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S$ 1,081+ Cheap flights 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 16-6. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
27 apr. — 4 mei.1
1 adult
1 adult, Economy, 0 bags

Flights to Caribbean in 2026

Enter your travel dates to find the best prices.

Cheapest flights to Caribbean
Explore the most affordable flight options available to Caribbean. Find the lowest fares based on data from user searches, with prices last updated on 28 maart 2026.

zo 18-1008:45
SIN
-
SJU
2 stops42h 57m
United Airlines
wo 21-1001:05
SJU
-
SIN
2 stops29h 30m
United Airlines
Deal found 27-3S$ 1,558
zo 11-1020:35
SIN
-
SJU
2 stops51h 59m
United Airlines
wo 14-1001:05
SJU
-
SIN
2 stops29h 30m
United Airlines
Deal found 26-3S$ 1,562
zo 10-519:40
SIN
-
SDQ
2 stops34h 35m
Multiple Airlines
zo 17-521:10
SDQ
-
SIN
2 stops30h 35m
Multiple Airlines
Deal found 26-3S$ 1,858
do 2-708:05
SIN
-
SJU
2 stops32h 34m
American Airlines
zo 5-705:45
SJU
-
SIN
2 stops30h 35m
American Airlines
Deal found 23-3S$ 1,910
zo 10-520:35
SIN
-
SJU
2 stops36h 49m
United Airlines
zo 17-513:40
SJU
-
SIN
2 stops40h 55m
United Airlines
Deal found 26-3S$ 1,934
wo 1-703:15
SIN
-
SJU
2 stops27h 35m
Qatar Airways
zo 5-717:15
SJU
-
SIN
2 stops34h 30m
Qatar Airways
Deal found 24-3S$ 1,962
do 29-1020:15
SIN
-
NAS
2 stops36h 35m
Qatar Airways
ma 2-1115:15
NAS
-
SIN
2 stops34h 40m
Qatar Airways
Deal found 27-3S$ 2,012
do 24-903:15
SIN
-
PUJ
2 stops44h 55m
Qatar Airways
di 29-913:30
PUJ
-
SIN
2 stops38h 15m
Qatar Airways
Deal found 27-3S$ 2,077
wo 22-403:15
SIN
-
SDQ
2 stops34h 04m
Multiple Airlines
wo 29-403:05
SDQ
-
SIN
2 stops30h 10m
Multiple Airlines
Deal found 26-3S$ 2,087
za 19-903:15
SIN
-
NAS
2 stops47h 07m
Qatar Airways
do 24-913:20
NAS
-
SIN
2 stops38h 25m
Qatar Airways
Deal found 25-3S$ 2,099
ma 11-519:40
SIN
-
PUJ
3 stops51h 45m
Multiple Airlines
ma 18-518:35
PUJ
-
SIN
3 stops38h 40m
Multiple Airlines
Deal found 26-3S$ 2,124
do 12-1120:15
SIN
-
KIN
2 stops38h 56m
Qatar Airways
ma 16-1114:58
KIN
-
SIN
2 stops34h 57m
Qatar Airways
Deal found 25-3S$ 2,209

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 28 maart 2026
Explore Caribbean
Flights to San Juan
Flights to Punta Cana
Flights to Santo Domingo
Flights to Montego Bay
Flights to Nassau
Flights to Kingston
Flights to Port of Spain

Find flight deals to Caribbean

Find the latest flights to Caribbean in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 200,618 searches and data was last updated on 28 maart 2026.

Return from

S$ 1,910

One-way from

S$ 1,081
American Airlines
  • American Airlines
  • 2-7-5-7
  • 4 total stops
  • 63h 09m total
  • Singapore to San Juan
Search Deals
16-6
  • 16-6
  • 2 total stops
  • 33h 55m total
  • Singapore to Caribbean
Search Deals

Cheapflights Fare Finder

 
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 200,618 searches and data was last updated on 28 maart 2026.
Use the filters below to find and compare flights to Caribbean that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest return flight

SingaporeSan Juan

SIN - SJU

SINSJU

Singapore Changi

zo 10-5

20:35-21:24

2 stops36h 49m

San Juan Luis Munoz Marin Intl

zo 17-5

13:40-18:35

2 stops40h 55m

S$ 1,934

SingaporeNassau

SIN - NAS

SINNAS

Singapore Changi

zo 20-9

19:40-14:22

2 stops30h 42m

Nassau Intl

do 24-9

13:20-15:45

2 stops38h 25m

S$ 2,101

SingaporeSanto Domingo

SIN - SDQ

SINSDQ

Singapore Changi

wo 22-4

00:50-02:41

3 stops37h 51m

Santo Domingo Las Americas

wo 29-4

03:05-21:45

2 stops30h 40m

S$ 2,203

SingaporeNassau

SIN - NAS

SINNAS

Singapore Changi

ma 11-5

19:40-20:27

2 stops36h 47m

Nassau Intl

ma 18-5

13:56-08:50

2 stops30h 54m

S$ 2,284

SingaporeKingston

SIN - KIN

SINKIN

Singapore Changi

di 15-9

19:40-00:44

2 stops42h 04m

Kingston Norman Manley

za 19-9

13:00-08:50

2 stops30h 50m

S$ 2,356

SingaporePunta Cana

SIN - PUJ

SINPUJ

Singapore Changi

ma 11-5

10:20-10:57

2 stops36h 37m

Punta Cana

ma 18-5

11:51-15:45

2 stops39h 54m

S$ 2,580

SingaporeSanto Domingo

SIN - SDQ

SINSDQ

Singapore Changi

zo 10-5

14:55-06:33

2 stops51h 38m

Santo Domingo Las Americas

zo 17-5

11:01-14:20

3 stops39h 19m

S$ 2,664

SingaporeSan Juan

SIN - SJU

SINSJU

Singapore Changi

za 9-5

02:00-12:32

3 stops46h 32m

San Juan Luis Munoz Marin Intl

zo 17-5

05:19-14:50

3 stops45h 31m

S$ 3,011

SingaporePunta Cana

SIN - PUJ

SINPUJ

Singapore Changi

ma 11-5

20:00-18:45

3 stops34h 45m

Punta Cana

ma 18-5

17:54-17:55

2 stops36h 01m

S$ 3,539
Fastest return journey

SingaporeNassau

SIN - NAS

SINNAS

Singapore Changi

zo 20-9

23:20-14:30

1 stop27h 10m

Nassau Intl

do 24-9

22:05-16:05

1 stop30h 00m

S$ 4,730

Flights are sorted by cheapest return flights first.

Deals found on 23-3

Showing 1-10 of 28 resultsSorted by cheapest first
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Best time to book a flight to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean with our price prediction graph.
Estimated return 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 to Caribbean

How long is the flight to Caribbean?

On average, a flight from Singapore to Caribbean takes 34 hours 13 minutes. Flights to Caribbean from other popular cities in Singapore will vary in length. Below are a few examples of popular routes and their flight times.

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 55.0 - 156.0 mm per month. November is typically the wettest month, when rainfall can reach 156.0 mm. March is typically the driest time to visit Caribbean when rainfall is around 55.0 mm.

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 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).

What are the most popular places to fly to in Caribbean?

Destination popularity is based on the amount of flight searches to Caribbean in the last few years. This data was updated on 28 maart 2026.
The most popular places in Caribbean to fly to are Cuba, Dominican Republic, Puerto Rico, The Bahamas and Jamaica.

FAQs about flying to Caribbean

Caribbean climate

Caribbean temperatures usually range between a very comfortable 24 and 30 degrees year round. It might be a bit cool in the early mornings and late evenings, but it warms up quickly. It can be humid, but the cooling trade winds make the climate very comfortable. The rainy season is in the autumn, and the amount of rain varies across the islands. Winters are dry, but you may encounter the occasional shower. The mountains see more rain. Hurricane season lasts from early June to late November.

Getting around Caribbean

For getting around an island you can take a taxi or rent a car, and there’s usually a bus system. The buses usually cover all main and several minor destinations as the locals take the buses, too. Depending on which island you are visiting, the buses may run on a when-the-bus-is-full schedule rather than a timetable. Many of the islands also have rental mopeds, motorcycles, and bicycles that you can use for sightseeing and getting around.

If you’ll be travelling from one island to another in the same group, there are often options for travelling by boat or island ferry. There are also small island airlines for cheap flights around the Caribbean as well as the larger commercial carriers for flights between islands. Many of the larger airlines offer Caribbean air passes, some for a set number of stopovers, and others for unlimited Caribbean travel within the airline’s range.

What is good to know if travelling to Caribbean?

  • The Bahamas have retained their British feel, especially in Nassau, and are becoming more upmarket with luxury hotels, casinos, and golf courses. Nassau and Paradise Island have historic sites, and the Bahamians are focusing more and more on eco-tourism.
  • Martinique is known for its French elegance, beautiful beaches, Creole cuisine, and tropical charm.
  • The British Virgin Islands are a string of islands popular with sailors and have beautiful beaches, mountains, and lush forests. The islands are also known for their friendly people and small inns.
  • The US Virgin Islands have it all for an upscale vacation — gorgeous beaches, snorkelling, sailing, scenery, great shopping, and modern resort hotels.
  • The Cayman Islands with their lenient tax and banking laws are popular with multimillionaires from all over the world. The landscape is not attractive (flat scrublands and swamps), but the clear water and abundant and varied marine life attract scuba divers and snorkellers.
  • Puerto Rico is the most urban Caribbean island, with rainforests and ancient volcanic mountains on the interior. The island offers great beaches, casinos, hotels for all budgets, sports, and eco-tourism activities.
  • Jamaica is a mountainous island with beautiful beaches and offerings that include golf, eco-tourism activities, and hotels in all price brackets. There are lots of package deals available for Jamaica.

  • When is the best time to fly to Caribbean?

    Peak Season Winter – from mid-December to mid-April – is the peak season for flights to the Caribbean, with the highest travel times around Christmas. Hotel rates and flights to the Caribbean are at their highest and reservations must be made in advance. Off Season The low season generally runs from mid-April through mid-December and when most travellers can find cheap flights to the Caribbean. If you can tolerate the hot and humid summer, there are some remarkable deals to be had on Caribbean flights and hotel rooms. However, many restaurants are closed for the season, and some hotels offer fewer facilities and catch up on any construction or remodelling work during the off season.

  • How long is the flight to the Caribbean?

    Given the vast distance between the two areas, there are no direct flights to the Caribbean from Singapore. This means you will have at least one stopover on flights to the Caribbean, possibly via Europe or the Middle East. One option when you book flights to the Caribbean is to travel via Amsterdam on KLM. This will give you access to two of the Netherlands' territories in the area, namely Sint Maarten and Aruba. Flights from Singapore Changi Airport (SIN) to Princess Juliana International Airport (SXM) on the island of Sint Maarten and Queen Beatrix International Airport (AUA) on the island of Aruba, both via Amsterdam Schiphol (AMS), will take you around 25h and 27h respectively. Flights to Lynden Pindling International Airport in Nassau in the Bahamas (NAS), via London on Singapore Airlines and British Airways, will take you around 26h.

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

    The Caribbean is a ribbon of little islands, each waiting to be explored, separated by miles and miles of ocean. For this reason alone, your best bet – unless you just intend to have a lazy holiday at the beach – is to fly. Because of the plethora of cheap flights to the Caribbean, this is fairly easy to do. As you make plans to book flights to the Caribbean, try to structure your itinerary to island-hop as much as you can. Unless, of course, this trip is intended to be a beach romance between you and a good book. The Caribbean is cruise ship territory, so if you'd like to take a boat cruise through the islands, it's something to keep in mind when you book flights to the Caribbean.

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

    This region is practically open territory if you are a traveller with a Singaporean passport, and you won't require a visa, so you can pick and choose as you compare flights to the Caribbean. Get as much rest as possible before you leave. Flying to the Caribbean from Singapore means a 12-hour time difference, and you might experience jetlag. Speak to your doctor about medication to help you catch some shut-eye on the plane if you're a restless flier. Hydrate with lots of water on and between your connecting flights to the Caribbean.

  • What are some things to do in the Caribbean?

    This stretch of ocean has some of the best beaches in the world as well as amazing clear blue water. You will find snorkelling, diving, deep-sea fishing, and watersports ranging from jet skiing to surfing, paragliding and banana-boat rides on tap. Sumptuous seafood meals and the freshest fruits will be there for you to pick and choose from. Head into the towns for some shopping and a taste of the local life, or otherwise, just work on your tan or your golf swing. This is island paradise living at its best.

  • 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 cheapest airport to fly to in Caribbean?

    Punta Cana is currently the cheapest airport to fly to in Caribbean. One-way flights to Punta Cana typically cost S$ 134, while return flights cost around S$ 205.

  • How much is a return flight to Caribbean?

    A return flight to Caribbean will typically cost around S$ 205, however they can be found for as little as S$ 205.

  • Where does the fastest flight to Caribbean depart from?

    For those looking to save time traveling to Caribbean, Singapore Changi offers the quickest one-way flight (28 hours 10 minutes).

  • Does San Juan Luis Munoz Marin Intl have rental cars?

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

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

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

See more FAQs

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Yes, we can. To see specific flights to Caribbean with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights to Caribbean become cheaper?

Yes, Cheapflights offers price alerts on Caribbean flights so you can book your flight when prices are ideal. Enable price alerts by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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