What airlines fly to Caribbean Islands?

JetBlue, United Airlines and Delta are the top three most popular airlines that fly to Caribbean Islands from Islip, New York according to our data. JetBlue is the first choice among our users, with 49% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 13 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Islip Long Island to Caribbean Islands?

Frontier, JetBlue, and Southwest are the most popular carriers operating from Islip Long Island to Caribbean Islands

When did momondo last update prices for flights from Islip Long Island Airport to Caribbean Islands?

Prices for flights from Islip Long Island Airport to Caribbean Islands refresh daily.

How many operators does momondo search for flights from Islip Long Island Airport to Caribbean Islands?

As of April 2026, there are 4 operators available to choose from for flights from Islip Long Island Airport to Caribbean Islands.

How old do you have to be to fly from Islip Long Island Airport to Caribbean Islands?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Islip Long Island Airport to Caribbean Islands.

What documentation or ID do you need to fly to Caribbean Islands?

The travel and health documents required for your trip to Caribbean Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$88 Cheap Flights from Islip to Caribbean Islands in 2026

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Find the cheapest flights from Islip, New York to Caribbean Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:31 pm - 11:29 pm

ISP

SJU

26h 58m

1 stop

6:30 am - 9:13 am

SJU

ISP

26h 43m

1 stop

$176Frontier

Fri, May 1 - Sun, May 3

11:00 am - 2:08 am

ISP

SJU

15h 08m

1 stop

3:03 am - 10:27 am

SJU

ISP

7h 24m

1 stop

$186Frontier

Fri, May 8 - Sat, May 9

11:00 am - 2:08 am

ISP

SJU

15h 08m

1 stop

6:00 am - 11:00 am

SJU

ISP

29h 00m

1 stop

$194Frontier

Fri, May 8 - Mon, May 11

8:31 pm - 9:30 am

ISP

SJU

12h 59m

1 stop

7:15 am - 7:36 pm

SJU

ISP

12h 21m

1 stop

$196Frontier

Mon, Apr 27 - Fri, May 1

4:07 pm - 9:54 am

ISP

STT

17h 47m

1 stop

10:49 am - 9:13 am

STT

ISP

22h 24m

1 stop

$342Multiple Airlines

Sun, Apr 26 - Thu, Apr 30

4:07 pm - 9:54 am

ISP

STT

17h 47m

1 stop

12:25 pm - 9:13 am

STT

ISP

20h 48m

2 stops

$377Multiple Airlines

Sun, Apr 26 - Thu, Apr 30

8:59 pm - 7:41 am

ISP

MBJ

11h 42m

1 stop

8:41 am - 8:04 pm

MBJ

ISP

10h 23m

1 stop

$402JetBlue

Sat, May 16 - Wed, May 20

8:59 pm - 7:41 am

ISP

MBJ

11h 42m

1 stop

8:41 am - 8:04 pm

MBJ

ISP

10h 23m

1 stop

$405JetBlue

Sat, May 9 - Tue, May 12

6:55 am - 1:30 pm

ISP

SXM

6h 35m

1 stop

2:25 pm - 10:40 pm

SXM

ISP

8h 15m

1 stop

$541Southwest

Wed, May 27 - Wed, Jun 3

6:55 am - 1:30 pm

ISP

SXM

6h 35m

1 stop

2:25 pm - 8:20 am

SXM

ISP

17h 55m

2 stops

$546Southwest

Wed, May 27 - Wed, Jun 3

Frontier flights from Islip, New York to Caribbean Islands

Our best Frontier deals on Islip, New York to Caribbean Islands flight tickets

Frontier

May 1

ISP8:31 pmIslip Long Island

26h 58m

1 stop

SJU11:29 pmSan Juan Luis Munoz Marin Intl

May 3

SJU6:30 amSan Juan Luis Munoz Marin Intl

26h 43m

1 stop

ISP9:13 amIslip Long Island

$176

Frontier

May 8

ISP11:00 amIslip Long Island

15h 08m

1 stop

SJU2:08 amSan Juan Luis Munoz Marin Intl

May 9

SJU3:03 amSan Juan Luis Munoz Marin Intl

7h 24m

1 stop

ISP10:27 amIslip Long Island

$186

Frontier

May 8

ISP11:00 amIslip Long Island

15h 08m

1 stop

SJU2:08 amSan Juan Luis Munoz Marin Intl

May 11

SJU6:00 amSan Juan Luis Munoz Marin Intl

29h 00m

1 stop

ISP11:00 amIslip Long Island

$194

Southwest flights from Islip, New York to Caribbean Islands

Our best Southwest deals on Islip, New York to Caribbean Islands flight tickets

Southwest

May 11

ISP6:00 amIslip Long Island

8h 55m

2 stops

SJU2:55 pmSan Juan Luis Munoz Marin Intl

May 16

SJU5:45 amSan Juan Luis Munoz Marin Intl

10h 15m

2 stops

ISP4:00 pmIslip Long Island

$484

Southwest

May 27

ISP6:55 amIslip Long Island

6h 35m

1 stop

SXM1:30 pmSimpson Bay Princess Juliana

Jun 3

SXM2:25 pmSimpson Bay Princess Juliana

8h 15m

1 stop

ISP10:40 pmIslip Long Island

$541

Southwest

May 27

ISP6:55 amIslip Long Island

6h 35m

1 stop

SXM1:30 pmSimpson Bay Princess Juliana

Jun 3

SXM2:25 pmSimpson Bay Princess Juliana

17h 55m

2 stops

ISP8:20 amIslip Long Island

$546

momondo Fare Finder

Use the filters below to find and compare flights from Islip, New York to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Fri 5/1

8:31 pm-11:29 pm

1 stop26h 58m

San Juan Luis Munoz Marin Intl

Sun 5/3

6:30 am-9:13 am

1 stop26h 43m

$176

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Fri 5/8

11:00 am-2:08 am

1 stop15h 08m

San Juan Luis Munoz Marin Intl

Sat 5/9

3:03 am-10:27 am

1 stop7h 24m

$186

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Fri 5/8

11:00 am-2:08 am

1 stop15h 08m

San Juan Luis Munoz Marin Intl

Mon 5/11

6:00 am-11:00 am

1 stop29h 00m

$194

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Mon 4/27

8:31 pm-9:30 am

1 stop12h 59m

San Juan Luis Munoz Marin Intl

Fri 5/1

7:15 am-7:36 pm

1 stop12h 21m

$196

IslipSaint Thomas Island

ISP - STT

ISPSTT

Islip Long Island

Sun 4/26

4:07 pm-9:54 am

1 stop17h 47m

Saint Thomas Island Cyril E King

Thu 4/30

10:49 am-9:13 am

1 stop22h 24m

$342

IslipSaint Thomas Island

ISP - STT

ISPSTT

Islip Long Island

Sun 4/26

4:07 pm-9:54 am

1 stop17h 47m

Saint Thomas Island Cyril E King

Thu 4/30

12:25 pm-9:13 am

2 stops20h 48m

$377

IslipMontego Bay

ISP - MBJ

ISPMBJ

Islip Long Island

Sat 5/16

8:59 pm-7:41 am

1 stop11h 42m

Montego Bay Sangster Intl

Wed 5/20

8:41 am-8:04 pm

1 stop10h 23m

$402

IslipMontego Bay

ISP - MBJ

ISPMBJ

Islip Long Island

Sat 5/9

8:59 pm-7:41 am

1 stop11h 42m

Montego Bay Sangster Intl

Tue 5/12

8:41 am-8:04 pm

1 stop10h 23m

$405

Quickest round-trip

IslipSimpson Bay

ISP - SXM

ISPSXM

Islip Long Island

Wed 5/27

6:55 am-1:30 pm

1 stop6h 35m

Simpson Bay Princess Juliana

Wed 6/3

2:25 pm-10:40 pm

1 stop8h 15m

$541

IslipSimpson Bay

ISP - SXM

ISPSXM

Islip Long Island

Wed 5/27

6:55 am-1:30 pm

1 stop6h 35m

Simpson Bay Princess Juliana

Wed 6/3

2:25 pm-8:20 am

2 stops17h 55m

$546

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Islip, New York to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Caribbean Islands?

The month of January is, on average, the cheapest month to fly to Caribbean Islands from Islip, New York, with most prices found around $290. The month of November is another great option to travel to Caribbean Islands, with average flight prices from Islip, New York averaging around $323.

Can stopping save me money on Islip, New York to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Islip, New York to Caribbean Islands.

Cheap Islip, New York to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Islip, New York to Caribbean Islands

Fastest flight time	4h 40m
Direct flights	None

The fastest flight from Islip, New York to Caribbean Islands takes 4h 40m

There are no direct flights from Islip, New York to Caribbean Islands. There are no popular flight routes from Islip, New York to Caribbean Islands.

Search flight deals

Frequently asked questions about flying from Islip, New York to Caribbean Islands

When did momondo last update prices for flights from Islip Long Island Airport to Caribbean Islands?
Prices for flights from Islip Long Island Airport to Caribbean Islands refresh daily.
How many operators does momondo search for flights from Islip Long Island Airport to Caribbean Islands?
As of April 2026, there are 4 operators available to choose from for flights from Islip Long Island Airport to Caribbean Islands.
How old do you have to be to fly from Islip Long Island Airport to Caribbean Islands?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Islip Long Island Airport to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The travel and health documents required for your trip to Caribbean Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Islip, New York to Caribbean Islands?
momondo data reveals that the most frequently booked plane model on the route from Islip, New York to Caribbean Islands is Airbus A320-100/200, representing 24.81% of all bookings. The subsequent popular models are Airbus A220-300 at 12.40%, Airbus A320neo at 11.56%, and Airbus A321neo at 11.00%.

Best airlines flying from Islip, New York to Caribbean Islands

Compare and see reviews for airlines that fly from Islip, New York to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $106	Free Cancellation	Rating 5.7 2,993 reviews	Search Frontier flights
JetBlue	PriceFrom $301	Free Cancellation	Rating 7.2 2,930 reviews	Search JetBlue flights
Delta	PriceFrom $350	Free Cancellation	Rating 7.9 8,408 reviews	Search Delta flights
Southwest	PriceFrom $367	Free Cancellation	Rating 8.0 4,331 reviews	Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Islip to Caribbean Islands?

It is quick and easy to find Islip to Caribbean Islands flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Caribbean Islands that suits you.

Can I find flights from Islip to Caribbean Islands with flexible booking policies on momondo?

momondo does allow users to show only those flights to Caribbean Islands from Islip which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Islip to Caribbean Islands?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Islip to Caribbean Islands.

I’m not ready to book a flight from Islip to Caribbean Islands right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Caribbean Islands, momondo offers a useful price alert feature which will track prices for flights to Caribbean Islands from Islip and alert you when they change.