$156 Find Cheap Flights from Boston to Trinidad - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Trinidad departing on 7/16. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Trinidad, 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 Boston to Trinidad, as well as popular online travel agencies
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Flight Deals

Book Cheap Boston to Trinidad Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Trinidad 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 Boston to Trinidad

Tue, Aug 18 - Mon, Aug 24
United Airlines Logo
9:33 am - 11:23 pm
BOS
-
POS
13h 50m
2 stops
United Airlines Logo
12:30 am - 12:24 pm
POS
-
BOS
11h 54m
1 stop
$366United Airlines
Fri, Oct 16 - Wed, Oct 21
American Airlines Logo
7:21 pm - 2:00 pm
BOS
-
POS
18h 39m
2 stops
American Airlines Logo
3:45 pm - 12:14 pm
POS
-
BOS
20h 29m
2 stops
$370American Airlines
Thu, Jul 9 - Thu, Jul 16
United Airlines Logo
8:00 am - 12:50 am
BOS
-
POS
16h 50m
1 stop
United Airlines Logo
2:00 am - 11:16 am
POS
-
BOS
9h 16m
1 stop
$378United Airlines
Tue, Oct 13 - Mon, Oct 19
Copa Airlines Logo
8:47 am - 1:47 am
BOS
-
POS
17h 00m
1 stop
Copa Airlines Logo
3:50 am - 2:39 pm
POS
-
BOS
10h 49m
1 stop
$386Copa Airlines
Fri, Jul 10 - Thu, Jul 16
United Airlines Logo
8:00 am - 12:50 am
BOS
-
POS
16h 50m
1 stop
United Airlines Logo
2:00 am - 11:16 am
POS
-
BOS
9h 16m
1 stop
$393United Airlines
Fri, Jul 3 - Sun, Jul 5
Air Canada Logo
6:00 am - 12:15 am
BOS
-
POS
18h 15m
1 stop
Air Canada Logo
1:25 am - 10:38 pm
POS
-
BOS
21h 13m
1 stop
$397Air Canada
Fri, Jul 3 - Sun, Jul 5
United Airlines Logo
10:35 am - 12:50 am
BOS
-
POS
14h 15m
2 stops
United Airlines Logo
2:00 am - 1:35 pm
POS
-
BOS
11h 35m
1 stop
$399United Airlines
Sun, Aug 16 - Fri, Aug 21
Air Canada Logo
5:45 am - 12:15 am
BOS
-
POS
18h 30m
2 stops
Air Canada Logo
1:25 am - 4:03 pm
POS
-
BOS
14h 38m
1 stop
$401Air Canada
Sun, Aug 16 - Fri, Aug 21
Air Canada Logo
10:40 am - 12:15 am
BOS
-
POS
13h 35m
2 stops
Air Canada Logo
1:25 am - 2:41 pm
POS
-
BOS
13h 16m
2 stops
$404Air Canada
Tue, Aug 18 - Wed, Aug 26
Air Canada Logo
7:15 pm - 12:15 am
BOS
-
POS
29h 00m
1 stop
Air Canada Logo
1:25 am - 4:03 pm
POS
-
BOS
14h 38m
1 stop
$407Air Canada
Booking Insights

KAYAK's insights & trends for Boston to Trinidad flights

Get data-powered insights and trends into flights from Boston to Trinidad to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Boston to Trinidad?

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 $517, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Boston to Trinidad?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Boston to Trinidad, 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 Boston to Trinidad is July, when tickets cost $47 (return) on average. On the other hand, the most expensive months are November and May, when the average cost of round-trip tickets is $477 and $354 respectively.

How far in advance should I book a flight from Boston to Trinidad?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Boston to Trinidad, 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 Boston to Trinidad, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 3 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$156
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Boston to Port of Spain

FAQs - booking Trinidad flights

  • How does KAYAK find such low prices on flights from Boston to Trinidad?

    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 Boston to Trinidad.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston to Trinidad?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Boston to Trinidad 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 Boston to Trinidad?

    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 from Boston to Trinidad with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston to Trinidad?

    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 from Boston to Trinidad up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Boston to Trinidad

 
See real verified KAYAK customer reviews for airlines flying from Boston to Trinidad. 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 Boston to Trinidad? 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.
7.6
Copa AirlinesOverall score based on 1568 reviews
7.4Comfort
6.8Entertainment
8.1Crew
6.9Food
7.8Boarding
Airline reviews

They didn’t have any headphones for the entertainment screen and their USB port didn’t accommodate a USB-C for more modern phones. The food was just ok. The staff was friendly but the seats were very uncomfortable for a full flight.

6.0 GoodAnonymous, May 2026
SCL - PTY
Read more Copa Airlines reviews

They didn’t have any headphones for the entertainment screen and their USB port didn’t accommodate a USB-C for more modern phones. The food was just ok. The staff was friendly but the seats were very uncomfortable for a full flight.

I was flying business class, and the French fellow passengers were super noisy. It was not a comfortable flight. And the crew was not helpful.

Entire experience from check in to landing was amazing the flight crew was excellent and friendly. Seats were comfortable.

Boarding was confusing from staff telling going to preboard and than to group 1 Airplane was not cooling at the beginning

Flight got delayed; had to go through security three times.

Copa staff at PTY and one particular crew member were unhelpful & rude.

Horrible. No TV or any type of entertainment on board. Passwnger listening to/watching stuff on their own phone with no headphones making it noise and uncomfortable for everyone else, little/tiny food portions, old seats, useless wifi (cant access anything). Horrible exlerience especially it was a lomg distance flight with kids.

There should be a warning regarding the quality of the aircraft on the website as we reserve the tickets. There was no TV or any type of screen onboard. The wifi they offer is good for nothing. Traveling 9 hours straight with kids and no type of entetainment was horrible. I wish I had been informed prior so I could buy a ticket with another airline. The food was a joke too. A very tiny portion per passenger. They also charged $100 per checked bag. With United I used to pay $60. So, fair to say that I wont be flying Copa anymore. Their aircraft was super old, outdated, no entertainment, with nearly no onboard food.

Very strict carry on rules meant most of the plane had to gate check their luggage. As is often the case had things that were broken because of this, but I appreciated not being charged to gate check. Otherwise good flight and great crew once on the plane

Some of the Air hostesses are not that friendly. Need improvement

Great experience. Boarding was fast, staff were very nice and funny, everything at the seat worked well.

Boarding was great, and the crew were very friendly. The seats must have been a bit on the older side and you could feel some of the seat components through the padding. Also, the plugs did not work on the row's entertainment screen or charging ports. Checked bag was transferred for connecting flight, and we appreciated how early we had the connecting gate information.

Lost one piece of luggage even though I checked in 2.5 hours before the flight

It was Swiss. Our kosher meals were literally frozen solid and therefore inedible, and the crew didnt care.

For the expense of first class, the seats could have been nicer and higher tier snacks would have been nice.

The boarding process on the departure from LA was rather slow even though I was in Group 1. For first class, I was not expecting to have to pay for Wi-fi but I did and then the wi-fi was spotty. The entree was surprisingly good and so that was a pleasant surprise. However, once I got to Houston, it was terrible. Unfortunately there was bad weather but the constant gate changes for my connecting flight was difficult to manage due to having to navigate back and forth between different terminals.

We used Kayak to reserve our tickets and specifically checked the luggage option which was a more expensive option. When we arrived at the terminal we had to pay an extra $90 per suitcase for the three passengers. This has been a pattern for the past 3 years. Why charge for a more expensive luggage option, and the ticket price not include luggage?

They delayed the flight 3 hours because it wasn't full they moved us to 5 different gates probably the worst airline ever not even spirit is this bad.

Very easy ! Use the kiosk and bag drop and right to security within 10 min

Checking bag at terminal was horrible. No agents to check us in and only 1 kiosk working. Boarding went ok. Crew onboard was very scattered rained. Missed our row while serving and then didn’t see them hardly again.

My experience with American Airlines was great. Unfortunately my stroller was not located and has not been given to me and or reached out in return for in regard to information.

Pilots were fantastic - super smooth. First Class flight attendant was very attentive. Main Cabin flight attendant should try to smooth the rough edges of her voice - very shrill / punitive. Hurt my ears just to listen to her. Recognize they have a (tough) job to do - but tone over speakers needs to be less like scolding a 5 year old.

Maybe focus more on delivering a good product vs selling me a damn credit card

American Airlines is a great dependable airline, on time arrival and departure with polite crew and staff.

I think since I am an AA Advantage member, my checked bags should have been free, but I paid for all 4 of us.

This flight moved Gates several times in a short time period, from B to C, which required a substantial walk or rail ride. Then the flight was delayed more than 2 hours and the food was subpar compared to other flights.

Flight was delayed multiple times without giving any particular reason and the only thing that was communicated was that 'Aircraft is getting ready'. I was stuck at SFO airport for 15 hours and finally took Southwest Airlines flight back home to Dallas.

Hydraulic leak caused the flight to be cancelled. Auto system scheduled us on a 3 am flight. Wevhsedvrebook on the app and hit schedules later in the afternoon. Our luggage per gate and ticket agent would be rescanned and put in our new flight. Did not happen. Our luggage stayed in hsv. Baggage claim in wash dc unable to help. We filed a claim. Several emails about our luggage were in conflict with one another. Called as baggage and was on hold 30 minutes. Oscar said one of 2 was out fir delivery then cancelled. About 45 minutes later both pieces were delivered. Their system is suspect

I was not clear if food was offered or not.

Because I bought my ticket from Underpricer, I could not check in online. I could only check in at the airport and that was deeply frustrating because I had to arrive very early. The flight also departed 45 min late and passengers were given no explanations about why we were delayed. I was worried I would miss my connecting flight. Once on board, however, the flight was fine.

Food was bad, and they used plastic for everything. For the amount we spent, it felt cheap and as if they were doing us a favor. They need to focus on true user delight, like other airlines such as Emirates, Cathay Pacific, and KLM do, and go above and beyond in terms of cabin facilities and passenger amenities (Earbuds, pillows, blankets were just cheap and completely useless)

Food options were ok but the actual meal was terrible. On my way back, they simply said that there was no vegetarian option; somehow they struggled to get one meal and did not give me any breakfast at all which in my opinion was terrible. Never had such an experience in the recent years.

1didnt have wheel chair I ordered wheel chair in my ticket flight

Flight was overbooked and seats assigned to multiple passengers. Delay 1 hour to sort out.

Good but I don’t received my bags yet is been 5days still no update

It was pretty straight forward, no glitches or hidden costs

It was a short flight so, everything went smoothly and we got to where we needed to be safely.

Didn’t make it on the flight. Delayed then had to be rebooked, which in turn had me waiting at the airport for another 8 hours before next flight

No TV on the flight. The charging outlet was not working. No food, even a sandwich. The served orange was poor quality.

Selected seats 5 months prior to date. Had email confirmation and seats were not honoured. Family did not sit together

The flight was delayed 14 hours and communication was very poor. No one seemed to know what was happening and the gate agent was trying to help people for several flights. She was by herself trying to help 100s of people.

Domestic flights are good. Just stay away from international travel

Flight left 2 hours late with no explanation as to the delay

The aircraft was fine, it’s was just the service. The flight got canceled several times and that was very inconvenient for my 69 years old mom.

My checked in luggage cost was $59, almost ticket price. The first 13 rows were empty, but fly attendant did not alow women with little boy change her middle sit, sweet boy was crying, I am so sorry for mother and passengers. At the end of the flight the cabin became impossible cold. Only good was timing of departure and early landing, but it suppose to be normal.

Seamless flight, didn’t feel like five hours at all very smooth ride. Watched two good movies didn’t even realize I was on a plane. The staff were extremely nice and helpful.

I tried to book a flight with Jet Blue. Your third party company hijacked my attempt with a website that looked like I was booking with Jet Blue. I realized it when I paid. I tried to cancel and was told by a man in India that there were no refunds. $735 stolen, Thanks Kayak!

It was inexplicably canceled and we are stuck in LA, haven't gotten home and it has been an inconvenience having lost work (on unpaid leave for my husband).

I like everything. Blythe at DCA is the absolute best!

JetBlue worker, Blythe, was so amazing at the DCA counter. If it wasn’t for her, I’m not sure we would’ve made it through. Please thank her!

Everything you need to know for your flight to Trinidad

Information on your arrival and departure airports