$66 Find Cheap Flights from Caribbean Islands to Maine

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Low seasonMarch
High seasonDecember
Cheapest flight$66
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 38% increase in price.
Flight from San Juan Airport to Boston

FAQs for booking flights from Caribbean Islands to Maine

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

    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 Islands to Maine.

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

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

    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 Caribbean Islands to Maine 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 Caribbean Islands to Maine?

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

  • What is the cheapest day to fly to Maine?

    Based on KAYAK data, the cheapest day to fly to Maine is Thursday where round-trip tickets can be as cheap as $505. On the other hand, the most expensive day to fly is Tuesday, where round-trip prices are $634 on average.

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

    The cheapest time of day to fly to Maine is generally at night, when round-trip flights cost $336 on average. The most expensive time of day to fly to Maine is generally in the morning, which is peak travel time and where the average cost of a ticket is $548.

  • What is the cheapest month to fly from Caribbean Islands to Maine?

    The cheapest month for flights from Caribbean Islands to Maine is February, when tickets cost $252 (return) on average. On the other hand, the most expensive months are April and December, when the average cost of round-trip tickets is $608 and $562 respectively.

  • How long is the flight to Maine?

    An average nonstop flight from Caribbean Islands to Maine takes 8h 36m, covering a distance of 1763 miles. The shortest route is Nassau (NAS) to Boston (BOS) with an average flight time of 3h 29m.

  • What are the most popular destinations in Maine?

    Based on KAYAK flight searches, the most popular destination is Boston (100% of total searches to Maine). The next most popular destination is Portland (0%).

Top 4 airlines serving from Caribbean Islands to Maine

Need help choosing which airline to fly with from Caribbean Islands to Maine? 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 7934 reviews
8.2Boarding
8.5Crew
7.9Entertainment
7.3Food
7.9Comfort
Airline reviews

Flight was delayed due to weather. Crew did a nice job of making us comfortable. No complain complaints.

6.0 GoodTina, Apr 2025MSP - CLT
Read more Delta reviews

Flight was delayed due to weather. Crew did a nice job of making us comfortable. No complain complaints.

Fine except the person next to me took up her seat had raised the arm divide so she spilled into my seat. because of her size. Fortunately no one was in the seat on my right so I could use part of it.

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

Delta is a cut above the others in customer service.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

I needed to make changes to my flights. When I called customer service, they assisted me with care professionalism.

Our flights got changed from United to Air Canada and our purchased seats did not get transferred so we had to pay for seats twice. I brought it up with Air Canada and they stated I had to go back and chase it with United. The united seats were $21 Canadian each and Air Canada were $56 each so we have paid $77 for each seat. Very unhappy

A bit rush for transit. Food and entertainment are not available

So far so good but food and entertainment are not available for this flight

Multiple delays and not straight answer from the United team

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

The plane pushed back from the gate on time. However, it stopped on the ramp, and we waited for over 20 minutes before the aircraft pulled back to the gate. Apparently, something of importance had to be removed from the aircraft by the gate agent. I found this to be odd. The delay was not significant, but I felt that whatever was on the aircraft that had to be taken off, should’ve been done before we pushed back from the gate.

Electric plugs didn't work. Entertainment system wasn't working

The design of the light switch on the arm rest is ridiculous.

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

Great flight. Departed early, arrived early. However they were out of meals for sale. Also, we arrived early and the gate was not available so we sat on the taxiway for quite a while (not JetBlue’s fault).

The gate and ground staff were excellent, friendly, went out of their way to acknowledge my Mosaic status. The plane was an older Airbus, so the seats were a little worn. The in flight attendant was not very nice, and seemed to be annoyed to be at work or be on this flight. Flight was fast and we landed early and pilots kept us informed.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

The inflight system with their wifi is a hot mess and doesn't work. Separately they do, but when you try to do theoretically simple things like pair a device for control it all falls apart

It was too hot in the cabin. The AC did not help.

The regular feedback of any changes to our flights. The Jetblue staff were very helpful. Our flights were great. Lots of leg room!

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Loved the leg room and tvs screens on the seats and free WiFi. Wish the price was lower and could save by rebooking

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

Pitch was very small. Knees were on the seat back in front of me.

Paid $35 and not able to access the internet at all.

Several delays. Next flight was worse. Did not arrive home until 2am PT

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

First world problems, but still… We were seated in first class and asked for a cocktail on a very short, 50 minute flight. After our drink order was taken, a half hour went by, and we noticed that every other person in the small plane had been served except for us. We got up to ask about it, the drinks finally came, then were taken away three minutes later since the flight was so short. Really strange situation, on the other hand, we were in Utah.

We missed our flight. The boarding pass had the wrong gate and by the time we received the text from Kayak, our flight was already gone. I’ll never use Kayak again and will go direct to the airlines in the future.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

Flight was delayed bc of mechanical issue. New plane had different configuration so some seats had to be switched. They called all passengers who needed new boarding cards. They did not call us so we thought our seats were the same and fine. When we boarded they informed us our receipts had changed and we are now all sitting separate and in the back row. Both my daughters had meltdowns and started to cry and once we got on the flight, we figured out how we could sit closer to each other, but this was very upsetting.

Book cheap flights from Caribbean Islands to Maine

Recent round-trip flight deals

5/28Wed
1 stopSpirit Airlines
7h 10mSJU-BOS
6/1Sun
1 stopSpirit Airlines
12h 57mBOS-SJU
$183
5/29Thu
1 stopSpirit Airlines
9h 12mSJU-BOS
6/1Sun
1 stopSpirit Airlines
12h 57mBOS-SJU
$198
5/29Thu
2 stopsAmerican Airlines
8h 50mSJU-BOS
5/29Thu
1 stopAmerican Airlines
6h 11mBOS-SJU
$210
9/25Thu
1 stopAmerican Airlines
8h 40mSJU-BOS
9/28Sun
2 stopsAmerican Airlines
8h 43mBOS-SJU
$223
9/25Thu
nonstopDelta
4h 12mSJU-BOS
9/30Tue
nonstopDelta
4h 05mBOS-SJU
$224
9/10Wed
1 stopUnited Airlines
7h 04mSJU-BOS
9/14Sun
1 stopUnited Airlines
7h 04mBOS-SJU
$233
9/11Thu
nonstopDelta
4h 12mSJU-BOS
9/14Sun
1 stopDelta
10h 18mBOS-SJU
$259
9/11Thu
2 stopsUnited Airlines
10h 32mSJU-BOS
9/14Sun
1 stopUnited Airlines
6h 35mBOS-SJU
$277
9/24Wed
1 stopJetBlue
8h 27mSJU-BOS
9/30Tue
nonstopJetBlue
4h 00mBOS-SJU
$289
10/19Sun
nonstopJetBlue
4h 04mSJU-BOS
10/22Wed
nonstopJetBlue
4h 00mBOS-SJU
$294

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Recent one-way flight deals

6/3Tue
1 stopSpirit Airlines
7h 10mSJU-BOS
$66
5/28Wed
1 stopSpirit Airlines
7h 10mSJU-BOS
$84
5/14Wed
1 stopAmerican Airlines
8h 39mSTT-BOS
$158
5/17Sat
1 stopJetBlue
6h 01mSTT-BOS
$163
5/30Fri
nonstopDelta
4h 18mSJU-BOS
$167
6/9Mon
1 stopDelta
6h 39mSTT-BOS
$168
8/2Sat
1 stopJetBlue
6h 03mSTT-BOS
$172
6/5Thu
1 stopAmerican Airlines
14h 47mSJU-BOS
$175
5/14Wed
2 stopsUnited Airlines
9h 49mSTT-BOS
$178
6/13Fri
1 stopUnited Airlines
8h 17mSTI-BOS
$202

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Last minute flights from Caribbean Islands to Maine

Last minute flight, train and bus deals

5/1Thu
nonstopSpirit Airlines
4h 17mSJU-BOS
5/25Sun
multi-stopSpirit Airlines
12h 57mBOS-SJU
$249
5/1Thu
nonstopSpirit Airlines
4h 17mSJU-BOS
5/4Sun
nonstopSpirit Airlines
4h 00mBOS-SJU
$250
5/1Thu
nonstopDelta
4h 13mSJU-BOS
5/25Sun
nonstopDelta
4h 01mBOS-SJU
$399
5/6Tue
multi-stopAmerican Airlines
8h 00mMBJ-BOS
8/19Tue
multi-stopAmerican Airlines
8h 02mBOS-MBJ
$407
5/6Tue
multi-stopAmerican Airlines
6h 40mMBJ-BOS
8/19Tue
multi-stopAmerican Airlines
8h 36mBOS-MBJ
$411
5/5Mon
multi-stopDelta
11h 25mSJU-BOS
5/12Mon
nonstopDelta
4h 01mBOS-SJU
$424
5/3Sat
multi-stopUnited Airlines
22h 07mPUJ-BOS
5/5Mon
multi-stopUnited Airlines
22h 40mBOS-PUJ
$457
5/2Fri
multi-stopUnited Airlines
11h 47mSJU-BOS
5/4Sun
multi-stopUnited Airlines
7h 04mBOS-SJU
$463
5/1Thu
nonstopJetBlue
4h 10mSJU-BOS
5/3Sat
nonstopJetBlue
4h 12mBOS-SJU
$464
5/4Sun
nonstopJetBlue
4h 10mSJU-BOS
5/16Fri
nonstopJetBlue
4h 06mBOS-SJU
$534

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Everything you need to know for your flight to Maine

Cabin class types available on flights to Caribbean Islands

Cabin classes available on flights to Caribbean Islands. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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