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$59+ 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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SJU
Jan 22 — Jan 291
Wed 1/22
Wed 1/29
1 adult, Economy
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Cheap flight deals from Islip to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Islip (ISP) to Caribbean (0CB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 17, 2025.

Round-trip from

$118
(Frontier)

One-way from

$59
(Frontier)
From Islip Long Island to Caribbean
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One-way flight from Islip Long Island to Caribbean
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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 January 17, 2025.

This Frontier deal was found by Cheapflights users on 1/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/1011:48 amISP - SJU
1 stop13h 31mFrontier
Wed 2/1212:00 pmSJU - ISP
1 stop9h 04mFrontier
Deal found 1/15$118
This Mytrip deal was found by Cheapflights users on 1/15. 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.
Mon 2/109:50 amISP - SJU
3 stops22h 31mMultiple Airlines
Wed 2/122:19 pmSJU - ISP
3 stops22h 57mMultiple Airlines
Deal found 1/15$291
This Frontier deal was found by Cheapflights users on 1/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/272:53 pmISP - SDQ
2 stops19h 41mFrontier
Mon 3/312:54 pmSDQ - ISP
2 stops24h 17mFrontier
Deal found 1/15$319
This JetBlue deal was found by Cheapflights users on 1/15. 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 1/2212:40 pmISP - SJU
1 stop6h 38mJetBlue
Fri 2/76:01 amSJU - ISP
1 stop6h 44mJetBlue
Deal found 1/15$360
This Mytrip deal was found by Cheapflights users on 1/16. 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.
Thu 1/307:25 pmISP - STT
3 stops38h 21mMultiple Airlines
Thu 2/611:51 amSTT - ISP
2 stops22h 19mMultiple Airlines
Deal found 1/16$376
This Frontier deal was found by Cheapflights users on 1/16. 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.
Thu 1/308:12 pmISP - PUJ
2 stops16h 05mFrontier
Thu 2/62:15 pmPUJ - ISP
2 stops18h 39mFrontier
Deal found 1/16$400
This Trip.com deal was found by Cheapflights users on 1/16. 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.
Mon 1/278:12 pmISP - NAS
1 stop20h 13mMultiple Airlines
Fri 1/3112:00 pmNAS - ISP
1 stop8h 21mMultiple Airlines
Deal found 1/16$439
This Southwest deal was found by Cheapflights users on 1/15. 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.
Wed 5/76:10 amISP - SJU
2 stops11h 20mSouthwest
Mon 5/126:05 amSJU - ISP
1 stop11h 20mSouthwest
Deal found 1/15$491
This JetBlue deal was found by Cheapflights users on 1/16. 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 5/286:00 amISP - AUA
1 stop8h 57mJetBlue
Mon 6/22:10 pmAUA - ISP
1 stop6h 58mJetBlue
Deal found 1/16$506
This JetBlue deal was found by Cheapflights users on 1/16. 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 3/38:35 pmISP - NAS
1 stop11h 23mJetBlue
Sat 3/81:29 pmNAS - ISP
1 stop6h 55mJetBlue
Deal found 1/16$576
This Southwest deal was found by Cheapflights users on 1/16. 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 5/185:45 amISP - NAS
1 stop6h 20mSouthwest
Thu 5/222:10 pmNAS - ISP
1 stop8h 20mSouthwest
Deal found 1/16$641
This Southwest deal was found by Cheapflights users on 1/16. 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 8/45:05 amISP - MBJ
1 stop6h 15mSouthwest
Sat 8/91:35 pmMBJ - ISP
1 stop7h 05mSouthwest
Deal found 1/16$792

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 January 17, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Mon 2/10

11:48 am-2:19 am

1 stop13h 31m

San Juan Luis Munoz Marin Intl

Wed 2/12

12:00 pm-8:04 pm

1 stop9h 04m

$118

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Mon 2/10

9:50 am-9:21 am

3 stops22h 31m

San Juan Luis Munoz Marin Intl

Wed 2/12

2:19 pm-12:16 pm

3 stops22h 57m

$291

IslipSanto Domingo

ISP - SDQ

ISPSDQ

Islip Long Island

Thu 2/27

2:53 pm-11:34 am

2 stops19h 41m

Santo Domingo Las Americas

Mon 3/3

12:54 pm-12:11 pm

2 stops24h 17m

$319

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Wed 1/22

12:40 pm-8:18 pm

1 stop6h 38m

San Juan Luis Munoz Marin Intl

Wed 2/5

6:01 am-11:45 am

1 stop6h 44m

$360

IslipSaint Thomas Island

ISP - STT

ISPSTT

Islip Long Island

Thu 1/30

7:25 pm-10:46 am

3 stops38h 21m

Saint Thomas Island Cyril E King

Thu 2/6

11:51 am-9:10 am

2 stops22h 19m

$376

IslipPunta Cana

ISP - PUJ

ISPPUJ

Islip Long Island

Thu 1/30

8:12 pm-1:17 pm

2 stops16h 05m

Punta Cana

Thu 2/6

2:15 pm-7:54 am

2 stops18h 39m

$400

IslipNassau

ISP - NAS

ISPNAS

Islip Long Island

Mon 1/27

8:12 pm-4:25 pm

1 stop20h 13m

Nassau Intl

Fri 1/31

12:00 pm-8:21 pm

1 stop8h 21m

$439

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Tue 2/11

3:50 pm-12:25 am

1 stop7h 35m

San Juan Luis Munoz Marin Intl

Tue 2/18

5:35 am-12:40 pm

1 stop8h 05m

$503

IslipOranjestad

ISP - AUA

ISPAUA

Islip Long Island

Wed 5/28

6:00 am-2:57 pm

1 stop8h 57m

Oranjestad Reina Beatrix

Mon 6/2

2:10 pm-9:08 pm

1 stop6h 58m

$506

IslipNassau

ISP - NAS

ISPNAS

Islip Long Island

Mon 3/3

8:35 pm-7:58 am

1 stop11h 23m

Nassau Intl

Sat 3/8

1:29 pm-8:24 pm

1 stop6h 55m

$576

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/14

Showing 1-10 of 24 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.

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 $378). 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 January 17, 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 January 17, 2025.
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,659 reviews
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,199 reviews
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Frontier
6.1
Okay
3,435 reviews
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 ($59), JetBlue ($207), and Southwest ($409).

  • 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 - Georgetown Exuma Intl, 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 $378). 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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Alternative routes for Islip to Caribbean

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

Discover the top airline 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 January 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$59Average$268FlexibilityNo cancel feeOn-time62%
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