
Cheap Flights to Caribbean from $78 (2026/2027)
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Punta Cana
Flights
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.
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$155 Roundtrip, found 1 day ago
$155
Roundtrip
found 1 day ago
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$166 Roundtrip, found 15 hours ago
$166
Roundtrip
found 15 hours ago
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$172 Roundtrip, found 15 hours ago
$172
Roundtrip
found 15 hours ago
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$198 Roundtrip, just found
$198
Roundtrip
just found
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$229 Roundtrip, found 4 days ago
$229
Roundtrip
found 4 days ago
EWR
Newark Liberty Intl. Airport
AUA
Queen Beatrix Intl.
$253 Roundtrip, found 1 hour ago
$253
Roundtrip
found 1 hour ago
EWR
Newark Liberty Intl. Airport
PUJ
Punta Cana Intl.
$273 Roundtrip, found 5 days ago
$273
Roundtrip
found 5 days ago
JFK
John F. Kennedy Intl.
PUJ
Punta Cana Intl.
$274 Roundtrip, found 5 days ago
$274
Roundtrip
found 5 days ago
EWR
Newark Liberty Intl. Airport
MBJ
Sir Donald Sangster Intl.
$275 Roundtrip, found 5 hours ago
$275
Roundtrip
found 5 hours ago
EWR
Newark Liberty Intl. Airport
SDQ
Las Americas Intl.
$294 Roundtrip, found 5 hours ago
$294
Roundtrip
found 5 hours ago
JFK
John F. Kennedy Intl.
MBJ
Sir Donald Sangster Intl.
$307 Roundtrip, found 6 days ago
$307
Roundtrip
found 6 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | San Juan | April 28 to May 5 | $188 |
| LGA | Montego Bay | April 21 to April 25 | $275 |
| JFK | San Juan | April 27 to April 28 | $295 |
| EWR | Santo Domingo | April 23 to April 25 | $298 |
| JFK | Montego Bay | May 12 to June 5 | $309 |
| LGA | Kingston | April 27 to April 29 | $331 |
| JFK | Oranjestad | May 4 to May 8 | $339 |
| EWR | Piarco | June 3 to June 9 | $350 |
| JFK | Nassau | April 28 to May 6 | $351 |
| JFK | Nassau | April 28 to May 6 | $351 |
| JFK | Santo Domingo | June 14 to June 15 | $373 |
| JFK | Santiago de los Caballeros | April 30 to May 1 | $383 |
| JFK | West End | May 1 to May 5 | $473 |
| JFK | West End | May 1 to May 5 | $473 |
| JFK | Kingston | May 13 to June 3 | $482 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | San Juan | April 12 to April 17 | $231 |
| EWR | San Juan | April 12 to April 17 | $231 |
| JFK | San Juan | April 10 to April 14 | $326 |
| JFK | Montego Bay | April 11 to April 19 | $347 |
| JFK | Nassau | April 11 to April 16 | $378 |
| JFK | Nassau | April 11 to April 16 | $378 |
| EWR | Oranjestad | April 10 to April 15 | $390 |
| JFK | Santo Domingo | April 12 to April 22 | $392 |
| JFK | Piarco | April 10 to April 18 | $407 |
| JFK | Piarco | April 10 to April 18 | $407 |
| JFK | Santiago de los Caballeros | April 10 to May 9 | $463 |
| JFK | Santiago de los Caballeros | April 10 to May 9 | $463 |
| LGA | Kingston | April 10 to April 17 | $503 |
| EWR | Santiago de los Caballeros | April 12 to April 17 | $512 |
| JFK | Kingston | April 10 to April 17 | $636 |
Best Caribbean Flight and Hotel Packages
Price found within the past 48 hours. Click for updated prices.



Travelers ❤️ These Caribbean 🏨

Hotel El Convento
100 Cristo St San Juan
Book a stay at this 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 Condado Beach are located nearby.
9/10 Wonderful! (1,003 reviews)
We were informed at breakfast that our Expedia booking didn't include breakfast, which everyone else got for free.
Reviewed on Apr 3, 2026

British Colonial - Nassau
Number One Bay St Nassau
Book a stay at this beach hotel in Nassau. Enjoy free WiFi, 2 outdoor pools, and 6 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Junkanoo Beach and Cable Beach are located nearby.
8.6/10 Excellent! (2,435 reviews)
The room was clean; however, it was difficult to get fresh towels. The staff were mostly friendly, but there were times when they seemed annoyed or ignored you completely, the Wi-Fi is awful. We had no Wi-Fi in our room, and the only place you could get Wi-Fi was in the lobby area.
Reviewed on Apr 6, 2026

Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Book a stay at this 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 Condado Beach are located nearby.
9/10 Wonderful! (1,615 reviews)
Nice hotel close to the cruise port.
Reviewed on Apr 5, 2026
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The Reef at Atlantis
Paradise Beach Drive Paradise Island New Providence
Book a stay at this 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 Junkanoo Beach and Cable Beach are located nearby.
9/10 Wonderful! (1,469 reviews)
The staff in restaurants and pool area are the worse
Reviewed on Apr 5, 2026
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.





