HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$148+ Cheap flights from Islip, NY (ISP) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/1. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SJU
mar 31 — abr 71
seg 3/31
seg 4/7
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Islip to Caribbean with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Islip to Caribbean

Keep the following information in mind while searching for Islip to Caribbean flight deals. Data was last updated março 26, 2025.

Round-trip from

$296
(Frontier)

One-way from

$148
(Frontier)

Popular in

December

Cheapest in

September

Average price

$217
From Islip Long Island to Caribbean
Search Deals
One-way flight from Islip Long Island to Caribbean
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2025
Search Deals

Find flight deals from Islip to Caribbean

Cheapest flights from Islip to Caribbean
Explore the most affordable flight options available from Islip to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on março 26, 2025.

This Frontier deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 4/110:50 amISP - SJU
1 stop10h 48mFrontier
sex 4/47:27 pmSJU - ISP
1 stop12h 43mFrontier
Deal found 3/25$296
This JetBlue deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 4/2310:39 amISP - SJU
1 stop9h 32mJetBlue
qua 4/308:45 amSJU - ISP
1 stop8h 05mJetBlue
Deal found 3/25$373
This JetBlue deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 5/296:00 amISP - PUJ
1 stop9h 35mJetBlue
qui 6/512:14 pmPUJ - ISP
1 stop9h 14mJetBlue
Deal found 3/25$422
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 7/304:40 pmISP - SJU
1 stop6h 45mSouthwest
qua 8/67:20 amSJU - ISP
1 stop7h 50mSouthwest
Deal found 3/24$491
This Southwest deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 5/115:45 amISP - NAS
1 stop6h 20mSouthwest
qui 5/152:10 pmNAS - ISP
1 stop8h 20mSouthwest
Deal found 3/25$497
This JetBlue deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 5/126:00 amISP - AUA
1 stop9h 00mJetBlue
dom 5/181:55 pmAUA - ISP
1 stop7h 33mJetBlue
Deal found 3/25$530
This Frontier deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 4/89:04 pmISP - PUJ
2 stops16h 10mFrontier
sex 5/912:35 pmPUJ - ISP
2 stops12h 53mFrontier
Deal found 3/25$584
This Frontier deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 5/89:40 pmISP - MBJ
2 stops16h 28mFrontier
seg 5/122:28 pmMBJ - ISP
2 stops18h 44mFrontier
Deal found 3/25$597
This Frontier deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 4/63:57 pmISP - SDQ
2 stops18h 45mFrontier
seg 4/71:43 pmSDQ - ISP
2 stops20h 17mFrontier
Deal found 3/25$675
This Southwest deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 7/115:05 amISP - MBJ
1 stop6h 15mSouthwest
sex 7/2512:45 pmMBJ - ISP
1 stop8h 25mSouthwest
Deal found 3/23$687
This JetBlue deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 6/131:36 pmISP - SDQ
1 stop12h 19mJetBlue
sáb 6/2111:20 amSDQ - ISP
1 stop9h 55mJetBlue
Deal found 3/25$744
This Mytrip deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 4/232:35 pmISP - AUA
2 stops24h 05mMultiple Airlines
dom 4/273:45 pmAUA - ISP
2 stops28h 00mMultiple Airlines
Deal found 3/25$759

Cheapflights Fare Finder

Customize your flight search to find flights from Islip to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated março 26, 2025.
Use the filters below to find and compare flights from Islip to Caribbean that are best for you.

Fly from

Islip

Fly to

Caribbean

Route

Depart

Return

Price

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

ter 4/1

10:50 am-9:38 pm

1 stop10h 48m

San Juan Luis Munoz Marin Intl

sex 4/4

7:27 pm-8:10 am

1 stop12h 43m

$296

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

qua 4/23

10:39 am-8:11 pm

1 stop9h 32m

San Juan Luis Munoz Marin Intl

qua 4/30

8:45 am-4:50 pm

1 stop8h 05m

$373

IslipPunta Cana

ISP - PUJ

ISPPUJ

Islip Long Island

qui 5/29

6:00 am-3:35 pm

1 stop9h 35m

Punta Cana

qui 6/5

12:14 pm-9:28 pm

1 stop9h 14m

$422

IslipNassau

ISP - NAS

ISPNAS

Islip Long Island

dom 5/11

5:45 am-12:05 pm

1 stop6h 20m

Nassau Intl

qui 5/15

2:10 pm-10:30 pm

1 stop8h 20m

$497

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

sáb 6/21

11:40 am-11:30 pm

1 stop11h 50m

San Juan Luis Munoz Marin Intl

qui 6/26

5:00 am-11:30 am

1 stop6h 30m

$513

IslipOranjestad

ISP - AUA

ISPAUA

Islip Long Island

seg 5/12

6:00 am-3:00 pm

1 stop9h 00m

Oranjestad Reina Beatrix

dom 5/18

1:55 pm-9:28 pm

1 stop7h 33m

$530

IslipPunta Cana

ISP - PUJ

ISPPUJ

Islip Long Island

ter 4/8

9:04 pm-1:14 pm

2 stops16h 10m

Punta Cana

sex 5/9

12:35 pm-1:28 am

2 stops12h 53m

$584

IslipMontego Bay

ISP - MBJ

ISPMBJ

Islip Long Island

qui 5/8

9:40 pm-1:08 pm

2 stops16h 28m

Montego Bay Sangster Intl

seg 5/12

2:28 pm-10:12 am

2 stops18h 44m

$597

IslipSanto Domingo

ISP - SDQ

ISPSDQ

Islip Long Island

dom 4/6

3:57 pm-10:42 am

2 stops18h 45m

Santo Domingo Las Americas

seg 4/7

1:43 pm-10:00 am

2 stops20h 17m

$675

IslipMontego Bay

ISP - MBJ

ISPMBJ

Islip Long Island

sex 7/11

5:05 am-10:20 am

1 stop6h 15m

Montego Bay Sangster Intl

sex 7/25

12:45 pm-10:10 pm

1 stop8h 25m

$687

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/24

Showing 1-10 of 22 results
1
2
3

Best time to book a flight from Islip to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Islip with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Islip to Caribbean

What is the cheapest month to book a flight from Islip, New York to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Islip, New York to Caribbean (average of $254). Flying from Islip, New York to Caribbean in December is currently the most expensive (average of $336). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ISP to CB?

Find hourly flight availability from Islip to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated março 26, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Islip, New York to Caribbean as you normally would.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated março 26, 2025.
Southwest
8.1
Very good
4,274 reviews

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,274 reviews
Southwest
8.1
Very good
4,274 reviews

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,923 reviews
Southwest
8.1
Very good
4,274 reviews

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Frontier
6.0
Okay
3,272 reviews
Southwest
8.1
Very good
4,274 reviews

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Islip to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Islip to Caribbean?

    Most people fly from Islip Long Island (ISP) if they book a flight from Islip to Caribbean. Islip Long Island is conveniently located just 7.2 mi from Islip’s city center.

  • What are the most popular routes from Islip, New York to Caribbean?

    While some choose either Islip Long Island - Punta Cana or Islip Long Island - Oranjestad Reina Beatrix, Islip Long Island - San Juan Luis Munoz Marin Intl is the most popular route from Islip, New York to Caribbean.

  • Can I find deals for flights from Islip to Caribbean that include hotel bookings?

    Yes. In addition to deals on Islip to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Islip to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Islip to Caribbean.

  • Can I find deals for business class flights from Islip to Caribbean?

    Yes. Cheapflights offers flight deals from Islip to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Islip, New York to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Islip, New York to Caribbean (average of $254). Flying from Islip, New York to Caribbean in December is currently the most expensive (average of $336). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Islip to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
LaGuardia to Fort Lauderdale flights
Newark to Fort Lauderdale flights
Newark to Cancún flights
John F Kennedy Intl to Cancún flights
LaGuardia to Miami flights
John F Kennedy Intl to Miami flights
Newark to Miami flights
John F Kennedy Intl to Heathrow flights
John F Kennedy Intl to Las Vegas flights
Newark to Heathrow flights
Newark to Las Vegas flights
John F Kennedy Intl to Fort Lauderdale flights
Newark to Los Angeles flights
John F Kennedy Intl to Gatwick flights
John F Kennedy Intl to Charles de Gaulle flights
Newark to Charles de Gaulle flights
Newark to Luis Munoz Marin Intl flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to Leonardo da Vinci/Fiumicino flights
Newark to Orlando flights
John F Kennedy Intl to West Palm Beach flights
John F Kennedy Intl to Haneda flights
John F Kennedy Intl to Luis Munoz Marin Intl flights
John F Kennedy Intl to Los Angeles flights
LaGuardia to Dallas/Fort Worth flights
LaGuardia to Orlando flights
Newark to Leonardo da Vinci/Fiumicino flights
Newark to Seattle flights
Newark to Dallas/Fort Worth flights
Newark to Athens flights
Newark to Tampa flights
LaGuardia to Los Angeles flights
LaGuardia to Heathrow flights
LaGuardia to Atlanta flights
Newark to Haneda flights
LaGuardia to Las Vegas flights
John F Kennedy Intl to Athens flights
LaGuardia to Cancún flights
Newark to Hobby flights
Newark to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Newark to Narita flights
Newark to West Palm Beach flights
John F Kennedy Intl to London City flights
John F Kennedy Intl to Punta Cana flights
John F Kennedy Intl to Lisbon flights
Newark to Mexico City flights
John F Kennedy Intl to Dallas/Fort Worth flights
Newark to Sky Harbor Intl flights
John F Kennedy Intl to O'Hare Intl flights

Top 3 airlines flying from Islip to Caribbean

Discover the top 3 airlines that operate flights from Islip to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated março 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$59Average$218FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$231Average$390FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$477Average$772FlexibilityNo cancel feeOn-time63%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.