Cheap Flights to Caribbean from $90 (2025/2026)

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Jet to one of Caribbean's top cities

Dominican Republic which includes a sunset and general coastal views

Santo Domingo

Flights
Santo Domingo

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.

Sat, May 17 - Thu, May 29
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$147 Roundtrip, found 3 days ago
$147
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Sat, May 17 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Thu, May 29, priced at $147 found 3 days ago
Thu, May 15 - Thu, May 15
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$183 Roundtrip, just found
$183
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, May 15 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Thu, May 15, priced at $183 just found
Thu, May 15 - Thu, May 15
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$183 Roundtrip, just found
$183
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, May 15 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Thu, May 15, priced at $183 just found
Tue, May 20 - Tue, May 20
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, May 20 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Tue, May 20, priced at $191 found 1 day ago
Sun, May 18 - Wed, May 21
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$211 Roundtrip, just found
$211
Roundtrip
just found
Select United flight, departing Sun, May 18 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Wed, May 21, priced at $211 just found
Wed, Jul 16 - Sat, Jul 26
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$215 Roundtrip, found 1 day ago
$215
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jul 16 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Sat, Jul 26, priced at $215 found 1 day ago
Wed, Jan 21 - Thu, Jan 29
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$215 Roundtrip, found 2 days ago
$215
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Jan 21 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Thu, Jan 29, priced at $215 found 2 days ago
Wed, Nov 5 - Tue, Nov 11
EWR
Newark Liberty Intl. Airport
SDQ
Las Americas Intl.
$225 Roundtrip, found 1 day ago
$225
Roundtrip
found 1 day ago
Select Arajet flight, departing Wed, Nov 5 from Newark Liberty Intl. Airport to Las Americas Intl., returning Tue, Nov 11, priced at $225 found 1 day ago
Wed, May 28 - Wed, May 28
EWR
Newark Liberty Intl. Airport
PUJ
Punta Cana Intl.
$269 Roundtrip, just found
$269
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, May 28 from Newark Liberty Intl. Airport to Punta Cana Intl., returning Wed, May 28, priced at $269 just found
OriginDestinationTravel DatesFlights From*
EWRSan JuanMay 26 to May 29$155
FLLPunta CanaMay 19 to May 23$196
MIAPiarcoMay 21 to May 25$294
MIAOranjestadMay 18 to May 21$297
BOSMontego BayMay 27 to June 5$299
FLLPiarcoMay 15 to May 22$304
BOSNassauMay 31 to June 7$360
JFKPiarcoMay 25 to May 31$394
JFKWest EndMay 26 to May 28$758
JFKWest EndMay 26 to May 28$758
BKKSan JuanJune 14 to July 4$1,476
BKKNassauMay 14 to May 17$1,510
BKKPiarcoMay 14 to May 18$1,664
BKKPunta CanaAugust 10 to August 16$1,944
BKKMontego BayMay 16 to May 20$2,206
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
EWRSan JuanMay 4 to May 4$203
JFKSan JuanMay 3 to May 5$208
MIASantiago de los CaballerosMay 4 to May 8$369
JFKSanto DomingoMay 2 to May 18$372
JFKSantiago de los CaballerosMay 2 to May 14$387
EWROranjestadMay 3 to May 8$393
JFKPunta CanaMay 2 to May 7$424
EWRSanto DomingoMay 4 to May 31$426
JFKMontego BayMay 3 to May 8$470
EWRMontego BayMay 4 to May 6$489
JFKKingstonMay 3 to May 9$519
EWRKingstonMay 3 to May 9$526
LHRSanto DomingoMay 3 to May 30$1,234
LHROranjestadMay 3 to May 16$1,239
LHRNassauMay 2 to May 20$1,326
*Prices include taxes and fees

Best Caribbean Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Alamanda Cottage at Serenity
3.0-star property

Alamanda Cottage at Serenity

May 20 - May 27

7 night stay

Atlanta (ATL) to Montego Bay (MBJ)

Spirit Airlines • Non-stop • Coach

Montego Bay (MBJ) to Atlanta (ATL)

Frontier Airlines • Non-stop • Coach
per person
found 1 day ago
Princess Senses The Mangrove Resort - Adults Only
4.0-star property

Princess Senses The Mangrove Resort - Adults Only

Jul 18 - Jul 21

3 night stay

Atlanta (ATL) to Montego Bay (MBJ)

Delta • Coach

Montego Bay (MBJ) to Atlanta (ATL)

Frontier Airlines • Coach
per person
found 2 days ago
Princess Grand Jamaica Resort - All Inclusive
4.5-star property

Princess Grand Jamaica Resort - All Inclusive

Jul 14 - Jul 18

4 night stay

Atlanta (ATL) to Montego Bay (MBJ)

Frontier Airlines • Roundtrip • Coach
per person
found 1 day ago
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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! (1,006 reviews)
"El Convento is always a great choice for Old San Juan. Our room this time did have a disagreeable view of the squalid property’s roof which was next door. Management could not move us but were very apologetic and sincere in taking our concerns seriously. We always stay at El Convento."

Reviewed on Apr 27, 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 Junkanoo Beach and Aquaventure are located nearby.
8.4/10 Very Good! (1,530 reviews)
"The property is great but the area surrounding the property shuts down once cruise ships leave port which gives the impression they cater to the ship clientele needs."

Reviewed on Apr 28, 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! (913 reviews)
"Very clean, friendly staff, great restaurant on-site, walkable to points of interest"

Reviewed on Apr 30, 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 Aquaventure and Cabbage Beach are located nearby.
8.8/10 Excellent! (1,322 reviews)
"Beautiful beach, clean, many pools, room with kitchen"

Reviewed on Apr 29, 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 $147. 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 16 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 $147. 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 $147 and $2,206 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

Top Flight Routes

Top Airlines

Top Airports

*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.