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$76+ 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 3/25. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SJU
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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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 February 20, 2025.

Round-trip from

$118
(Frontier)

One-way from

$76
(Priceline)

Popular in

December

Cheapest in

September

Average price

$327
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. 5% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
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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 February 20, 2025.

This Frontier deal was found by Cheapflights users on 2/19. 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.
Mon 4/282:08 pmISP - SJU
1 stop12h 41mFrontier
Tue 5/69:30 pmSJU - ISP
1 stop12h 30mFrontier
Deal found 2/19$118
This JetBlue deal was found by Cheapflights users on 2/19. 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.
Wed 3/52:50 pmISP - SJU
1 stop7h 48mJetBlue
Wed 3/124:30 amSJU - ISP
1 stop8h 09mJetBlue
Deal found 2/19$280
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Sat 3/292:35 pmISP - SJU
3 stops18h 51mMultiple Airlines
Fri 4/43:05 amSJU - ISP
2 stops31h 06mMultiple Airlines
Deal found 2/20$326
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Mon 5/1210:44 amISP - MBJ
3 stops25h 57mMultiple Airlines
Thu 5/1512:46 pmMBJ - ISP
3 stops20h 18mMultiple Airlines
Deal found 2/20$459
This Trip.com deal was found by Cheapflights users on 2/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/269:04 pmISP - NAS
1 stop19h 21mMultiple Airlines
Mon 3/3112:00 pmNAS - ISP
1 stop8h 04mMultiple Airlines
Deal found 2/19$468
This Priceline deal was found by Cheapflights users on 2/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/43:46 pmISP - PUJ
1 stop22h 04mFrontier
Fri 8/812:00 pmPUJ - ISP
2 stops23h 11mFrontier
Deal found 2/20$469
This Southwest deal was found by Cheapflights users on 2/20. 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.
Tue 9/96:05 amISP - SJU
2 stops13h 40mSouthwest
Sun 9/145:15 pmSJU - ISP
1 stop6h 35mSouthwest
Deal found 2/20$491
This JetBlue deal was found by Cheapflights users on 2/19. 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.
Mon 4/2810:35 amISP - NAS
1 stop5h 08mJetBlue
Fri 5/210:02 amNAS - ISP
1 stop6h 34mJetBlue
Deal found 2/19$517
This Mytrip deal was found by Cheapflights users on 2/19. 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.
Fri 4/48:25 pmISP - PUJ
3 stops42h 17mMultiple Airlines
Fri 4/113:48 pmPUJ - ISP
2 stops22h 07mMultiple Airlines
Deal found 2/19$543
This JetBlue deal was found by Cheapflights users on 2/20. 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.
Tue 5/136:00 amISP - PUJ
1 stop9h 02mJetBlue
Thu 5/2212:14 pmPUJ - ISP
1 stop8h 54mJetBlue
Deal found 2/20$568
This Southwest deal was found by Cheapflights users on 2/19. 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.
Mon 4/285:00 amISP - NAS
1 stop8h 15mSouthwest
Fri 5/22:10 pmNAS - ISP
2 stops8h 55mSouthwest
Deal found 2/19$590
This Southwest deal was found by Cheapflights users on 2/20. 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.
Mon 5/125:00 amISP - MBJ
1 stop9h 55mSouthwest
Thu 5/1512:00 pmMBJ - ISP
1 stop7h 20mSouthwest
Deal found 2/20$645

Find flights from Islip to Caribbean within your budget

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 February 20, 2025.

Fly from

Islip

Fly to

Caribbean

Route

Depart

Return

Price

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Mon 4/28

2:08 pm-2:49 am

1 stop12h 41m

San Juan Luis Munoz Marin Intl

Tue 5/6

9:30 pm-10:00 am

1 stop12h 30m

$118

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Wed 3/5

2:50 pm-11:38 pm

1 stop7h 48m

San Juan Luis Munoz Marin Intl

Wed 3/12

4:30 am-12:39 pm

1 stop8h 09m

$280

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sat 3/29

2:35 pm-9:26 am

3 stops18h 51m

San Juan Luis Munoz Marin Intl

Fri 4/4

3:05 am-10:11 am

2 stops31h 06m

$326

IslipMontego Bay

ISP - MBJ

ISPMBJ

Islip Long Island

Mon 5/12

10:44 am-11:41 am

3 stops25h 57m

Montego Bay Sangster Intl

Thu 5/15

12:46 pm-10:04 am

3 stops20h 18m

$459

IslipNassau

ISP - NAS

ISPNAS

Islip Long Island

Wed 3/26

9:04 pm-4:25 pm

1 stop19h 21m

Nassau Intl

Mon 3/31

12:00 pm-8:04 pm

1 stop8h 04m

$468

IslipPunta Cana

ISP - PUJ

ISPPUJ

Islip Long Island

Mon 8/4

3:46 pm-1:50 pm

1 stop22h 04m

Punta Cana

Fri 8/8

12:00 pm-11:11 am

2 stops23h 11m

$469

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sat 3/29

5:55 am-3:45 pm

2 stops9h 50m

San Juan Luis Munoz Marin Intl

Sat 4/5

7:50 am-6:00 pm

1 stop10h 10m

$491

IslipNassau

ISP - NAS

ISPNAS

Islip Long Island

Mon 4/28

10:35 am-3:43 pm

1 stop5h 08m

Nassau Intl

Fri 5/2

10:02 am-4:36 pm

1 stop6h 34m

$517

IslipPunta Cana

ISP - PUJ

ISPPUJ

Islip Long Island

Fri 4/4

8:25 pm-2:42 pm

3 stops42h 17m

Punta Cana

Fri 4/11

3:48 pm-1:55 pm

2 stops22h 07m

$543

IslipPunta Cana

ISP - PUJ

ISPPUJ

Islip Long Island

Tue 5/13

6:00 am-3:02 pm

1 stop9h 02m

Punta Cana

Thu 5/22

12:14 pm-9:08 pm

1 stop8h 54m

$568

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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.

Travel insights for flights from Islip to Caribbean

Get recent, data-driven insights about flights from Islip to Caribbean including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $363). 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 February 20, 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 February 20, 2025.
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Frontier
6.0
Okay
3,355 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 cheapest airlines to fly from Islip, New York to Caribbean one-way?

    The cheapest airlines for a one-way flight from Islip, New York to Caribbean are Frontier ($76), JetBlue ($154), and Southwest ($246).

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

    While some choose either Islip Long Island - Nassau Intl 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 March is currently the most expensive (average of $363). 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

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See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Islip to Caribbean

Discover the top 2 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$59Average$239FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$604Average$920FlexibilityNo cancel feeOn-time63%
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