Flight to Caribbean

View S$154 flight on Fri, 30 Oct, 2026Opens in a new window

Popular airlines to Caribbean

  • Frontier Airlines

  • JetBlue Airways

  • American Airlines

  • Delta

  • United

  • Spirit Airlines

  • Southwest Airlines

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 40% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap round-trip flights to Caribbean

Prices were available within the past 7 days and start at S$154 for one-way flights and S$314 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, 2 May - Wed, 6 May
BOS
Boston
SJU
San Juan
S$314 Return, found 4 days ago
S$314
Return
found 4 days ago
Select Delta flight, departing Sat, 2 May from Boston to San Juan, returning Wed, 6 May, priced at S$314 found 4 days ago
Delta
Sat, 2 May - Wed, 6 May
BOS
Boston
SJU
San Juan
S$351 Return, found 4 days ago
S$351
Return
found 4 days ago
Select Delta flight, departing Sat, 2 May from Boston to San Juan, returning Wed, 6 May, priced at S$351 found 4 days ago
American Airlines
Sat, 2 May - Wed, 6 May
BOS
Boston
SJU
San Juan
S$404 Return, found 4 days ago
S$404
Return
found 4 days ago
Select American Airlines flight, departing Sat, 2 May from Boston to San Juan, returning Wed, 6 May, priced at S$404 found 4 days ago
United
Sat, 2 May - Wed, 6 May
BOS
Boston
SJU
San Juan
S$434 Return, found 4 days ago
S$434
Return
found 4 days ago
Select United flight, departing Sat, 2 May from Boston to San Juan, returning Wed, 6 May, priced at S$434 found 4 days ago
Delta
Sun, 8 Mar - Thu, 12 Mar
BOS
Boston
MBJ
Montego Bay
S$442 Return, found 5 days ago
S$442
Return
found 5 days ago
Select Delta flight, departing Sun, 8 Mar from Boston to Montego Bay, returning Thu, 12 Mar, priced at S$442 found 5 days ago
Delta
Sat, 28 Feb - Sat, 7 Mar
BOS
Boston
PUJ
Punta Cana
S$534 Return, found 20 hours ago
S$534
Return
found 20 hours ago
Select Delta flight, departing Sat, 28 Feb from Boston to Punta Cana, returning Sat, 7 Mar, priced at S$534 found 20 hours ago
Air Canada
Mon, 9 Mar - Sun, 15 Mar
BOS
Boston
MBJ
Montego Bay
S$547 Return, found 5 days ago
S$547
Return
found 5 days ago
Select Air Canada flight, departing Mon, 9 Mar from Boston to Montego Bay, returning Sun, 15 Mar, priced at S$547 found 5 days ago
United
Mon, 4 May - Wed, 6 May
SIN
Singapore
SJU
San Juan
S$1,501 Return, found 6 days ago
S$1,501
Return
found 6 days ago
Select United flight, departing Mon, 4 May from Singapore to San Juan, returning Wed, 6 May, priced at S$1,501 found 6 days ago
Copa
Fri, 6 Mar - Sun, 15 Mar
BOS
Boston
MBJ
Montego Bay
S$1,611 Return, found 5 days ago
S$1,611
Return
found 5 days ago
Select Copa flight, departing Fri, 6 Mar from Boston to Montego Bay, returning Sun, 15 Mar, priced at S$1,611 found 5 days ago
Cathay Pacific
Sat, 12 Sept - Fri, 18 Sept
SIN
Singapore
NAS
Nassau
S$1,711 Return, found 1 hour ago
S$1,711
Return
found 1 hour ago
Select Cathay Pacific flight, departing Sat, 12 Sept from Singapore to Nassau, returning Fri, 18 Sept, priced at S$1,711 found 1 hour ago

The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Book now

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.

Caribbean Flights Information

Airlines serving
Delta, American Airlines, United, Air Canada, Copa, Qatar Airways, Cathay Pacific, China Airlines
Roundtrip price
from S$314

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$314 and S$1,711. Many lucky vacationers purchased one-way flights from Boston (BOS) for as low as S$154.
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$314 to S$1,711.
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.

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.

United
Mon, 4 May - Wed, 6 May
SIN
Singapore
SJU
San Juan
S$1,501 Return, found 6 days ago
S$1,501
Return
found 6 days ago
Select United flight, departing Mon, 4 May from Singapore to San Juan, returning Wed, 6 May, priced at S$1,501 found 6 days ago
*Available to Expedia members.