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Cheap round-trip flights to Caribbean

Prices were available within the past 7 days and start at S$1,008 for one-way flights and S$1,676 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air India
Sun, 13 Sept - Sun, 20 Sept
SIN
Singapore
SJU
San Juan
S$1,676 Return, found 2 days ago
S$1,676
Return
found 2 days ago
Select Air India flight, departing Sun, 13 Sept from Singapore to San Juan, returning Sun, 20 Sept, priced at S$1,676 found 2 days ago
United
Sun, 13 Sept - Sun, 20 Sept
SIN
Singapore
SJU
San Juan
S$1,685 Return, found 2 days ago
S$1,685
Return
found 2 days ago
Select United flight, departing Sun, 13 Sept from Singapore to San Juan, returning Sun, 20 Sept, priced at S$1,685 found 2 days ago
Air India
Sat, 12 Sept - Fri, 18 Sept
SIN
Singapore
NAS
Nassau
S$1,814 Return, found 2 days ago
S$1,814
Return
found 2 days ago
Select Air India flight, departing Sat, 12 Sept from Singapore to Nassau, returning Fri, 18 Sept, priced at S$1,814 found 2 days ago
Air India
Thu, 17 Sept - Tue, 22 Sept
SIN
Singapore
POS
Trinidad
S$1,918 Return, found 2 days ago
S$1,918
Return
found 2 days ago
Select Air India flight, departing Thu, 17 Sept from Singapore to Trinidad, returning Tue, 22 Sept, priced at S$1,918 found 2 days ago
Air India
Sat, 19 Sept - Wed, 30 Sept
SIN
Singapore
STI
Santiago de los Caballeros
S$1,918 Return, found 1 day ago
S$1,918
Return
found 1 day ago
Select Air India flight, departing Sat, 19 Sept from Singapore to Santiago de los Caballeros, returning Wed, 30 Sept, priced at S$1,918 found 1 day ago
EVA Airways
Fri, 12 Mar - Tue, 23 Mar
SIN
Singapore
PUJ
Punta Cana
S$1,968 Return, found 5 days ago
S$1,968
Return
found 5 days ago
Select EVA Airways flight, departing Fri, 12 Mar from Singapore to Punta Cana, returning Tue, 23 Mar, priced at S$1,968 found 5 days ago
Qatar Airways
Sun, 13 Sept - Sun, 20 Sept
SIN
Singapore
SJU
San Juan
S$1,990 Return, found 2 days ago
S$1,990
Return
found 2 days ago
Select Qatar Airways flight, departing Sun, 13 Sept from Singapore to San Juan, returning Sun, 20 Sept, priced at S$1,990 found 2 days ago
American Airlines
Sat, 22 Aug - Sun, 30 Aug
SIN
Singapore
SJU
San Juan
S$2,007 Return, found 2 days ago
S$2,007
Return
found 2 days ago
Select American Airlines flight, departing Sat, 22 Aug from Singapore to San Juan, returning Sun, 30 Aug, priced at S$2,007 found 2 days ago
EVA Airways
Mon, 19 Oct - Sun, 25 Oct
SIN
Singapore
MBJ
Montego Bay
S$2,091 Return, found 4 days ago
S$2,091
Return
found 4 days ago
Select EVA Airways flight, departing Mon, 19 Oct from Singapore to Montego Bay, returning Sun, 25 Oct, priced at S$2,091 found 4 days ago
Turkish Airlines
Sun, 13 Sept - Sun, 20 Sept
SIN
Singapore
SJU
San Juan
S$2,138 Return, found 2 days ago
S$2,138
Return
found 2 days ago
Select Turkish Airlines flight, departing Sun, 13 Sept from Singapore to San Juan, returning Sun, 20 Sept, priced at S$2,138 found 2 days ago

Trending flights to Caribbean

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air India
Sun, 13 Sept - Sun, 20 Sept
SIN
Singapore
SJU
San Juan
S$1,676 Return, found 2 days ago
S$1,676
Return
found 2 days ago
Select Air India flight, departing Sun, 13 Sept from Singapore to San Juan, returning Sun, 20 Sept, priced at S$1,676 found 2 days ago

Frequently asked questions

Can I cancel my flight booking to Caribbean due to COVID-19?
If you haven't booked yet, scan the terms and conditions of the airline you're considering. If you've already secured your flight to Caribbean, head to our Customer Service Portal. It will help determine which COVID-19 policies apply to your booking and provide advice on the next steps.
What's the best way to find cheap flights to Caribbean that have flexible change policies?
When it comes to flying these days, flexibility is important. That's why we've added a "No change fee" search function to help you track down flexible, low-priced tickets to Caribbean. It's to the left of your screen just below the "Flexible change policies" subheading.
What are some of the general tips for travelers to Caribbean during the COVID-19 outbreak?
The COVID-19 outbreak has resulted in big changes to how we travel. If you plan to visit Caribbean, these tips will help you navigate these new challenges and rules:

  • Before you book a flight, see if any travel restrictions apply — in both your origin and destination. Keep informed with the latest updates by reviewing government travel advisories.
  • Keep your face mask on during airport screening. A TSA employee will ask you to lower your mask temporarily for ID purposes.
  • To avoid cross-contamination, position your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your pass directly to a TSA employee.
  • TSA now permits passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on luggage. This will have to be removed from your bag for X-ray scanning.
  • To minimize handling during screening, place personal items such as your phone, wallet and keys into your carry-on rather than the bins.
  • Transport any food items in a clear plastic bag and also place them in a screening bin. Keeping food separate from your carry-on makes it less likely that a TSA officer will need to open and touch your bag for inspection.

How much is a flight to Caribbean?
There were lots of inexpensive fares up for grabs in the last seven days, with the cost of a return ticket to Caribbean ranging between S$1,676 and S$2,138. Many lucky vacationers purchased one-way flights from Singapore (SIN) for as low as S$1,008.
When is the cheapest time to fly to Caribbean?
Jet off on a Tuesday to boost your odds of bagging the cheapest flight to Caribbean. Mondays are usually the next most affordable day to depart. Saturday is generally the most expensive day to fly anywhere.
How much is a plane ticket to Caribbean?
In the last seven days, ticket prices to Caribbean ranged from S$1,676 to S$2,138.
What are the best things to do in Caribbean?

  • With so much to see and do in Havana, it's little surprise that most travelers kick off their Caribbean getaway in this happening city. Spend your first couple of days going to see famous attractions like Hotel Nacional de Cuba before taking a look at some of this place's lesser-known highlights.
  • Havana features a tropical savanna climate. But before you take off, study what the weather will be up to while you're there. Hot, cold, wet or dry, it's smart to arrive prepared.
  • Make Camaguey the next place you go. It's around 483 kilometres to the east of Havana and where you'll discover Casa Natal del Mayor, one of this city's top tourist sights.

What months are the cheapest to book a flight to Caribbean?
February is a cheap month to book your Caribbean trip. Airfares are at their most expensive during the festive month of December, so avoid this time if possible.

Book with confidence

About Caribbean

Expedia offers flights to Caribbean to meet every traveller's needs. Whatever your flight need - Expedia has the flight for you. So choose from flights to Caribbean or destinations around the world and discover how easy it is to make your flight reservations on Expedia.
About Caribbean

Travel information

Caribbean Flights Information

Airlines serving
Air India, Etihad Airways, JetBlue Airways, Qatar Airways, Air Canada, EVA Airways, United, China Airlines, American Airlines, Turkish Airlines
Roundtrip price
from S$1,676
Caribbean Flights Information
*Available to Expedia members.