POS - SXM

Find cheap flights from Port of Spain to Simpson Bay

1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Simpson Bay

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Port of Spain to Simpson Bay, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Port of Spain to Simpson Bay, as well as popular online travel agencies
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Cheap Flights from Port of Spain to Simpson Bay (POS-SXM)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Port of Spain to Simpson Bay that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
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-SXM
528 mimulti-stop
Multiple Airlines Logo
SXM-POS
528 mimulti-stop
Multiple Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Port of Spain to Simpson Bay flights

Get data-powered insights and trends into flights from Port of Spain to Simpson Bay to help you find the cheapest flights, the best time to fly and much more.

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

The average price of all round-trip flights from Port of Spain to Simpson Bay clicked on KAYAK for each day over the last 12 months.

For Port of Spain to Simpson Bay, Sunday is the cheapest day to fly on average and Tuesday is the most expensive. Flying from Simpson Bay back to Port of Spain, the best deals are generally found on Monday, with Thursday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Port of Spain to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Port of Spain to Simpson Bay is April, where tickets cost $526 (return) on average. On the other hand, the most expensive months are July and August, where the average cost of round-trip tickets is $584 and $575 respectively.

Can I save money by flying with a layover from Port of Spain to Simpson Bay?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $557, prices are generally cheapest when you fly direct.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Port of Spain to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Port of Spain to Simpson Bay, you should book around 3 weeks before departure, which saves you about 18% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

Good to know

Low seasonJanuary
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly with an average 4% 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
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Port of Spain to Simpson Bay

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

    Yes

  • Which aircraft models fly most regularly from Port of Spain to Simpson Bay?

    The ATR 72-201 / 202 is the aircraft model that flies most regularly on the Port of Spain to Simpson Bay flight route.

  • On which days can I fly direct from Port of Spain to Simpson Bay?

    You can catch a nonstop flight from Port of Spain to Simpson Bay on on Monday, Friday, and Saturday.

  • How does KAYAK find such low prices on flights from Port of Spain to Simpson Bay?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Port of Spain to Simpson Bay.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Port of Spain to Simpson Bay?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Port of Spain is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Port of Spain to Simpson Bay?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Simpson Bay with an airline and back to Port of Spain with another airline. Booking your flights between Port of Spain and SXM can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Port of Spain to Simpson Bay?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Simpson Bay from Port of Spain up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Port of Spain to Simpson Bay

  • Looking for a cheap flight? 25% of our users found flights on this route for $534 or less round-trip.

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

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Port of Spain Piarco Intl to Simpson Bay Princess Juliana.
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

Friday

Caribbean Airlines

Caribbean Airlines

Saturday

Caribbean Airlines

Caribbean Airlines

See more direct flights

Direct returns

Simpson Bay Princess Juliana to Port of Spain Piarco Intl

Monday

Caribbean Airlines

Caribbean Airlines

Tuesday

Air France, KLM

Air France, KLM

Friday

Air France, Caribbean Airlines, KLM

Air France, Caribbean Airlines, +1 more

Saturday

Caribbean Airlines

Caribbean Airlines

Sunday

Air France, KLM

Air France, KLM

See more direct flights

Reviews of the top airlines flying from Port of Spain to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from Port of Spain to Simpson Bay. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Port of Spain to Simpson Bay? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.1
Caribbean AirlinesOverall score based on 166 reviews
7.9Comfort
8.1Boarding
6.8Food
8.4Crew
6.7Entertainment
Airline reviews

Flight time. The crew was the rudest, talked down to customers, ignored requests, acted like security guards, used forceful language like must and can't. Everything was on purchase, no entertainment, unless you could use your own phone. Poor customer service.

4.0 OkaySheldon, Jul 2025MIA - POS
Read more Caribbean Airlines reviews

Flight time. The crew was the rudest, talked down to customers, ignored requests, acted like security guards, used forceful language like must and can't. Everything was on purchase, no entertainment, unless you could use your own phone. Poor customer service.

Checking in, boarding, the food and crew were all excellent. It was my first time traveling on Caribbean Airlines and trust me it’s the only airline I’ll be flying on as of now as long as it’s going my way😁. The service was unbelievably good I don’t regret missing my flight on flair at all cause I wouldn’t have realized how great the service is on Caribbean Airlines

The flight could'nt be better ,the comfort ,the crew and everything was good.i will definitely fly with this sirline again.

I love my entire experience. What I love most, was the friendliness and helpfulness of the staff at check-in and that of the crew on the flight. Their Customer Service was paramount.

The flight crew was extremely hospitable, though there was a lot of turbulence, they made it a good experience. The only negative was the inflight experience for economy class. There wasn’t any, or at least non that I was aware of.

I liked the friendliness of the employees at the airport

I liked the extra leg room in Caribbean plus. Worth the extra money. The food could have been more balanced, there was no salad or veggies

The Flight itself was smooth and uneventful. The crew was polite and caring. I used the Lounge in Piarco and the service was STELLAR

Crew were quite friendly. Food was very poor considering the price of the ticket and the flight time. Could not charge my phone due to USB charger not working..

The food wasn’t good. Need better food. There wasn’t any entertainment.

the food served was an embarrassment. No connection for charging the cellphone... What a crappy airline.

Great experience with a crew always thinking in the passenger

The flighr attandants were very rude they ignored me didnt offer me anything to drink throughoit the 4 hour flight i feel i was targeted and ignored because i was a darkskin latino man.

Very happy with my flight. I would definitely recommend it.

Had to go through security at the gate again. Had to take off shoes and go through the whole thing again even though we have global entry. They asked us to check in items bought at duty free during our layover and since we checked our luggage at the original departure airport, they forced us to check in a small backpack. None of this ever happened with other airlines. In addition, no vegetarian food option and no snacks during a 7 hr flight. Luggage limits are unusually small. This is unacceptable. Will NEVER fly Copa again and will tell friends and family to avoid this airline.

Seats not reclining, no vegetarian food option, no snacks. 7.5 hr flight should have been more comfortable. Luggage limits are unusually small. Will never fly Copa again and will tell friends and family to avoid this airline.

We had a five hour layover in the way home from Colombia. I read the "bout your flight" email carefully before we checked bags. We had to go through security right at the gate. Almost lost our ground coffee because that airport only allows 16 ounce of coffee and we had 18. I've been to 48 countries and never heard of a coffee restriction. I can't follow a rule I don't know about. I requested they bring our coffee to our checked luggage. Instead tey gate checked our bag for free. Back to planning transfers in Dallas I guess

There was no individual at the front check in when I arrived. I waited for at least 15 minutes and walked around asking security/janitors if they could help and they did not have a solution. So I had to take my checked bag through security and they threw away some of my items. I ended up making it to the gate only a few minutes before it closed due to my waiting for an agent at check in.

The flight was delayed twice and I could not speak with anyone at the airport about checking in. The phone number to Copa - the customer service agents were polite. They are just limited at helping because they are not at the airport

We were in transit from Lima (flight at 1.10am) and we were in stand by in our flight from Panama to Washington. We wait from 4.30 am to 18.30pm in the Airport. The company give us 2 x 15 dollars for eat during the day and a personnal travel voucher of 400 dollars each. Do they buy food one time something in the Airport ??? And one of us live in France so the voucher is not usable. More than 24 hours travel !! And our place were near the toilets, with 8 children around us. The boy behind my seat stamped his feet on my back all the flight. Really Wonder full ! So we are totally unhappy with our travel. Thanks Copa Airlines....

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

Information on your arrival and departure airports

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