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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Expert advice
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
Find Deal

Everything you should know

Our travelers' advice
AI-generated summary based on content written by travel experts
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
5 days a week
There are direct flights from Simpson Bay to Port of Spain 5 days a week: Mon, Wed, Fri, Sat, Sun.
Direct flights
Direct flights
Direct flights
Direct flights
Cheapest round-trip
Multiple Airlines
Mon 11/3
SXM - POS • multi-stop
Cheapest one-way
Multiple Airlines
Mon 11/3
SXM - POS • multi-stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Port of Spain!
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 Thursday. 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.

No, with an average price for the route of $510, prices are generally cheapest when you fly direct.

Find deals
Expert advice

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

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
KLM

KLM's Economy Standard includes one checked bag up to 50 pounds, enhancing travel convenience.


KLM's Flying Blue program offers perks like free seat selection and priority boarding for frequent travelers.

Read more about KLMby Blane Bachelor
Caribbean Airlines

Caribbean Plus offers extra legroom and priority boarding, enhancing comfort and convenience for economy passengers.


Caribbean Airlines' priority check-in is available with business fares or elite status, saving time at the airport.

Read more about Caribbean Airlinesby Brandon Schultz
Our travel experts
Blane Bachelor

Blane Bachelor

Expert on KLM

Blane Bachelor

Blane Bachelor

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

Brandon Schultz

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, 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 $285 or less one-way and $853 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, KLM

Caribbean Airlines, KLM

Wednesday

KLM

KLM

Friday

Caribbean Airlines, KLM

Caribbean Airlines, KLM

Saturday

Caribbean Airlines, KLM

Caribbean Airlines, KLM

Sunday

KLM

KLM

See more direct flights

Direct returns

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

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.
8.0
Caribbean AirlinesOverall score based on 194 reviews
7.8Comfort
6.7Entertainment
8.1Boarding
8.4Crew
6.8Food
Airline reviews

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.

8.0 ExcellentTisagh, Nov 2025GND - BGI
Read more Caribbean Airlines reviews

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

At check in I had to pay for my seat that I already paid for on purchasing my ticket. The flight was over an hour late and the plane smelt gross.

just a child who screamed and threw tantrums the entire flight

Excellent experience this was my first time booking with Kayak.

Flight ended up being longer than anticipated because we had to reroute to the Bahamas. So a hour and half flight turned into 5 hours. 0/10.

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

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)

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.