SXM - POS

£220 Find Cheap Flights from Simpson Bay to Port of Spain – Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 34% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest return flight
£438
Typical prices: £363-£591
Caribbean Airlines
Sat 24/11Wed 28/11
SXM - POS • 1 stop
Cheapest direct flights
£599
Typical prices: £355-£459
Caribbean Airlines
Wed 26/12Tue 2/1
SXM - POS • Direct
Direct flights
You can fly direct with KLM, Caribbean Airlines, and Winair. Average duration is 1h 59m
Direct flights
+1
Direct flights
+1
When to travel
Cheapest • 21% price drop
Most popular
Good to know
+1
Good to know
+1
Top stopover airports
Cheapest • Avg £385 (return)
Shortest trip • 3h 12m (one-way)
Insights
Insights
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you enjoy your trip to Port of Spain!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Simpson Bay to Port of Spain (SXM-POS)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals from Simpson Bay to Port of Spain

Tue, 24 Nov - Sat, 28 Nov
Caribbean Airlines Logo
18:45 - 21:55SXM  Simpson Bay Princess Juliana-POS Port of Spain Piarco Intl
3h 10m1 stop Bridgetown Grantley Adams Intl
Caribbean Airlines Logo
07:45 - 09:25POS  Port of Spain Piarco Intl-SXM Simpson Bay Princess Juliana
1h 40mdirect
£438Caribbean Airlines
Sat, 12 Dec - Mon, 14 Dec
Caribbean Airlines Logo
18:10 - 19:50SXM  Simpson Bay Princess Juliana-POS Port of Spain Piarco Intl
1h 40mdirect
Caribbean Airlines Logo
11:20 - 10:45POS  Port of Spain Piarco Intl-SXM Simpson Bay Princess Juliana
23h 25m1 stop Bridgetown Grantley Adams Intl
£491Caribbean Airlines
Sat, 26 Dec - Sat, 2 Jan
Multiple Airlines Logo
18:10 - 19:50SXM  Simpson Bay Princess Juliana-POS Port of Spain Piarco Intl
1h 40mdirect
Multiple Airlines Logo
17:00 - 09:45POS  Port of Spain Piarco Intl-SXM Simpson Bay Princess Juliana
16h 45m1 stop St. John's V.C. Bird Intl
£576Multiple Airlines
Sat, 26 Dec - Sat, 2 Jan
Caribbean Airlines Logo
18:10 - 19:50SXM  Simpson Bay Princess Juliana-POS Port of Spain Piarco Intl
1h 40mdirect
Caribbean Airlines Logo
07:45 - 09:25POS  Port of Spain Piarco Intl-SXM Simpson Bay Princess Juliana
1h 40mdirect
£599Caribbean Airlines
Sat, 26 Dec - Sat, 2 Jan
Multiple Airlines Logo
18:10 - 19:50SXM  Simpson Bay Princess Juliana-POS Port of Spain Piarco Intl
1h 40mdirect
Multiple Airlines Logo
17:00 - 09:45POS  Port of Spain Piarco Intl-SXM Simpson Bay Princess Juliana
16h 45m2 stops St. John's V.C. Bird Intl Basseterre Robert Bradshaw Intl
£607Multiple Airlines
Thu, 10 Dec - Tue, 15 Dec
Contour Logo
13:35 - 19:25SXM  Simpson Bay Princess Juliana-POS Port of Spain Piarco Intl
5h 50m2 stops San Juan Luis Munoz Marin Intl Roseau Douglas–Charles
Contour Logo
08:30 - 17:00POS  Port of Spain Piarco Intl-SXM Simpson Bay Princess Juliana
8h 30m2 stops Roseau Douglas–Charles San Juan Luis Munoz Marin Intl
£635Contour
Sat, 26 Dec - Sat, 2 Jan
Multiple Airlines Logo
18:10 - 19:50SXM  Simpson Bay Princess Juliana-POS Port of Spain Piarco Intl
1h 40mdirect
Multiple Airlines Logo
12:50 - 10:45POS  Port of Spain Piarco Intl-SXM Simpson Bay Princess Juliana
45h 55m3 stops St. George's Point Saline Intl Bridgetown Grantley Adams Intl St. John's V.C. Bird Intl
£642Multiple Airlines
Thu, 10 Dec - Fri, 11 Dec
Contour Logo
13:35 - 19:25SXM  Simpson Bay Princess Juliana-POS Port of Spain Piarco Intl
5h 50m2 stops San Juan Luis Munoz Marin Intl Roseau Douglas–Charles
Contour Logo
08:30 - 13:45POS  Port of Spain Piarco Intl-SXM Simpson Bay Princess Juliana
5h 15m2 stops Roseau Douglas–Charles Saint Thomas Island Cyril E King
£664Contour
Sat, 26 Dec - Sat, 2 Jan
Multiple Airlines Logo
07:45 - 18:20SXM  Simpson Bay Princess Juliana-POS Port of Spain Piarco Intl
10h 35m3 stops Basseterre Robert Bradshaw Intl Bridgetown Grantley Adams Intl St. George's Point Saline Intl
Multiple Airlines Logo
17:00 - 10:45POS  Port of Spain Piarco Intl-SXM Simpson Bay Princess Juliana
17h 45m1 stop St. John's V.C. Bird Intl
£705Multiple Airlines
Sat, 26 Dec - Sat, 2 Jan
Multiple Airlines Logo
07:45 - 18:20SXM  Simpson Bay Princess Juliana-POS Port of Spain Piarco Intl
10h 35m3 stops Basseterre Robert Bradshaw Intl Bridgetown Grantley Adams Intl St. George's Point Saline Intl
Multiple Airlines Logo
09:00 - 13:55POS  Port of Spain Piarco Intl-SXM Simpson Bay Princess Juliana
4h 55m2 stops Bridgetown Grantley Adams Intl Basseterre Robert Bradshaw Intl
£751Multiple Airlines
Booking Insights

Price, demand, and travel trends for Simpson Bay to Port of Spain flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights with more confidence.

How much is a return flight from Simpson Bay to Port of Spain?

Return flights from Simpson Bay to Port of Spain typically range from £363 to £591. The lowest price found in the past 5 days was £438 on Caribbean Airlines.

What's the cheapest day of the week to fly from Simpson Bay to Port of Spain?

Based on deals KAYAK users found in the last 12 months, Sunday is the cheapest day of the week to fly from Simpson Bay to Port of Spain. It's 47% cheaper than the average day, while Thursday is the most expensive, with prices 79% higher.

Expert advice

Expert advice for your flight from Simpson Bay to Port of Spain

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Blane Bachelor

Blane Bachelor

Expert on KLM

Blane Bachelor is a journalist and editor specialising in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favourite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history.

Brandon Schultz

Brandon Schultz

Expert on Caribbean Airlines

Brandon travels every week and makes friends with stray cats wherever he goes. Dogs, too... he once brought one home to the US from the Amalfi Coast. He’s written 6 books, visited 6 continents (still waiting on Antarctica), and would eat ice cream 6 times a day if he could. He lives in Brooklyn, New York, with his partner and three cats.

Key details for Simpson Bay to Port of Spain flights

Low season

May

Cheapest flight

£220
Beat the crowds with an average 76% drop in traveller numbers.
The most popular month to fly with an average 30% increase in traveller numbers.
One-way flight from Simpson Bay to Port of Spain

When to book flights from Simpson Bay to Port of Spain

Are your dates flexible? Find out the best times to travel from Simpson Bay to Port of Spain based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price

Your Simpson Bay to Port of Spain flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines, and booking tips.

  • What are the earliest and latest flights from Simpson Bay to Port of Spain?

    These are the earliest and latest flight times available from Simpson Bay to Port of Spain:

    • Earliest: departs at 10:10 and lands at 12:09
    • Latest: departs at 18:50 and lands at 20:49.

    The flight takes about 1h 59m.

  • Which cabin classes can I book on flights from Simpson Bay to Port of Spain?

    Only Economy class is available on flights from Simpson Bay to Port of Spain.

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

    A direct flight from Simpson Bay to Port of Spain takes 1h 59m, covering 528 miles.

  • Do I need a passport to fly from Simpson Bay to Port of Spain?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Simpson Bay to Port of Spain flight?

    Return flights from Simpson Bay to Port of Spain range from £363 to £591, with an average of £414 over the past 12 months. Anything below £363 counts as a good deal.

  • How much can I save by having a stopover when flying from Simpson Bay to Port of Spain?

    On this route, stopover flights are cheaper than direct options on average. Stopover fares average £385 return via Panama City Tocumen Intl (PTY), compared with £411 for direct.

  • What is the standard checked bag allowance on flights from Simpson Bay to Port of Spain?

    There is no standard. Checked bag policies vary by airline on this route. Most carriers charge £62–£68 for the first checked bag in Economy. Premium fares and elite status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Simpson Bay to Port of Spain?

    The ATR 42-300 / 320 family is used most often on this route, operated mainly by Winair. Other aircraft seen on the route include ATR 72-201 / 202 variants.

  • How are flight departures from Simpson Bay to Port of Spain spread across the day?

    Afternoon is the busiest departure period on Simpson Bay to Port of Spain flights, with 50% leaving in that window. Evening departures account for 50%, Morning flights for 0%, and Night flights for 0%.

  • Have flight prices from Simpson Bay to Port of Spain changed much recently?

    Yes. Based on fares seen in the past 5 days, return prices on this route varied from about £438 to £796. That means the highest observed fare was about 81% higher than the lowest one.

  • How are flight prices from Simpson Bay to Port of Spain looking right now?

    One-way fares from Simpson Bay to Port of Spain are currently higher than usual. Average one-way flight prices are about £276, which is 23% above the typical average for this route.

  • Which car hire options are available at Port of Spain Piarco Intl Airport (POS)?

    Port of Spain Piarco Intl Airport (POS) hosts 5 major car hire companies, with daily rates averaging £35 for economy cars. Top options include:

    • Classique Car Rentals
    • Hertz
    • Ace
    • Alamo
    • Fox

  • Which airports can I use when flying from Simpson Bay to Port of Spain?

    Flights from Simpson Bay to Port of Spain usually depart from Simpson Bay Princess Juliana (SXM) and arrive at Port of Spain Piarco Intl (POS).

  • Which airports do connecting flights from Simpson Bay to Port of Spain pass through?

    One-stop flights from Simpson Bay to Port of Spain most commonly connect through:

    • Bridgetown Grantley Adams Intl (BGI) – 50% of one-stop connections
    • St. John's V.C. Bird Intl (ANU) – 25% of one-stop connections
    • Panama City Tocumen Intl (PTY) – 25% of one-stop connections

  • Can I save money by using flexible dates for flights from Simpson Bay to Port of Spain?

    Yes. Flexible dates can save you up to 71% on flights from Simpson Bay to Port of Spain. Sunday is the cheapest departure day at £220 return on average, while Thursday is the most expensive at £742, a difference of £522.

    Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • Which airlines fly from Simpson Bay to Port of Spain?

    3 airlines operate flights between Simpson Bay and Port of Spain. The airlines offering direct flights on this route include:

    • KLM
    • Caribbean Airlines
    • Winair

  • How much time can I save by choosing a different stopover airport from Simpson Bay to Port of Spain?

    Flying via Bridgetown Grantley Adams Intl (BGI) gives the shortest average 1-stop total travel time of 3h 12m, compared to 6h 14m via St. John's V.C. Bird Intl (ANU) and 10h 34m via Panama City Tocumen Intl (PTY).

  • Which airlines include bags at no extra cost on Simpson Bay to Port of Spain flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Winair: a cabin bag and a checked bag in Economy class
    • Caribbean Airlines: a cabin bag in Economy class class

    Baggage allowance can vary by ticket type, cabin class, route, and airline, so always check the fare details before booking.

Your guide to booking Simpson Bay to Port of Spain flights

Get tips on when to book, when to fly, and what to know before your trip.
  • If your dates are flexible, aim for a Sunday departure and avoid flying on Thursday. On this route, Sunday flights average £220, about £522 less than Thursday fares (70% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Simpson Bay to Port of Spain trip for November. Fares historically average £325 return in that month – typically £328 less than the most expensive month, which is March (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Panama City Tocumen Intl Airport (PTY) can be cheaper than flying direct. The cheapest stopover option averages £385 return on this route – about £27 less than direct flights (based on the last 12 months).

Prefer to fly direct from Simpson Bay to Port of Spain?

 
Find which airlines fly direct from Simpson Bay Princess Juliana Airport to Port of Spain Piarco Intl Airport, which days they fly and book direct flights.

Direct departures

Simpson Bay Princess Juliana to Port of Spain Piarco Intl

Monday

Caribbean Airlines,KLM

Caribbean Airlines,KLM

Wednesday

KLM,Winair

KLM,Winair

Friday

Caribbean Airlines,KLM

Caribbean Airlines,KLM

Saturday

Caribbean Airlines,KLM

Caribbean Airlines,KLM

Sunday

KLM,Winair

KLM,Winair

See more direct flights

Direct returns

Port of Spain Piarco Intl to Simpson Bay Princess Juliana

Monday

Caribbean Airlines

Caribbean Airlines

Wednesday

Winair

Winair

Friday

Caribbean Airlines

Caribbean Airlines

Saturday

Caribbean Airlines

Caribbean Airlines

Sunday

Winair

Winair

See more direct flights

More options for your flight from Simpson Bay to Port of Spain

Complete your trip to Port of Spain with a hotel stay or car hire