POS - SXM

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1 adult, Economy, 0 bags

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Everything you should know

Nonstop flights
You can fly direct with Caribbean Airlines and Winair. Average duration is 2h 20m
Direct flights
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Direct flights
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When to book
in advance
Our data shows that travelers who book at least 21 weeks in advance save around 49% compared to booking last minute.
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When to travel
Cheapest • 16% price drop
Most popular
Good to know
+1
Good to know
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Top layover airports
Cheapest • Avg $441 (round-trip)
Shortest trip • 3h 12m (one-way)
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Insights
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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 round-trip flight deals from Port of Spain to Simpson Bay

Multiple Airlines Logo
POS  Port of Spain Piarco Intl-SXM Simpson Bay Princess Juliana
528 mimulti-stop
Multiple Airlines Logo
SXM  Simpson Bay Princess Juliana-POS Port of Spain Piarco Intl
528 mimulti-stop
Multiple Airlines
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 from Port of Spain to Simpson Bay with more confidence.

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

Sunday is the cheapest day of the week to fly from Port of Spain to Simpson Bay, it is 31% cheaper than the average day. Thursday is the most expensive day with flight prices 28% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

  • November is the cheapest month to fly from Port of Spain to Simpson Bay at $458 round-trip.
  • January ($1,052) and July ($603) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 129% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices 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 49% 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
Best time to beat the crowds but there is an average 93% increase in price.
Most popular time to fly with an average 3% increase in price.

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 round-trip price

Your Port of Spain to Simpson Bay flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • What airlines are available from Port of Spain to Simpson Bay?

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

    • Caribbean Airlines
    • Winair

  • 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 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:

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

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

  • What 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 much can I save by taking a layover when flying from Port of Spain to Simpson Bay?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $441 round-trip via Willemstad Hato Int. (CUR), compared to $524 for nonstop.

  • 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 $50–$100 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.

  • 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) - 61% of one-stop connections
    • Willemstad Hato Int. (CUR) - 23% of one-stop connections
    • Panama City Tocumen Intl (PTY) - 16% of one-stop connections

    Bridgetown Grantley Adams Intl (BGI) handles the largest share of one-stop connections on this route.

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

    On the Port of Spain to Simpson Bay route, being flexible with your departure day can save you up to 46%. Sunday is the cheapest day at $381 round-trip on average, while Thursday is the most expensive at $702: a $321 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • 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% of flights leaving in that window. Morning departures account for 0%, evening flights for 0%, and night flights for 0%.

  • 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 7:45 am and lands at 10:05 am
    • Latest: departs at 3:10 pm and lands at 5:30 pm.

    The flight takes about 2h 20m.

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

    Last-minute fares on this route - booked within 2 weeks of departure - run 41% above the route average of $546. Book 21 weeks before departure for the lowest fares.

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

    A nonstop flight from Port of Spain to Simpson Bay takes 2h 20m, 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 time can I save by choosing a different layover airport from Port of Spain to Simpson Bay?

    Flying via Bridgetown Grantley Adams Intl (BGI) gives the shortest average 1-stop total travel time at 3h 12m, compared with 10h 30m via Panama City Tocumen Intl (PTY) and 18h 06m via Willemstad Hato Int. (CUR).

  • What car rental options are available at Simpson Bay Princess Juliana Airport (SXM)?

    Simpson Bay Princess Juliana Airport (SXM) hosts 5 major car rental companies, with daily rates starting from around $2 for economy cars. Top options include:
    · Ace
    · Right Cars
    · Europcar
    · Budget
    · Alamo

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

    Round-trip flights from Port of Spain to Simpson Bay range from $467 to $607, with an average of $546 over the past 12 months. Anything below $467 counts as a good deal.

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 can be flexible, aim for a Sunday departure instead of Thursday. On this route, Sunday flights average $381 - about $321 less than Thursday (46% 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 49% 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 November. Fares historically average $458 round-trip in that month - typically $594 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 layover option averages $441 round-trip on this route - about $83 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.
    - Hilton Vacation Club Flamingo Beach St. Maarten
    - Sonesta Ocean Point Adults Only Resort
    - Simpson Bay Resort Marina & Spa

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

Tuesday

KLM

KLM

Wednesday

Winair,KLM

Winair,KLM

Friday

Caribbean Airlines,KLM

Caribbean Airlines,KLM

Saturday

Caribbean Airlines,KLM

Caribbean Airlines,KLM

Sunday

KLM,Winair

KLM,Winair

See more direct flights

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

Information on your arrival and departure airports