 to May 26$370
MIASantiago de los CaballerosMay 17 to June 3$379
BOSOranjestadMay 18 to May 22$407
EWRKingstonMay 18 to May 31$436
YYZPiarcoMay 18 to May 25$439
LHRSan JuanMay 19 to May 30$810
BKKNassauMay 17 to May 20$1,725
*Prices include taxes and fees

Best Caribbean Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel
3.0-star property

Palazzo Lakeside Hotel

Jun 19 - Jun 24

5 night stay

Columbus (CMH) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
per person
Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

Jun 19 - Jun 24

5 night stay

Columbus (CMH) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
per person
Westgate Lakes Resort & Spa Universal Studios Area
4.0-star property

Westgate Lakes Resort & Spa Universal Studios Area

Jun 19 - Jun 24

5 night stay

Columbus (CMH) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
per person
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Travelers ❤️ These Caribbean 🏨

Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St, San Juan
Book a stay at this boutique hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), 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.
8.6/10 Excellent! (1,001 reviews)
"me encanto, una propiedad que mantiene la historia pero también lo moderno."

Reviewed on May 7, 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 Cabbage Beach and Cable Beach are located nearby.
8.6/10 Excellent! (296 reviews)
"Te hotel was even more impressive than the photos. From the grand entrance, perfect beachfront views and private beach area. Close to the port so there were always many activities however we never heard the business inside the hotel. Very convenient in downtown Nassau"

Reviewed on May 9, 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, 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 breakfast and the helpful staff in our reviews. Popular attractions Port of San Juan and Pan American Pier are located nearby.
7.6/10 Good! (1,002 reviews)
"Absolutely loved the experience! Extremely central to everything . The staff was amazing pleasant helpful and friendly."

Reviewed on May 7, 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 full-service spa, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Cabbage Beach and Cable Beach are located nearby.
8.6/10 Excellent! (1,002 reviews)
"I liked the shuttle service to all the properties on the island."

Reviewed on May 8, 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 $108. 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 September. 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 $108. 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 $108 and $1,805 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.
What can I expect on a flight to Caribbean?
The duration of your flight and whether you’re flying with a full-service or low-priced airline play a major role. If you’re searching for long-haul flights to Caribbean, drinks, food and entertainment will often be included. Want cheap flights for family vacations? You’ll save with budget carriers. These airlines usually don’t have as many inclusions, so be prepared to pay for food and drinks.

Destinations in Caribbean

*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.