Cheap Flights to Caribbean from $75 (2025/2026)

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San Juan which includes cuddly or friendly animals and heritage elements

San Juan

Flights
San Juan

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.

Mon, Aug 4 - Fri, Aug 8
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$150 Roundtrip, just found
$150
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, Aug 4 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Fri, Aug 8, priced at $150 just found
Wed, Oct 1 - Wed, Oct 1
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$153 Roundtrip, found 10 hours ago
$153
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Wed, Oct 1 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Wed, Oct 1, priced at $153 found 10 hours ago
Mon, Jun 23 - Thu, Jun 26
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$156 Roundtrip, found 1 hour ago
$156
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Mon, Jun 23 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Thu, Jun 26, priced at $156 found 1 hour ago
Sun, Aug 17 - Thu, Sep 4
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$191 Roundtrip, found 9 hours ago
$191
Roundtrip
found 9 hours ago
Select Delta flight, departing Sun, Aug 17 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Thu, Sep 4, priced at $191 found 9 hours ago
Wed, Jan 28 - Sun, Feb 1
EWR
Newark Liberty Intl. Airport
SDQ
Las Americas Intl.
$242 Roundtrip, just found
$242
Roundtrip
just found
Select Arajet flight, departing Wed, Jan 28 from Newark Liberty Intl. Airport to Las Americas Intl., returning Sun, Feb 1, priced at $242 just found
Fri, Sep 19 - Tue, Sep 23
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$259 Roundtrip, just found
$259
Roundtrip
just found
Select American Airlines flight, departing Fri, Sep 19 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Tue, Sep 23, priced at $259 just found
Tue, Jul 15 - Tue, Jul 15
JFK
John F. Kennedy Intl.
PUJ
Punta Cana Intl.
$265 Roundtrip, found 7 hours ago
$265
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Tue, Jul 15 from John F. Kennedy Intl. to Punta Cana Intl., returning Tue, Jul 15, priced at $265 found 7 hours ago
Tue, Nov 4 - Tue, Nov 11
JFK
John F. Kennedy Intl.
AUA
Queen Beatrix Intl.
$281 Roundtrip, just found
$281
Roundtrip
just found
Select JetBlue Airways flight, departing Tue, Nov 4 from John F. Kennedy Intl. to Queen Beatrix Intl., returning Tue, Nov 11, priced at $281 just found
Sun, Oct 12 - Sun, Oct 12
JFK
John F. Kennedy Intl.
SDQ
Las Americas Intl.
$298 Roundtrip, found 3 days ago
$298
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, Oct 12 from John F. Kennedy Intl. to Las Americas Intl., returning Sun, Oct 12, priced at $298 found 3 days ago
Tue, Oct 7 - Sat, Oct 11
JFK
John F. Kennedy Intl.
MBJ
Sir Donald Sangster Intl.
$308 Roundtrip, just found
$308
Roundtrip
just found
Select Delta flight, departing Tue, Oct 7 from John F. Kennedy Intl. to Sir Donald Sangster Intl., returning Sat, Oct 11, priced at $308 just found
OriginDestinationTravel DatesFlights From*
MIANassauJuly 9 to July 12$260
BOSSantiago de los CaballerosJuly 8 to July 15$309
BOSKingstonJuly 8 to July 12$321
JFKSantiago de los CaballerosSeptember 15 to September 16$348
YYZSan JuanSeptember 11 to September 20$414
PHLPiarcoJune 30 to July 8$427
YYZSanto DomingoJuly 1 to July 5$542
YYZSantiago de los CaballerosAugust 12 to August 19$620
LHRSan JuanSeptember 18 to September 24$693
JFKWest EndJuly 17 to July 20$713
LHRPunta CanaSeptember 4 to September 8$817
LGWPiarcoAugust 10 to September 7$848
LHRKingstonAugust 20 to August 28$948
LHRSantiago de los CaballerosJune 29 to July 3$1,447
BKKSanto DomingoAugust 5 to August 25$2,141
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
BOSSan JuanJune 22 to July 17$238
EWROranjestadJune 21 to June 28$345
EWROranjestadJune 21 to June 28$345
EWRPunta CanaJune 21 to June 25$367
JFKPunta CanaJune 21 to June 25$367
BOSPunta CanaJune 21 to June 25$373
EWRSantiago de los CaballerosJune 22 to June 30$385
EWRSantiago de los CaballerosJune 22 to June 30$385
LGAMontego BayJune 21 to June 26$392
JFKMontego BayJune 22 to June 26$402
LGAKingstonJune 22 to June 27$410
JFKSantiago de los CaballerosJune 22 to June 26$417
BOSNassauJune 22 to June 28$540
JFKWest EndJune 22 to June 28$988
JFKWest EndJune 22 to June 28$988
*Prices include taxes and fees

Best Caribbean Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Princess Grand Jamaica Resort - All Inclusive
4.5-star property

Princess Grand Jamaica Resort - All Inclusive

Jun 16 - Jun 21

5 night stay

Atlanta (ATL) to Montego Bay (MBJ)

Spirit Airlines • Non-stop roundtrip • 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

Jun 23 - Jun 28

5 night stay

Atlanta (ATL) to Montego Bay (MBJ)

Spirit Airlines • Non-stop roundtrip • Coach
per person
found 1 day ago
Hotel Riu Palace Paradise Island - Adults Only - All Inclusive
4.0-star property

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

Jul 18 - Jul 24

6 night stay

Atlanta (ATL) to Nassau (NAS)

American Airlines • Non-stop 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.
8.8/10 Excellent! (1,003 reviews)
"A historical site, conveniently located in the heart of San Juan. Accessible, beautiful grounds, comfortable rooms. Parking is impossible, unless you pay in the parking lot. Staff are now always easy to communicate with; made mistakes with reservations. Breakfast options could be better. Nice views ..."

Reviewed on Jun 13, 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 Aquaventure and Ocean Club Golf Course are located nearby.
8.6/10 Excellent! (1,656 reviews)
"Nice property & friendly staff!"

Reviewed on Jun 12, 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.
9/10 Wonderful! (972 reviews)
"Wonderful is an understatement! The genuine staff, delicious food, spotless accommodations, Bay views & location were nothing short of ideal!"

Reviewed on Jun 12, 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 Ocean Club Golf Course are located nearby.
8.8/10 Excellent! (1,370 reviews)
"We are having an incredible stay at the Reef , Atlantis. The sea glass lounge service was above and beyond! The drinks were the best we had at the resort by far. Thank you, Tray Amele, Marcus, & Lincoln! You guys made us want to stay longer. Dario, checked in with us every day of our stay at the ..."

Reviewed on Jun 12, 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 $150. 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 18 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 August. 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 $150. 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 $150 and $2,141 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.