Cheap flights from Port of Spain to Simpson Bay from £226

POS — SXM
1 Dec — 8 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Port of Spain to Simpson Bay

Enter your travel dates to find the best prices.

Cheapest flights from Port of Spain to Simpson Bay

Sun 6/1213:20 -
Nonstop2h 25m
Sun 13/1210:10 -
Nonstop2h 25m
Deal found 28/10£420
Mon 7/1214:30 -
Nonstop2h 35m
Sun 13/1212:24 -
1 stop25h 03m
Deal found 28/10£435
Mon 7/1214:30 -
Nonstop2h 35m
Sat 12/1218:10 -
Nonstop1h 40m
Deal found 28/10£440
Sun 6/1213:20 -
Nonstop2h 25m
Sun 13/1212:24 -
1 stop13h 37m
Deal found 28/10£447
Tue 17/1103:40 -
1 stop7h 50m
Sun 22/1112:25 -
1 stop24h 52m
Deal found 31/10£449
Sun 6/1213:20 -
Nonstop2h 25m
Sat 12/1218:10 -
Nonstop1h 40m
Deal found 28/10£466
Sun 6/1203:23 -
1 stop8h 06m
Sun 13/1212:24 -
1 stop25h 03m
Deal found 28/10£469
Tue 22/1203:23 -
1 stop8h 06m
Fri 8/112:25 -
1 stop13h 30m
Deal found 29/10£506

Find flight deals from Port of Spain to Simpson Bay

Round-trip from

£420

One-way from

£226

Popular in

July

Cheapest in

June

Average price

£412
Winair
  • Winair
  • 6/12-13/12
  • Nonstop
  • 4h 50m total
  • Port of Spain to Simpson Bay
Copa Airlines
  • Copa Airlines
  • 26/11-31/12
  • 1 total stop
  • 7h 50m total
  • Port of Spain to Simpson Bay
High demand for flights, 0% potential price rise
Cheapest flight prices on average. 1% potential price decrease (£4 potential savings vs. average return price).
Average for round-trip flights in November 2026

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Port of Spain to Simpson Bay that are best for you.

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Depart

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Price

Cheapest return flight

Port of SpainSimpson Bay

POS Port of Spain Piarco Intl - SXM Simpson Bay Princess Juliana

POSSXM

Port of Spain Piarco Intl

Thu 26/11

03:40-11:30

1 stop7h 50m

Simpson Bay Princess Juliana

Wed 31/12

00:00-00:00

Nonstop0h 00m

£226

Port of SpainSimpson Bay

POS Port of Spain Piarco Intl - SXM Simpson Bay Princess Juliana

POSSXM

Port of Spain Piarco Intl

Thu 17/12

03:23-11:29

1 stop8h 06m

Simpson Bay Princess Juliana

Wed 23/12

12:24-02:01

1 stop13h 37m

£449

Port of SpainSimpson Bay

POS Port of Spain Piarco Intl - SXM Simpson Bay Princess Juliana

POSSXM

Port of Spain Piarco Intl

Sat 5/12

03:23-11:29

1 stop8h 06m

Simpson Bay Princess Juliana

Sun 13/12

12:24-13:27

1 stop25h 03m

£449

Port of SpainSimpson Bay

POS Port of Spain Piarco Intl - SXM Simpson Bay Princess Juliana

POSSXM

Port of Spain Piarco Intl

Tue 24/11

03:40-11:30

1 stop7h 50m

Simpson Bay Princess Juliana

Wed 2/12

12:24-02:01

1 stop13h 37m

£449

Port of SpainSimpson Bay

POS Port of Spain Piarco Intl - SXM Simpson Bay Princess Juliana

POSSXM

Port of Spain Piarco Intl

Fri 5/2

14:12-11:25

1 stop21h 13m

Simpson Bay Princess Juliana

Mon 8/2

12:20-01:52

1 stop13h 32m

£454

Port of SpainSimpson Bay

POS Port of Spain Piarco Intl - SXM Simpson Bay Princess Juliana

POSSXM

Port of Spain Piarco Intl

Sun 24/1

03:26-11:21

1 stop7h 55m

Simpson Bay Princess Juliana

Mon 1/2

12:20-01:52

1 stop13h 32m

£454
Fastest return journey

Port of SpainSimpson Bay

POS Port of Spain Piarco Intl - SXM Simpson Bay Princess Juliana

POSSXM

Port of Spain Piarco Intl

Sun 6/12

13:20-15:45

Nonstop2h 25m

Simpson Bay Princess Juliana

Sat 12/12

18:10-19:50

Nonstop1h 40m

£466

Port of SpainSimpson Bay

POS Port of Spain Piarco Intl - SXM Simpson Bay Princess Juliana

POSSXM

Port of Spain Piarco Intl

Sun 6/12

03:23-11:29

1 stop8h 06m

Simpson Bay Princess Juliana

Sun 13/12

12:24-13:27

1 stop25h 03m

£469

Port of SpainSimpson Bay

POS Port of Spain Piarco Intl - SXM Simpson Bay Princess Juliana

POSSXM

Port of Spain Piarco Intl

Tue 22/12

03:23-11:29

1 stop8h 06m

Simpson Bay Princess Juliana

Fri 8/1

12:25-01:55

1 stop13h 30m

£506

Flights are sorted by cheapest return flights first.

Deals found on 1/11

Sorted by cheapest first

Best time to book a flight from Port of Spain to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Port of Spain with our price prediction graph.
Estimated return price

Cheapflights Insights

Everything you need to know about your flight from Port of Spain to Simpson Bay

How far ahead should I book a flight from Port of Spain to Simpson Bay?

To ensure you get the cheapest price possible for a flight from Port of Spain to Simpson Bay, you should look to book at least 41 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Port of Spain to Simpson Bay?

Currently, June is the cheapest month in which you can book a flight from Port of Spain to Simpson Bay (average of £357). Flying from Port of Spain to Simpson Bay in July is currently the most expensive (average of £461). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from POS to SXM?

When flying from Port of Spain to Simpson Bay, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

How much does it cost for a return flight from Port of Spain to Simpson Bay?

Airfare is typical for this route at the moment.

Port of Spain to Simpson Bay flights typically cost between £393 and £423 in December.
The cheapest return price found within the last 5 days was £420 on Winair (6 Dec–13 Dec).

Related info for your journey

  • How long is the flight from Port of Spain to Simpson Bay?

    For as low as £449, Copa Airlines can have you in Simpson Bay from Port of Spain in 8h 06m. Port of Spain and Simpson Bay are separated by a distance of 528 mi.

  • Can I find deals for flights from Port of Spain to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on Port of Spain to Simpson Bay flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Port of Spain to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Port of Spain to Simpson Bay.

  • Can I find deals for business class flights from Port of Spain to Simpson Bay?

    Yes. Cheapflights offers flight deals from Port of Spain to Simpson Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Port of Spain to Simpson Bay?

    Currently, June is the cheapest month in which you can book a flight from Port of Spain to Simpson Bay (average of £357). Flying from Port of Spain to Simpson Bay in July is currently the most expensive (average of £461). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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