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Caribbean

$128+ 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SJU
Apr 20 — Apr 271
Sun 4/20
Sun 4/27
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 April 15, 2025.

Round-trip from

$294
(Cheapflightsfares)

One-way from

$128
(JetBlue)

Popular in

December

Cheapest in

March

Average price

$337
From Islip Long Island to Caribbean
Search Deals
One-way flight from Islip Long Island to Caribbean
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Highest demand for flights based on searches. 8% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 15, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/37:15 pmISP - SJU
1 stop7h 36mFrontier
Fri 5/93:56 amSJU - ISP
1 stop6h 45mFrontier
Deal found 4/15$294
This Trip.com deal was found by Cheapflights users on 4/15. 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.
Tue 5/1311:31 amISP - FPO
1 stop25h 59mMultiple Airlines
Tue 5/2010:45 amFPO - ISP
1 stop8h 32mMultiple Airlines
Deal found 4/15$391
This JetBlue deal was found by Cheapflights users on 4/15. 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.
Sat 5/31:00 pmISP - SJU
1 stop8h 57mJetBlue
Wed 5/78:45 amSJU - ISP
1 stop8h 05mJetBlue
Deal found 4/15$455
This Southwest deal was found by Cheapflights users on 4/15. 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.
Thu 5/2910:30 amISP - SJU
2 stops10h 35mSouthwest
Wed 6/47:00 amSJU - ISP
1 stop8h 10mSouthwest
Deal found 4/15$491
This CheapOair deal was found by Cheapflights users on 4/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/198:21 pmISP - PUJ
1 stop12h 33mFrontier
Sun 7/2710:06 amPUJ - ISP
1 stop9h 28mFrontier
Deal found 4/15$499
This JetBlue deal was found by Cheapflights users on 4/14. 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 5/146:00 amISP - AUA
1 stop6h 35mJetBlue
Wed 5/211:55 pmAUA - ISP
1 stop7h 33mJetBlue
Deal found 4/14$545
This JetBlue deal was found by Cheapflights users on 4/15. 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 5/146:00 amISP - PUJ
1 stop9h 35mJetBlue
Wed 5/2112:14 pmPUJ - ISP
1 stop9h 14mJetBlue
Deal found 4/15$573
This Mytrip deal was found by Cheapflights users on 4/15. 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 5/210:44 amISP - SJU
3 stops38h 49mMultiple Airlines
Sun 5/49:25 amSJU - ISP
2 stops24h 39mMultiple Airlines
Deal found 4/15$631
This JetBlue deal was found by Cheapflights users on 4/15. 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 6/116:00 amISP - SDQ
1 stop7h 45mJetBlue
Mon 6/2311:35 amSDQ - ISP
1 stop9h 40mJetBlue
Deal found 4/15$645
This Southwest deal was found by Cheapflights users on 4/13. 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.
Sun 7/66:00 amISP - PUJ
1 stop9h 00mSouthwest
Wed 7/93:25 pmPUJ - ISP
1 stop7h 30mSouthwest
Deal found 4/13$701
This Trip.com deal was found by Cheapflights users on 4/15. 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 4/236:51 pmISP - SDQ
2 stops17h 32mFrontier
Sun 4/271:43 pmSDQ - ISP
2 stops20h 17mFrontier
Deal found 4/15$716
This JetBlue deal was found by Cheapflights users on 4/15. 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.
Fri 7/41:36 pmISP - STI
1 stop10h 08mJetBlue
Tue 7/810:10 amSTI - ISP
1 stop11h 05mJetBlue
Deal found 4/15$772

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 April 15, 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

Sat 5/3

7:15 pm-2:51 am

1 stop7h 36m

San Juan Luis Munoz Marin Intl

Fri 5/9

3:56 am-10:41 am

1 stop6h 45m

$294

IslipFreeport

ISP - FPO

ISPFPO

Islip Long Island

Tue 5/13

11:31 am-1:30 pm

1 stop25h 59m

Freeport Grand Bahama Intl

Tue 5/20

10:45 am-7:17 pm

1 stop8h 32m

$391

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sat 5/3

1:00 pm-9:57 pm

1 stop8h 57m

San Juan Luis Munoz Marin Intl

Wed 5/7

8:45 am-4:50 pm

1 stop8h 05m

$455

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 5/29

10:30 am-9:05 pm

2 stops10h 35m

San Juan Luis Munoz Marin Intl

Wed 6/4

7:00 am-3:10 pm

1 stop8h 10m

$491

IslipPunta Cana

ISP - PUJ

ISPPUJ

Islip Long Island

Sat 7/19

8:21 pm-8:54 am

1 stop12h 33m

Punta Cana

Sun 7/27

10:06 am-7:34 pm

1 stop9h 28m

$499

IslipOranjestad

ISP - AUA

ISPAUA

Islip Long Island

Wed 5/14

6:00 am-12:35 pm

1 stop6h 35m

Oranjestad Reina Beatrix

Wed 5/21

1:55 pm-9:28 pm

1 stop7h 33m

$545

IslipPunta Cana

ISP - PUJ

ISPPUJ

Islip Long Island

Wed 5/14

6:00 am-3:35 pm

1 stop9h 35m

Punta Cana

Wed 5/21

12:14 pm-9:28 pm

1 stop9h 14m

$573

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Fri 5/2

10:44 am-1:33 am

3 stops38h 49m

San Juan Luis Munoz Marin Intl

Sun 5/4

9:25 am-10:04 am

2 stops24h 39m

$631

IslipSanto Domingo

ISP - SDQ

ISPSDQ

Islip Long Island

Wed 6/11

6:00 am-1:45 pm

1 stop7h 45m

Santo Domingo Las Americas

Mon 6/23

11:35 am-9:15 pm

1 stop9h 40m

$645

IslipPunta Cana

ISP - PUJ

ISPPUJ

Islip Long Island

Sun 7/6

6:00 am-3:00 pm

1 stop9h 00m

Punta Cana

Wed 7/9

3:25 pm-10:55 pm

1 stop7h 30m

$701

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

Showing 1-10 of 22 results
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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 April 15, 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 April 15, 2025.
Southwest
8.0
Very good
4,279 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Food

7.1

Comfort

8.0

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
8.0
Very good
4,279 reviews
Southwest
8.0
Very good
4,279 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Food

7.1

Comfort

8.0

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
2,927 reviews
Southwest
8.0
Very good
4,279 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Food

7.1

Comfort

8.0

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
3,281 reviews
Southwest
8.0
Very good
4,279 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Food

7.1

Comfort

8.0

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 - 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 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

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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 April 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$59Average$218FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$231Average$390FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$477Average$753FlexibilityNo cancel feeOn-time63%

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