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$49 Find cheap flights from Caribbean to Boston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Boston departing on 6/4. 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
0 bags
Sat 6/1
Sat 6/8

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Good to know

Low season

January

High season

July

Cheapest flight

$49
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from San Juan Airport to Boston

FAQs for booking flights from Caribbean to Boston

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

    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 Caribbean to Boston.

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

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

    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 Boston with an airline and back to Caribbean with another airline.

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

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

See more FAQs

Prefer to fly non-stop from Caribbean to Boston?

Find which airlines fly direct from Caribbean to Logan Intl, which days they fly and book direct flights.

Nonstop departures

Caribbean to Boston Logan Intl

Monday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Wednesday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Thursday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights

Nonstop returns

Boston Logan Intl to Caribbean

Monday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Wednesday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Thursday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights
See more direct flights

Top 5 airlines serving from Caribbean to Boston

 
Need help choosing which airline to fly with from Caribbean to Boston? 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
DeltaOverall score based on 10858 reviews
7.9Comfort
8.6Crew
7.4Food
8.2Boarding
8.0Entertainment
Airline reviews

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

6.0 GoodJames, Apr 2024TPA - RDU
Read more about Delta reviews

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

I always fly with Delta. My friends tell me their horror stories of flying with other airlines. I just smile and say, “You should fly Delta”

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Business class is great. New airplane, very comfortable, better than some of the major airlines I am used to

Delayed by almost an hour - I also noticed that all JetBlue flights departing from PBI were delayed yet the weather was perfect.

Non operational toilet, non operational charging outlets and my air didn’t work.

I loved the wifi, much better than Delta. Seats were old. and bathrooms dingy.

There was no wheelchair or wheelchair escort at the gate..unacceptable

Delayed 4 hours because of maintenance issue they knew about all day. Get another plane. Time is precious!

I liked that boarding and take off were timely despite a 15 minute delay due to weather. The pilot communicated with us the entire flight keeping us informed re: turbulance and slight delays on the runway after we landed.

Has been always great except flight cancelation in the past at very last minute waiting till 2am and we when have to beg for overnight accommodation

There were weather issues and coding problems whatever those refer to, but JetBlue, for two days in a row was unbelievably late. Several hours late, resulting in almost no sleep for passengers like me.

The plane was very hot. There were delays . Generally, the flight was great.

I paid $380 for my one-way ticket from California to Minnesota. The fair did not include online check-in. I received instructions from their app to check in at a kiosk. At the kiosk, the boarding pass would not print until an actual person came to verify that I had a personal item and not a carry-on item, On the plane, the person next to me was drunk and allowed to continue to order alcohol. United is garbage I’d rather fly spirit.

The food that was offered based on class level of your ticket was absolutely ridiculous and disgusting. They didn't even hot tea to serve, the food was horrible. On our departure flight I was seated in premium plus economy and considering the cost of the flight the food was literally some of the worst I've ever eaten. On the return flight I sat in economy with extra leg room and was given a thin little throw "blanket" and a flimsy little pillow. The air condition was on artic and the seating arrangement wasn't really worth the money. The seat didn't recline good enough and the foot rest was laughable. Total waste.

The plane was dirty and the in seat air wasn't blowing as planes usually do.

Generally good but there wasn’t any staff available when my luggage didn’t appear at baggage claim in Fresno. It took about half an hour to locate a staff member to open up the locked room where it was being kept.

Generally good but there wasn’t any staff available when my luggage didn’t appear at baggage claim in Fresno. It took about half an hour to locate a staff member to open up the room where it was being kept.

The flight was delayed due to weather issue…WiFi did not work and even though I wanted to pay for WiFi I couldn’t buy it. Overall very disappointing even though I paid and reserved Business class

Do not like the feeling of being in the basic economy. Everyone should feel good no matter what.

All flights were on time and boarding was issue free

Terrible! The plane was old and you are required to connect your own device to their Wi-Fi rather than have entertainment options in the back of the seat in front of you. The Wi-Fi went out during the flight and there was only one plug for the devices every two seats. Three out of five surrounding my family did not work. The seats and spaces under them were so small I could not fit my backpack, which I’ve always brought on flights and fit before no problem. The crew were unpleasant and patronizing.

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

They gave my seat away although it was a connecting flight with them and the flight was a bit delayed.

They ocer booked the connecting flight. My bags took a long time to come out, nevertheless I got to the gate in time to board, but they have given my seat to another passenger. They were aware I was connecting from another flight that was a little late, but they did not care. The customer representatives were rude. A horrible experience.

Flight was cancelled had to move to another gate late again no internet paid for the month and never can use it waste of money

Not being able to purchase my check in baggage online was a negative.

LATE LATE LATE!!! Plagued by late AA flights on this trip. Such a drag. This one was by far the worst.

WiFi connected but only let you go to the AA website, not even text messaging worked.

Too bad that first class seats do not recline significantly causing discomfort

Flight delayed over an over all day until it cancelled at 1:30am. Would not repeatedly delay that late. Offer hotel rooms and rebook early. Very difficult for families with small children

this is starting to seem like an american airlines standard. delayed flights and fake apologies… getting tired of it

Both flights yesterday, experienced hard landings. Harder than I’ve ever felt before. Im hopeful there was weather involved and not pilot error. Other than the landing, the flight was quite good~

I paid for WiFi, but it (WiFi) was very very slow, will never take again! Impossible open Utube 😤😤😤

I had no legroom, although I paid for extra legroom. I could barely put my bag in front of my feet and under the seat. The Wi-Fi was horrible. In fact the flight attendant said that they had to reboot it and see if it was going to work and never did.

The guy with severe body odor sat next to me. For the whole duration of the flight it was a torture. The airline should have better policy on limiting people with bad body odor to board the flight. Passengers should not be the ones to endure bad odor for the whole duration of the flight. The airline should be e the one to ensure decent air quality for ever passenger.

Overall it was a miserable experience... I will never fly spirit for more than a 3 hour flight or overnight.

The boarding attendant was slightly rude when I asked about checking our stroller. Made me feel like I was bothering her.

My wife and I are both handicapped and at boarding they upgraded us to a seat closer to the front rather than all the way towards the back. Much appreciated.

Not much seat room, but that was unexpected. But the seat headrest was very uncomfortable.

First the good, everyone was friendly and efficient. Flight was smooth and plane was very clean and new. Now the bad, seats have almost no padding on your behind. I was in exit row so I had tons of leg room for a 6' 2" bean pole with long legs. Everything was extra - water, soda, snacks everything besides oxygen. Ya get what you pay for, and my flight was cheap as you could ever want it, so no worries.

First the good, everyone was friendly and efficient. Flight was smooth and plane was very clean and new. Now the bad, seats have almost no padding on your behind. I was in exit row so I had tons of leg room for a 6' 2" bean pole with long legs. Everything was extra - water, soda, snacks everything besides oxygen. Ya get what you pay for, and my flight was cheap as you could ever want it, so no worries. They dont really bother you about carry-on size, I brought a descent sized backpack and they didnt even check.

Spirit canceled the flight in March and never notified me!

Book cheap flights from Caribbean to Boston

Recent round-trip flight deals

5/24Fri
nonstopSpirit Airlines
4h 24mSJU-BOS
5/28Tue
nonstopSpirit Airlines
4h 06mBOS-SJU
$108
5/24Fri
nonstopSpirit Airlines
4h 24mSJU-BOS
5/31Fri
nonstopSpirit Airlines
4h 06mBOS-SJU
$109
7/4Thu
nonstopJetBlue
4h 10mSJU-BOS
7/8Mon
nonstopJetBlue
4h 04mBOS-SJU
$213
10/24Thu
nonstopDelta
4h 05mSJU-BOS
11/2Sat
nonstopDelta
4h 05mBOS-SJU
$223
6/26Wed
nonstopJetBlue
4h 00mSJU-BOS
7/5Fri
nonstopJetBlue
4h 05mBOS-SJU
$248
10/1Tue
1 stopUnited Airlines
7h 49mSTI-BOS
10/5Sat
1 stopUnited Airlines
6h 36mBOS-STI
$301
10/1Tue
2 stopsUnited Airlines
18h 44mSTI-BOS
10/22Tue
1 stopUnited Airlines
7h 42mBOS-STI
$306
5/16Thu
1 stopAmerican Airlines
7h 45mMBJ-BOS
5/21Tue
1 stopAmerican Airlines
8h 07mBOS-MBJ
$316
5/16Thu
1 stopAmerican Airlines
7h 45mMBJ-BOS
5/21Tue
2 stopsAmerican Airlines
9h 05mBOS-MBJ
$321
5/11Sat
1 stopDelta
13h 07mSTI-BOS
5/25Sat
1 stopDelta
16h 49mBOS-STI
$367

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Recent one-way flight deals

6/4Tue
nonstopFrontier
4h 21mSJU-BOS
$49
5/24Fri
nonstopSpirit Airlines
4h 24mSJU-BOS
$53
6/24Mon
nonstopJetBlue
4h 04mSJU-BOS
$112
7/1Mon
nonstopJetBlue
4h 00mSJU-BOS
$142
5/22Wed
nonstopDelta
4h 20mSJU-BOS
$147
7/2Tue
1 stopUnited Airlines
6h 47mSJU-BOS
$150
5/10Fri
1 stopUnited Airlines
8h 37mSTI-BOS
$162
6/26Wed
1 stopAmerican Airlines
11h 02mSTT-BOS
$176
5/7Tue
2 stopsAmerican Airlines
9h 05mSJU-BOS
$190
6/3Mon
1 stopDelta
16h 41mSTI-BOS
$203

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Last minute flights from Caribbean to Boston

Last minute flight, train and bus deals

5/7Tue
multi-stop
22h 41mSJU-BOS
5/14Tue
nonstop
4h 06mBOS-SJU
$124
5/7Tue
multi-stop
8h 32mSJU-BOS
5/15Wed
nonstop
4h 06mBOS-SJU
$131
5/7Tue
multi-stopSpirit Airlines
28h 50mSJU-BOS
5/14Tue
nonstopSpirit Airlines
4h 06mBOS-SJU
$132
5/7Tue
nonstopSpirit Airlines
4h 22mSJU-BOS
5/14Tue
nonstopSpirit Airlines
4h 06mBOS-SJU
$151
5/4Sat
multi-stopAmerican Airlines
9h 17mSJU-BOS
5/12Sun
multi-stopAmerican Airlines
13h 27mBOS-SJU
$349
5/6Mon
multi-stopAmerican Airlines
12h 27mSJU-BOS
5/14Tue
multi-stopAmerican Airlines
10h 17mBOS-SJU
$351
5/7Tue
multi-stopDelta
16h 41mSTI-BOS
5/21Tue
multi-stopDelta
14h 14mBOS-STI
$372
5/7Tue
multi-stopJetBlue
6h 54mSDQ-BOS
5/12Sun
nonstopJetBlue
3h 57mBOS-SDQ
$379
5/7Tue
multi-stopJetBlue
12h 05mSTI-BOS
5/12Sun
nonstopJetBlue
3h 54mBOS-STI
$382
5/5Sun
multi-stopDelta
16h 38mSTI-BOS
6/1Sat
multi-stopDelta
6h 02mBOS-STI
$452

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