SXM - POS

Find cheap flights from Simpson Bay to Port of Spain

1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Port of Spain

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Simpson Bay to Port of Spain, 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 Simpson Bay to Port of Spain, as well as popular online travel agencies
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Everything you should know

Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Caribbean Plus offers extra legroom for economy flyers.
KLM's Economy Standard includes a 50-pound checked bag.
Expert advice
Expert advice
Expert advice
Expert advice
Nonstop flights
6 days a week
Mon, Tue, Wed, Fri, Sat, Sun
You can fly direct with Caribbean Airlines, KLM and Winair. Average duration is 1h 50m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
St. John's (ANU)
Cheapest • Avg $924 (round-trip)
St. John's (ANU)
Shortest trip • 6h 05m (one-way)
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Flight Deals
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Flight Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Simpson Bay to Port of Spain 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 Simpson Bay to Port of Spain

Multiple Airlines Logo
SXM
-
POS
528 mimulti-stop
Multiple Airlines Logo
POS
-
SXM
528 mimulti-stop
Multiple Airlines
Booking Insights

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

Get data-powered insights and trends into flights from Simpson Bay to Port of Spain 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 Simpson Bay to Port of Spain?

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

Your flight ticket price will generally be cheaper if you fly to Port of Spain on a Monday and more expensive on a Sunday. On your return trip to Simpson Bay, you should consider flying back on a Sunday, and avoid Saturdays for better deals.

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

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $530 on average.

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Expert advice

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

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
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 specializing 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 favorite 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. She will always choose the window seat.

Read more
Brandon Schultz

Brandon Schultz

Expert on Caribbean Airlines

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Read more

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 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 Simpson Bay to Port of Spain

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

    Yes

  • Which airlines offer Wi-Fi service onboard planes from Simpson Bay to Port of Spain?

    JetBlue, American Airlines, and Delta offer inflight Wi-Fi service on the Simpson Bay to Port of Spain flight route.

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

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Simpson Bay to Port of Spain flight route.

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

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

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

    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 Simpson Bay to Port of Spain.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Port of Spain from Simpson Bay 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 Simpson Bay to Port of Spain?

    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 Port of Spain with an airline and back to Simpson Bay with another airline. Booking your flights between Simpson Bay and POS 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 Simpson Bay to Port of Spain?

    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 Port of Spain from Simpson Bay 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 Simpson Bay to Port of Spain

  • Looking for a cheap flight? 25% of our users found flights on this route for $316 or less one-way and $527 or less round-trip.

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

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

Caribbean Airlines

Tuesday

KLM

KLM

Wednesday

Winair,Caribbean Airlines

Winair,Caribbean Airlines

Friday

Caribbean Airlines,KLM

Caribbean Airlines,KLM

Saturday

Caribbean Airlines

Caribbean Airlines

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,Caribbean Airlines

Winair,Caribbean Airlines

Friday

Caribbean Airlines

Caribbean Airlines

Saturday

Caribbean Airlines

Caribbean Airlines

Sunday

Winair

Winair

See more direct flights

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

 
See real verified KAYAK customer reviews for airlines flying from Simpson Bay to Port of Spain. 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 Simpson Bay to Port of Spain? 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.
7.9
Caribbean AirlinesOverall score based on 221 reviews
6.6Entertainment
7.8Comfort
7.9Boarding
8.3Crew
6.7Food
Airline reviews

Delayed for 3 hours- little to no communication about this and staff moves in slow motion

4.0 OkayAnonymous, Mar 2026
POS - JFK
Read more Caribbean Airlines reviews

Delayed for 3 hours- little to no communication about this and staff moves in slow motion

Caribbean airline sucks… they have a promotion to bring 60lbs in your suitcase.. meanwhile when you reached your destination (JFK)… your suitcase didn’t show up. They had too much weight so the suitcase was left in Guyana… like WTF????? Stupid promotion.. just like the uneducated people working with the airline. The representative said there is nothing she can do about it… will not use them again.

Boarding the flight was smooth and the flight was not full so i had an extra seat essentially

There was no flight. They canceled the flight with no knowledge to me, and I still haven’t received a refund

Overall, it was good. There was no food or entertainment, which is why I put poor (it wasn't an issue though).

Nothing, they could have made some accommodation for an awful experience. Me and my family were not informed properly we we separated. They took me off the original flight i booked. I booked our flight at one price and called me and told me they were not honoring my rate and they charged me double of what I paid. Me and my family don’t want to ever use your services again.

This flight was great. The plane took off and arrived at the destination an hour early. The crew was pleasant. The food and entertainment options are minimal but adequate for a 1-hour flight. They passed out water and quickly supplied me with a fresh magazine since the previous one had the crossword section filled out.

Better movie and tv selections. Also, the overnight flight to Trinidad from Toronto, the staff were not very attentive. I did not see them for at least half the fight. They were behind their curtain a lot of the time, and they did not check on us before landing to make sure all landing requirements were met.

Little space for luggage and the flight was delayed by an hour.

The flight was delayed over a hour and that was over 15 hours in advance not good

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

Information on your arrival and departure airports

Simpson Bay (SXM)
Port of Spain (POS)