$183 Find Cheap Flights from Boston to Trinidad

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 12/7. 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, Dec 2 - Sun, Dec 7
Air Canada Logo
10:45 am - 1:10 amBOS-POS
13h 25m1 stop
Air Canada Logo
2:15 am - 10:37 pmPOS-BOS
21h 22m1 stop
$433Air Canada
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Tue, Dec 9 - Fri, Jan 30
JetBlue Logo
7:50 pm - 4:04 pmBOS-POS
19h 14m1 stop
JetBlue Logo
8:30 am - 6:45 pmPOS-BOS
11h 15m1 stop
$437JetBlue
Find Deal
Mon, Feb 2 - Fri, Mar 6
Air Canada Logo
6:55 pm - 1:20 amBOS-POS
29h 25m1 stop
Air Canada Logo
2:20 am - 2:52 pmPOS-BOS
13h 32m2 stops
$443Air Canada
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Fri, Jan 16 - Tue, Jan 20
American Airlines Logo
12:55 pm - 10:48 pmBOS-POS
8h 53m1 stop
American Airlines Logo
4:30 pm - 10:04 amPOS-BOS
18h 34m1 stop
$459American Airlines
Find Deal
Fri, Jan 16 - Mon, Jan 19
Copa Airlines Logo
3:07 pm - 1:44 amBOS-POS
9h 37m1 stop
Copa Airlines Logo
3:40 am - 10:03 pmPOS-BOS
19h 23m1 stop
$463Copa Airlines
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Sat, Jan 17 - Sun, Jan 25
American Airlines Logo
12:55 pm - 10:48 pmBOS-POS
8h 53m1 stop
American Airlines Logo
4:30 pm - 10:01 amPOS-BOS
18h 31m1 stop
$464American Airlines
Find Deal
Thu, Nov 27 - Thu, Dec 18
Copa Airlines Logo
2:44 pm - 1:48 amBOS-POS
10h 04m1 stop
Copa Airlines Logo
3:47 am - 1:24 pmPOS-BOS
10h 37m1 stop
$467Copa Airlines
Find Deal
Sat, Jan 17 - Sun, Jan 25
American Airlines Logo
6:00 am - 10:48 pmBOS-POS
15h 48m2 stops
American Airlines Logo
4:30 pm - 10:01 amPOS-BOS
18h 31m1 stop
$468American Airlines
Find Deal
Thu, Nov 27 - Fri, Dec 19
American Airlines Logo
10:23 am - 3:30 pmBOS-POS
28h 07m2 stops
American Airlines Logo
4:46 pm - 8:02 amPOS-BOS
16h 16m2 stops
$469American Airlines
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Fri, Jan 30 - Wed, Mar 4
Multiple Airlines Logo
6:00 am - 6:55 pmBOS-POS
35h 55m2 stops
Multiple Airlines Logo
9:10 am - 11:48 pmPOS-BOS
15h 38m1 stop
$473Multiple Airlines
Find Deal
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 $432, 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 January, when tickets cost $508 (return) on average. On the other hand, the most expensive months are December and February, when the average cost of round-trip tickets is $752 and $723 respectively.

What’s the cheapest day of the week to fly from Boston to Trinidad?

The average price of all round-trip flights from Boston to Trinidad clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Boston to Trinidad, look for departures on Wednesdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Trinidad, Thursday is the cheapest day to fly and Monday is the most expensive.

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 2 weeks before departure, which saves you about 20% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$183
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 19% 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.

  • What is the cheapest time of day to fly to Trinidad?

    The cheapest time of day to fly to Trinidad is generally in the morning, when round-trip flights cost $615 on average. Morning departures are around 2% cheaper than evening flights, on average. The most expensive time of day to fly to Trinidad is generally at night, which is peak travel time and where the average cost of a ticket is $663.

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 1565 reviews
6.9Food
7.8Boarding
8.1Crew
7.4Comfort
6.8Entertainment
Airline reviews

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

6.0 GoodZach, Oct 2025DEN - PTY
Read more Copa Airlines reviews

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

Simply as follows:- First, there was no vegetarian option for the meal Second, only 2 washrooms for the entire economy class.

I liked the meatloaf the chicken was awful but the plane was on time and got there and the staff was nice.

Boarding was quick & efficient; they gave boarding groups due priority; staff & air crew were very cordial and helpful, pleasant flight.

As always, Copa Airlines is great to fly on. The flights are always on time, the staff are pleasant and helpful and it's always a wonderful flying experience.

Great experience with a crew always thinking in the passenger

I selected first class expecting excetional service. It was mediocre at best. The food service was cold, meal choices was poor and on one leg they did provide dessert. I did enjoy the lay day seat but the movies were old and nothing current. Boarding the plane is always hot. So boarding is quite warm until your in the air. I took a small personal air fan. Update the meals and movies.

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

Did upgrade, travel in business it was great (more room I could sleep)

Even though we were delayed, we were able to make our connection

Seats in waiting area and on plane hard as rock. Fast internet on the flight was great! Crew was kind.

Starlink wifi on the Embraer E175 is an excellent experience. I was able to connect and work from IAD all the way to approach into BTV.

Older aircraft, no meal, only food was for purchase. Not impressed United.

United needs to step up their game. Delayed flight leaving Seattle, San Francisco. Older aircraft, not very comfortable.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Not pleasant trip cross country when the entertainment and WiFi system not working. No entertainment for entirety of route. Staff was rather nonchalant in that they dismissed the problem due to age of plane. It would have been nice to know this up front so I could have come prepared to read or download movies before boarding Coincidentally or not, there was a similar issue with the entertainment system on my previous flight I took on my fist leg of the trip. There are no seat TVs, so you must rely on the app when it works. United can do better. Also, what use it it to pay for boarding group 2 when half of the passengers are in the same line as you?

More choices on snacks. Built-in video screen to enjoy entertainment choices.

we landed at cmh ten minutes early but had to sit on tarmac for twenty minutes because a plane was at our gate despite the fact that 3 other gates were open.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so did have any food

I have a gluten allergy so didn't have any food

Loved the crew . Absolutely no complaints. Except for luggage lost

Everything was good The connects, with no blame to crew. Or pilots. I understand they are short staffed. Everything went well for me. I'll be using you guys again in May if not sooner.

this plane was really old, had exit row seats and tray was in arm of seat so super uncomfortable to use. another seat they could t even use the tray it was broke. seat i. front of me had duct tape on it cause seat was ripped open... this plane should either be updated or retired.

We were very rushed by a staff member at the gate when transferring from American Airlines to Fijian. Then the plane stayed put for ages anyhow! The plane was delayed and my bag sent to San Francisco instead of Fiji

Baggage handling poor. Second time this has happened. My bag went to San Francisco instead of Fiji. No apology. Luckily Nadi airport staff are fantastic. My bag arrived in Fiji the next day.

Checking In on JetBlue site was impossible. It hung up on REAL ID. Even my Global Entry did not help. Luckily, on Kayak site it was a breeze. Entire flight the temperature was COLD! Otherwise the crew was great!

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

There was a fowl odour coming from the lavatory the entire flight

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

No internet on a flight over three hours in this age is criminal. Staff inattentive and dismissive

They have the most inexperienced / rude flight staff I’ve encountered

Over 40 years ago my AC return flight was canceled, during this last summer the same thing happened. AC denied everything Canadian like paying for accommodations and basic necessities. So why would I ever want to fly AC again? This last flight my wife took the return flight had problems and left late, so I guess they are getting better. However I have no faith in this airline so I drove to this last destination! I'll never fly AC again!!!

Great check in process in LA and good service The check in process as well as at the gate is way better in the US versus canada 🇨🇦

Super experience. Earlier than schedule departure and arrival. Baggage handling was very good

Allow me to book extra bag check in as free though I packed in 1 luggage but that was 7 LBS overweight so make another bag to free check in.

I would like to get my money back. I flight was 4 hours late on the way to detroit, And same on my way back to Brussels they cancelled my flight and give me an other ticket and i had to wait 5 hours.

All attendents were very efficient, pleasant and happy. Everything went smoothly. The seats could have been wider. There could have been more free food instead of just one small bar.

My seat was one of those that couldn't recline, but the problem was that it was abnormally upright, so the headrest actually made the seat concave, which was uncomfortable and hard on my lower back. I had to ball my jacket up and use it as lumbar support. goodness I had it with me.

Boarding was so so after zone 3 was called all other zones went in

I liked a lot , the flight attendant so nice ,the seat very comfortable I enjoyed the flight , I will do it again with Air Canada,

Plane left an hour late, I missed my connection and my bow case was never even loaded on the plane in VA. I deal with this type of nonsense everytime I fly air canada.

Everything you need to know for your flight to Trinidad

Information on your arrival and departure airports