POS - SXM

£207 Find Cheap Flights from Port of Spain to Simpson Bay – 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
£453
Typical prices: £369-£461
Copa Airlines
Mon 3/12Fri 7/12
POS - SXM • 1 stop
Cheapest one-way flight
£207
Typical prices: £209-£304
Caribbean Airlines
Tue 30/1
POS - SXM • Direct
Direct flights
You can fly direct with Caribbean Airlines and Winair. Average duration is 2h 21m
Direct flights
+1
Direct flights
+1
When to book
in advance
Our data shows that travellers who book at least 21 weeks in advance save around 48% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 12% price drop
Most popular
Good to know
+1
Good to know
+1
Top stopover airports
Cheapest • Avg £333 (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 Simpson Bay!
Flight Deals
Booking Insights
Flight Deals

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

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

Recent return flight deals from Port of Spain to Simpson Bay

Thu, 3 Dec - Mon, 7 Dec
Copa Airlines Logo
03:23 - 11:29POS  Port of Spain Piarco Intl-SXM Simpson Bay Princess Juliana
8h 06m1 stop Panama City Tocumen Intl
Copa Airlines Logo
12:24 - 02:01SXM  Simpson Bay Princess Juliana-POS Port of Spain Piarco Intl
13h 37m1 stop Panama City Tocumen Intl
£453Copa Airlines
Fri, 7 May - Mon, 10 May
Copa Airlines Logo
14:57 - 11:26POS  Port of Spain Piarco Intl-SXM Simpson Bay Princess Juliana
20h 29m1 stop Panama City Tocumen Intl
Copa Airlines Logo
12:23 - 02:20SXM  Simpson Bay Princess Juliana-POS Port of Spain Piarco Intl
13h 57m1 stop Panama City Tocumen Intl
£459Copa Airlines
Wed, 25 Nov - Thu, 3 Dec
interCaribbean Airways Logo
09:00 - 12:40POS  Port of Spain Piarco Intl-SXM Simpson Bay Princess Juliana
3h 40m1 stop Bridgetown Grantley Adams Intl
interCaribbean Airways Logo
15:10 - 19:40SXM  Simpson Bay Princess Juliana-POS Port of Spain Piarco Intl
4h 30m1 stop Bridgetown Grantley Adams Intl
£689interCaribbean Airways
Booking Insights

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

Return flights from Port of Spain to Simpson Bay typically range from £369 to £461. The lowest price found in the past 5 days was £453 on Copa Airlines.

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

Based on deals KAYAK users found in the last 12 months, Sunday is the cheapest day of the week to fly from Port of Spain to Simpson Bay. It's 26% cheaper than the average day, while Thursday is the most expensive, with prices 56% higher.

What is the cheapest month to fly from Port of Spain to Simpson Bay?

•June is the cheapest month to fly from Port of Spain to Simpson Bay at £370 return.
•January (£803) and May (£452) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 116% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Port of Spain to Simpson Bay the cheapest?

Flights from Port of Spain to Simpson Bay are cheapest 21 weeks before departure. Booking in this window typically costs about 48% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Key details for Port of Spain to Simpson Bay flights

Low season

January

Cheapest flight

£207
Beat the crowds with an average 68% drop in traveller numbers.
The most popular month to fly with an average 52% increase in traveller numbers.
One-way flight from Port of Spain to Simpson Bay

When to book flights from Port of Spain to Simpson Bay

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

Your Port of Spain to Simpson Bay 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 Port of Spain to Simpson Bay?

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

    • Earliest: departs at 07:45 and lands at 10:06
    • Latest: departs at 15:10 and lands at 17:31.

    The flight takes about 2h 21m.

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

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

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

    A direct flight from Port of Spain to Simpson Bay takes 2h 21m, covering 528 miles.

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

    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 Port of Spain to Simpson Bay flight?

    Return flights from Port of Spain to Simpson Bay range from £369 to £461, with an average of £420 over the past 12 months. Anything below £369 counts as a good deal.

  • How expensive are last-minute Port of Spain to Simpson Bay flights?

    Last-minute fares on this route (booked within two weeks of departure) run 37% above the £420 route average. Book 21 weeks before departure for the lowest fares.

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

    On this route, stopover flights are cheaper than direct options on average. Stopover fares average £333 return via Willemstad Hato Int. (CUR), compared with £402 for direct.

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

    There is no standard. Checked bag policies vary by airline on this route. Most carriers charge £37–£75 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 Port of Spain to Simpson Bay?

    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 Port of Spain to Simpson Bay spread across the day?

    Afternoon is the busiest departure period on Port of Spain to Simpson Bay flights, with 100% leaving in that window. Morning departures account for 0%, Evening flights for 0%, and Night flights for 0%.

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

    Yes. Based on fares seen in the past 5 days, return prices on this route varied from about £453 to £689. That means the highest observed fare was about 51% higher than the lowest one.

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

    One-way fares from Port of Spain to Simpson Bay are currently in line with typical prices for this route. Average one-way fares are about £235.

  • Which car hire options are available at Simpson Bay Princess Juliana Airport (SXM)?

    Simpson Bay Princess Juliana Airport (SXM) hosts 5 major car hire companies, with daily rates averaging £31 for economy cars. Top options include:

    • Right Cars
    • Ace
    • Budget
    • Avis
    • Final Rentals

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

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

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

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

    • Bridgetown Grantley Adams Intl (BGI) – 37% of one-stop connections
    • Willemstad Hato Int. (CUR) – 37% of one-stop connections
    • Panama City Tocumen Intl (PTY) – 26% of one-stop connections

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

    Yes. Flexible dates can save you up to 53% on flights from Port of Spain to Simpson Bay. Sunday is the cheapest departure day at £313 return on average, while Thursday is the most expensive at £657, a difference of £344.

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

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

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

    • Caribbean Airlines
    • Winair

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

    Flying via Bridgetown Grantley Adams Intl (BGI) gives the shortest average 1-stop total travel time of 3h 12m, compared to 10h 37m via Panama City Tocumen Intl (PTY) and 18h 06m via Willemstad Hato Int. (CUR).

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

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

    • Caribbean Airlines: a cabin bag in Economy class class
    • Winair: 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 Port of Spain to Simpson Bay 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 £313, about £344 less than Thursday fares (52% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 21 weeks before you fly. On this route, that window historically saves about 48% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Port of Spain to Simpson Bay trip for June. Fares historically average £370 return in that month – typically £432 less than the most expensive month, which is January (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Willemstad Hato Int. Airport (CUR) can be cheaper than flying direct. The cheapest stopover option averages £333 return on this route – about £69 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Simpson Bay Princess Juliana Airport.

    • Simpson Bay Resort Marina & Spa
    • Hilton Vacation Club Flamingo Beach St. Maarten
    • The Atrium Beach Resort and Spa Sint Maarten, an Ascend Collection Hotel

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

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

Direct departures

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

Direct returns

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

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

Complete your trip to Simpson Bay with a hotel stay or car hire