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Cheap flights to Caribbean from $100

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 3/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
BOS — SJU
21 Apr — 28 Apr1
1 adult
Sun 21/4
Sun 28/4

Flights to Caribbean in 2024

Find the latest flights to Caribbean in 2024, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 603,200 searches and data was last updated on 16 April 2024.

Popular in

December

Cheapest in

November

Average price

$3,259

Return from

$1,943

One-way from

$1,622
High demand for flights, 3% potential price rise
Best time to find cheap flights, 2% potential price drop
Average for return flights in April 2024
From Sydney Kingsford Smith to San Juan
One-way flight from Sydney Kingsford Smith (SYD) to Caribbean

Find flights to Caribbean

Browse one-way and return flights deals to Caribbean on Cheapflights. Flight deals are based on user searches and were last updated on 16 April 2024
Explore Caribbean

Cheap flights to Caribbean in April & May 2024

Discover affordable flights and deals to Caribbean in April and May 2024. In the last 7 days, Cheapflights users made a total of 603,200 searches and data was last updated on 16 April 2024.
Wed 1/509:30JFK - NAS
Nonstop3h 14mDelta
Thu 9/513:40NAS - JFK
Nonstop3h 12mDelta
Deal found 15/4$355
Tue 30/409:30JFK - NAS
Nonstop3h 14mDelta
Wed 8/513:40NAS - JFK
Nonstop3h 12mDelta
Deal found 16/4$357
Fri 17/507:30JFK - NAS
Nonstop3h 09mJetBlue
Fri 24/511:55NAS - JFK
Nonstop3h 04mJetBlue
Deal found 16/4$394
Sat 18/508:35JFK - PLS
Nonstop3h 43mJetBlue
Sat 25/513:40PLS - JFK
Nonstop3h 35mJetBlue
Deal found 15/4$405
Tue 30/408:00JFK - PLS
Nonstop3h 41mJetBlue
Sat 11/513:40PLS - JFK
Nonstop3h 35mJetBlue
Deal found 15/4$416
Sun 5/511:00JFK - PLS
Nonstop3h 39mJetBlue
Wed 8/513:40PLS - JFK
Nonstop3h 35mJetBlue
Deal found 15/4$418
Sun 12/506:00JFK - PLS
1 stop6h 35mDelta
Sat 18/516:11PLS - JFK
Nonstop3h 51mDelta
Deal found 16/4$424
Thu 16/507:30JFK - NAS
Nonstop3h 09mJetBlue
Mon 20/511:55NAS - JFK
Nonstop3h 04mJetBlue
Deal found 16/4$427
Tue 30/406:00JFK - PLS
1 stop6h 37mDelta
Sun 5/516:36PLS - JFK
Nonstop3h 49mDelta
Deal found 15/4$427

Caribbean 2024 flight deals

Explore flight deals for Caribbean in 2024, offering the best prices and options to suit your preferences. In the last 7 days, Cheapflights users made a total of 603,200 searches and data were last updated on 16 April 2024.
Tue 9/709:30JFK - NAS
Nonstop3h 15mDelta
Fri 19/714:20NAS - JFK
Nonstop3h 18mDelta
Deal found 15/4$355
Tue 30/409:30JFK - NAS
Nonstop3h 14mDelta
Tue 7/513:40NAS - JFK
Nonstop3h 12mDelta
Deal found 16/4$357
Fri 17/507:30JFK - NAS
Nonstop3h 09mJetBlue
Fri 24/511:55NAS - JFK
Nonstop3h 04mJetBlue
Deal found 16/4$394
Sat 18/511:00JFK - PLS
Nonstop3h 39mJetBlue
Tue 21/513:40PLS - JFK
Nonstop3h 35mJetBlue
Deal found 16/4$405
Tue 30/408:00JFK - PLS
Nonstop3h 41mJetBlue
Sat 11/513:40PLS - JFK
Nonstop3h 35mJetBlue
Deal found 15/4$416
Sun 5/511:00JFK - PLS
Nonstop3h 39mJetBlue
Wed 8/513:40PLS - JFK
Nonstop3h 35mJetBlue
Deal found 15/4$418
Sun 12/506:00JFK - PLS
1 stop6h 35mDelta
Sat 18/516:11PLS - JFK
Nonstop3h 51mDelta
Deal found 16/4$424
Thu 16/507:30JFK - NAS
Nonstop3h 09mJetBlue
Mon 20/511:55NAS - JFK
Nonstop3h 04mJetBlue
Deal found 16/4$427
Tue 30/406:00JFK - PLS
1 stop6h 37mDelta
Sun 5/516:36PLS - JFK
Nonstop3h 49mDelta
Deal found 15/4$427

Flights to Caribbean departing soon

Discover available last-minute flight options to Caribbean, providing immediate availability and potentially lower prices. In the last 7 days, Cheapflights users made a total of 603,200 searches and data was last updated on 16 April 2024.
Thu 25/411:25JFK - PLS
Nonstop3h 45mDelta
Mon 6/516:36PLS - JFK
Nonstop3h 49mDelta
Deal found 16/4$430
Fri 26/406:00JFK - PLS
1 stop6h 37mDelta
Wed 1/516:36PLS - JFK
Nonstop3h 49mDelta
Deal found 15/4$437
Fri 26/410:19JFK - PUJ
Nonstop4h 00mJetBlue
Thu 2/511:05PUJ - JFK
Nonstop3h 56mJetBlue
Deal found 16/4$465
Tue 23/414:17JFK - NAS
Nonstop3h 13mJetBlue
Wed 24/409:58NAS - JFK
Nonstop2h 59mJetBlue
Deal found 16/4$488
Wed 24/414:04MIA - SDQ
1 stop7h 57mCopa Airlines
Sun 28/406:27SDQ - MIA
1 stop15h 59mCopa Airlines
Deal found 16/4$499
Fri 26/407:30JFK - PUJ
Nonstop3h 55mJetBlue
Thu 2/511:05PUJ - JFK
Nonstop3h 56mJetBlue
Deal found 15/4$511
Tue 23/408:05MIA - SDQ
1 stop9h 20mAvianca
Tue 30/418:20SDQ - MIA
1 stop15h 45mAvianca
Deal found 16/4$518
Tue 23/411:25JFK - PLS
Nonstop3h 45mDelta
Wed 1/516:36PLS - JFK
Nonstop3h 49mDelta
Deal found 16/4$519
Mon 22/406:03MIA - SDQ
1 stop6h 58mCopa Airlines
Thu 25/408:50SDQ - MIA
1 stop16h 38mCopa Airlines
Deal found 16/4$521

One-way flights to Caribbean

Explore one-way flight options to Caribbean for greater flexibility in your travel plans. Find up-to-date pricing and availability for one-way flights. In the last 7 days, Cheapflights users made a total of 603,200 searches and data was last updated on 16 April 2024.
Fri 3/509:30JFK - NAS
Nonstop3h 14mDelta
Deal found 16/4$100
Tue 25/608:37EWR - NAS
Nonstop3h 11mUnited Airlines
Deal found 16/4$139
Fri 26/406:00JFK - NAS
Nonstop2h 58mJetBlue
Deal found 16/4$139
Tue 23/706:00EWR - NAS
1 stop5h 38mUnited Airlines
Deal found 16/4$145
Sun 1/907:10JFK - NAS
Nonstop3h 03mJetBlue
Deal found 16/4$172
Tue 30/407:29EWR - AUA
Nonstop4h 36mJetBlue
Deal found 16/4$186
Tue 13/819:59EWR - NAS
1 stop17h 19mDelta
Deal found 16/4$192
Tue 30/408:06JFK - NAS
1 stop5h 53mJetBlue
Deal found 16/4$192
Fri 3/519:59EWR - AUA
1 stop15h 31mDelta
Deal found 16/4$192

Direct flights to Caribbean

Tue 9/709:30JFK - NAS
Nonstop3h 15mDelta
Fri 19/714:20NAS - JFK
Nonstop3h 18mDelta
Deal found 15/4$355
Tue 30/409:30JFK - NAS
Nonstop3h 14mDelta
Tue 7/513:40NAS - JFK
Nonstop3h 12mDelta
Deal found 16/4$357
Fri 17/507:30JFK - NAS
Nonstop3h 09mJetBlue
Fri 24/511:55NAS - JFK
Nonstop3h 04mJetBlue
Deal found 16/4$394
Sat 18/508:35JFK - PLS
Nonstop3h 43mJetBlue
Sat 25/513:40PLS - JFK
Nonstop3h 35mJetBlue
Deal found 15/4$405
Tue 30/408:00JFK - PLS
Nonstop3h 41mJetBlue
Sat 11/513:40PLS - JFK
Nonstop3h 35mJetBlue
Deal found 15/4$416
Sun 5/511:00JFK - PLS
Nonstop3h 39mJetBlue
Wed 8/513:40PLS - JFK
Nonstop3h 35mJetBlue
Deal found 15/4$418
Thu 16/507:30JFK - NAS
Nonstop3h 09mJetBlue
Mon 20/511:55NAS - JFK
Nonstop3h 04mJetBlue
Deal found 16/4$427
Tue 30/408:00JFK - PLS
Nonstop3h 41mJetBlue
Sun 5/515:41PLS - JFK
Nonstop3h 33mJetBlue
Deal found 15/4$427
Mon 29/409:00JFK - PUJ
Nonstop3h 56mJetBlue
Fri 3/514:28PUJ - JFK
Nonstop4h 01mJetBlue
Deal found 16/4$429

Find flights to Caribbean within your budget

Locate flights to Caribbean that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 603,200 searches and data was last updated on 16 April 2024.

Fly from

Any airport

Budget

$355 - $769

Route

Depart

Return

Price

New York John F Kennedy IntlNassau Intl

JFK - NAS

JFKNAS

New York John F Kennedy Intl

Tue 9/7

Nonstop3h 15m

Nassau Intl

Fri 19/7

Nonstop3h 18m

$355

New York John F Kennedy IntlNassau Intl

JFK - NAS

JFKNAS

New York John F Kennedy Intl

Tue 30/4

Nonstop3h 14m

Nassau Intl

Tue 7/5

Nonstop3h 12m

$357

New York John F Kennedy IntlNassau Intl

JFK - NAS

JFKNAS

New York John F Kennedy Intl

Fri 17/5

Nonstop3h 09m

Nassau Intl

Fri 24/5

Nonstop3h 04m

$394

NewarkNassau Intl

EWR - NAS

EWRNAS

Newark

Sat 11/5

1 stop13h 39m

Nassau Intl

Fri 17/5

Nonstop3h 19m

$433

MiamiSanto Domingo Las Americas

MIA - SDQ

MIASDQ

Miami

Wed 22/5

1 stop6h 59m

Santo Domingo Las Americas

Mon 3/6

1 stop7h 34m

$499

MiamiSanto Domingo Las Americas

MIA - SDQ

MIASDQ

Miami

Fri 24/5

1 stop15h 30m

Santo Domingo Las Americas

Tue 28/5

1 stop15h 45m

$585

MiamiSanto Domingo Las Americas

MIA - SDQ

MIASDQ

Miami

Sat 11/5

2 stops21h 16m

Santo Domingo Las Americas

Tue 14/5

2 stops17h 01m

$608

MiamiSanto Domingo Las Americas

MIA - SDQ

MIASDQ

Miami

Fri 24/5

Nonstop2h 25m

Santo Domingo Las Americas

Sat 25/5

Nonstop2h 30m

$619

MiamiSanto Domingo Las Americas

MIA - SDQ

MIASDQ

Miami

Fri 24/5

Nonstop2h 20m

Santo Domingo Las Americas

Sat 25/5

1 stop16h 38m

$769

Flights are sorted by cheapest first

Deals found on 15/4

Average price of flights to Caribbean by month

Plan your trip to Caribbean by taking into account the cheapest months to travel. The average price of a one-way flight to Caribbean is currently $162 while a return flight costs $513. Price data was last updated on 7 April 2024.

Temperature and rainfall in Caribbean by month

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

SJU

Temperature

25 - 28 °C

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 28.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 25.0 C).

When is the best time to book a flight to Caribbean?

Use this chart to determine the optimal time to book a return flight to Caribbean. Price data was last updated on 28 January 2024.
The best time to book flights to Caribbean is 74 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Search Deals

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 16 April 2024.
7.9
Good
1,647 reviews

Comfort

7.6

Crew

8.4

Entertainment

7.3

Boarding

7.8

Food

7.3

Overall

7.9

Reviews

1 / 10

Departure was late. Plane much too small for an 11 hour flight. One bathroom was out of order in a completely full flight.

7.9
Good
1,647 reviews
7.9
Good
1,647 reviews

Comfort

7.6

Crew

8.4

Entertainment

7.3

Boarding

7.8

Food

7.3

Overall

7.9

Reviews

1 / 10

Departure was late. Plane much too small for an 11 hour flight. One bathroom was out of order in a completely full flight.

7.7
Good
4,493 reviews
7.9
Good
1,647 reviews

Comfort

7.6

Crew

8.4

Entertainment

7.3

Boarding

7.8

Food

7.3

Overall

7.9

Reviews

1 / 10

Departure was late. Plane much too small for an 11 hour flight. One bathroom was out of order in a completely full flight.

7.7
Good
1,019 reviews
7.9
Good
1,647 reviews

Comfort

7.6

Crew

8.4

Entertainment

7.3

Boarding

7.8

Food

7.3

Overall

7.9

Reviews

1 / 10

Departure was late. Plane much too small for an 11 hour flight. One bathroom was out of order in a completely full flight.

7.6
Good
2,519 reviews
7.9
Good
1,647 reviews

Comfort

7.6

Crew

8.4

Entertainment

7.3

Boarding

7.8

Food

7.3

Overall

7.9

Reviews

1 / 10

Departure was late. Plane much too small for an 11 hour flight. One bathroom was out of order in a completely full flight.

7.4
Good
11,360 reviews
7.9
Good
1,647 reviews

Comfort

7.6

Crew

8.4

Entertainment

7.3

Boarding

7.8

Food

7.3

Overall

7.9

Reviews

1 / 10

Departure was late. Plane much too small for an 11 hour flight. One bathroom was out of order in a completely full flight.

Where are the most popular flight destinations in Caribbean?

The most popular flight destinations in Caribbean are Cuba, Jamaica, The Bahamas, Dominican Republic and Puerto Rico.

Related info for your journey

  • What is the best way to travel around the Caribbean?

    If you book flights to the Caribbean and secure a Caribbean airfare, you may want to find the best way to travel in-between the islands. Air travel is relatively inexpensive, and Caribbean flight deals offer several routes which are mainly served by Seaborn, Caribbean and Sunrise airlines. Cheap flights to Caribbean islands exist between popular destinations such as Cuba, Barbados, Jamaica, Grenada and The Bahamas, which can prove useful if fair distances are involved. Another option would be to book a cruise which will transport you between some of the larger and most visited islands which can be convenient and you will find several operators offering this service at varying prices.

  • What are some things to do in the Caribbean?

    The Caribbean has a wealth of options to explore. If you are visiting the Dominican Republic, make sure to visit the Punta Cana resort which boasts emerald waters and some of the best white sandy beaches on the island. Costa Rica is a nature lovers paradise and is well renowned for its spectacular national parks and rainforests where you can experience a wide range of exotic wildlife. Puerto Rico is equally known for its beautiful beaches and national parks and boasts a unique Spanish Caribbean culture with American influences which is reflected in the local cuisine.

  • How long is the flight to the Caribbean?

    If you are flying to the Caribbean, you can find flights to the Caribbean from Sydney Kingsford Smith Airport (SYD) in Australia to San Juan Luis Munoz Marin International Airport in Puerto Rico with flight times averaging between 45 and 54h, including two stopovers in Abu Dhabi Airport (AUH) and New York (JFK) Airport. You can also book flights to the Caribbean from Brisbane Airport (BNE) to San Jose Juan Santamaria International Airport (SJO) in Costa Rica around 35h with one stopover in Los Angeles Airport (LAX). You can also compare flights to the Caribbean and find Caribbean flight deals to Costa Rica from Melbourne Airport (MEL) to San Jose Airport with flight times under 24h and one stopover in Los Angeles Airport. Equally, you can find cheap flights to the Caribbean from Melbourne Airport to Santo Domingo Las Americas Airport (SDQ) in Dominican Republic with flight times just under 39h and two stopovers in Dubai (DXB) and New York (JFK) airports.

  • What do I need to do before my flight to the Caribbean?

    If you have flights to the Caribbean booked, you will be pleased to know that many Caribbean Islands are visa free for Australian citizens, including The Bahamas, Barbados, Costa Rica, Dominican Republic and Puerto Rico who all guarantee stays of up to 90 days, with Puerto Rico requiring an ESTA travel authorisation which can be obtained online. You will need a valid passport to travel, however, and it may also be beneficial to check your mobile network compatibility for the Caribbean region. You could take advantage of price plans offered by T-Mobile who have an international option available which has coverage throughout the Caribbean region.

  • Can I find cheaper flights to Caribbean if I am willing to have stopovers?

    Yes, flights with stopovers are often cheaper than direct flights. Keep an eye out for flight deals to Caribbean on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Caribbean?

    Based on reviews from Cheapflights users, United Airlines is rated the highest out of the airlines that fly to Caribbean.

  • What is the cheapest airport to fly to in Caribbean?

    Nassau Intl Airport is currently the cheapest airport to fly to in Caribbean. One-way flights to Nassau Intl Airport typically cost $127, while return flights cost around $111.

  • How much is a return flight to Caribbean?

    A return flight to Caribbean will typically cost around $274, however they can be found for as little as $248.

  • Where does the fastest flight to Caribbean depart from?

    For those looking to save time traveling to Caribbean, Sydney offers the quickest one-way flight (25 hours 45 minutes).

  • Does San Juan Luis Munoz Marin Intl Airport have car hire?

    Yes. Those touching down at San Juan Luis Munoz Marin Intl Airport can take advantage of the car hire services offered upon their arrival.

  • Are there hotels close to San Juan Luis Munoz Marin Intl Airport?

    Yes. San Juan Luis Munoz Marin Intl Airport has hotels nearby for those requiring accommodations. San Juan Airport Hotel is the closest property to San Juan Luis Munoz Marin Intl Airport (0.0 km away from San Juan Luis Munoz Marin Intl Airport).

See more FAQs

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