$76 Find Cheap Flights from Caribbean Islands to Maine

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Low seasonMarch
High seasonDecember
Cheapest flight$76
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 4% lower on average.
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.

  • How long is the flight to Maine?

    An average nonstop flight from Caribbean Islands to Maine takes 9h 43m, covering a distance of 1763 miles. The shortest route is Nassau (NAS) to Boston (BOS) with an average flight time of 3h 28m.

  • What are the most popular destinations in Maine?

    Based on KAYAK flight searches, the most popular destination is Boston (99% of total searches to Maine). The next most popular destination is Portland (1%).

Reviews of the 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 7965 reviews
8.5Crew
7.9Entertainment
7.3Food
8.2Boarding
7.9Comfort
Airline reviews

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

4.0 OkayKoonj, Jun 2025MSP - AUS
Read more Delta reviews

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Great overall. There was a bit of turbulence so they could only serve water because too much turbulence for the carts. Was glad they prioritized safety though

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

Flight was on time. Boarding was smooth. Flight attendants were friendly and efficient. Entertainment system was broken for all passengers on the left side of the aisle. I would prefer if meals were not served on red eye flights. No one should need to dine at that time and it is disturbing for those passengers trying to sleep.

Gate agent did not hold flight for connection, provided no assistance to get new flight

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

United airlines, mediocre at best. No issues , nothing great . Worked for me

Efficient, calm when things were delayed and kept us regularly informed of what was happening.

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

Boarding was mayhem. Late boarding by 15 minutes because of lack of staff (missing 1 flight attendant. We had to wait for an arrival of another plane before we could board). Flight was a little rough, but cannot blame on airlines.

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

The check in and boarding process was a bit of a cluster. Two people at the counter to check in, three random lines that nobody knew which was for what, and people kept getting shuffled from one line to another for no apparent reason because then they’d get shuffled back and end up getting out further back in the line than they were originally. I only had to hand my already checked bag over and it took 45 minutes. I was never assigned a seat so when I tried to board I was pulled out of line again while someone had to try to manually assign me a seat. During the flight I got up to go to the bathroom, and there was an attendant in the aisle offering pillows etc and it was a 30 min wait unbuckled standing by the bathrooms because she said I couldn’t go past her. First and last time flying jet blue to be honest.

Communication since no reason or explanation was given for 3 hrs delay

Flight was delayed several 3 hours - no reason was given and no communication what so ever.

No overhead baggage room even though I was seated in row 2. Consequently had to check in my carry on bag. Baggage carousel was jammed. Took 45 min to get my bag.

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.

They cancelled my flight and downgraded me to economy and only gave me $250 for the downgrade

Loved the staff, boarding and drink options! Wish the comfort of the seat could have been better nevertheless

The flight crew were friendly and attentive. Food was good and they passed out ice cream and drinks awhile after Lunch was done. The ice cream was a nice treat! I found several movies to watch during the flight. There was many movies and tv shows to choose from. We flew Premium economy and there was enough leg room to be comfortable. The seats were also comfortable. I would fly AA again if the airfare isn’t expensive.

The chair cushions may need an upgrade. I have been noticing they are so worn out, thin so you’d sit in a dip 😄. Other than that, all was an enjoyable trip. Thanks AA!

I’m impressed that we were on time in Sacramento after having a late departure in Newark and our made it. The staff was friendly and warm.

Cramped seats. FAA should make airlines have more legroom, for even short people complain

5.5 hour delay with no explanation on why, along with no proactive effort to reaccomodate me.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

Honestly, I haven’t flown American in years, probably due to the pandemic and my being unable to travel for certain periods in the last two years, but it was a good experience to dig out or obtain a new American Airlines account after many years of traveling for business with American in the past.

Book cheap flights from Caribbean Islands to Maine

Recent round-trip flight deals

7/17Thu
nonstopSpirit Airlines
4h 17mSJU-BOS
7/20Sun
1 stopSpirit Airlines
14h 59mBOS-SJU
$166
7/3Thu
nonstopSpirit Airlines
4h 07mSJU-BOS
7/13Sun
nonstopSpirit Airlines
4h 05mBOS-SJU
$168
8/14Thu
nonstopJetBlue
4h 07mSJU-BOS
8/18Mon
1 stopJetBlue
6h 56mBOS-SJU
$311
8/29Fri
nonstopDelta
4h 14mSJU-BOS
9/2Tue
nonstopDelta
4h 08mBOS-SJU
$314
11/26Wed
nonstopJetBlue
4h 09mSJU-BOS
12/6Sat
nonstopJetBlue
4h 00mBOS-SJU
$315
7/26Sat
2 stopsUnited Airlines
16h 14mMBJ-BOS
8/25Mon
2 stopsUnited Airlines
17h 43mBOS-MBJ
$317
9/5Fri
1 stopAmerican Airlines
7h 02mSJU-BOS
9/8Mon
2 stopsAmerican Airlines
9h 22mBOS-SJU
$323
8/16Sat
nonstopDelta
4h 14mSJU-BOS
8/23Sat
nonstopDelta
4h 06mBOS-SJU
$324
8/6Wed
1 stopUnited Airlines
6h 47mMBJ-BOS
8/13Wed
1 stopUnited Airlines
10h 40mBOS-MBJ
$325
11/24Mon
1 stopAmerican Airlines
16h 58mSJU-PWM
11/28Fri
1 stopAmerican Airlines
6h 13mPWM-SJU
$353

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Recent one-way flight deals

7/24Thu
nonstopSpirit Airlines
4h 17mSJU-BOS
$76
7/17Thu
nonstopSpirit Airlines
4h 17mSJU-BOS
$78
10/1Wed
1 stopJetBlue
7h 35mSJU-BOS
$154
7/25Fri
nonstopDelta
4h 14mSJU-BOS
$167
10/1Wed
nonstopDelta
4h 12mSJU-BOS
$172
11/4Tue
1 stopAmerican Airlines
8h 24mSJU-BOS
$176
6/24Tue
1 stopJetBlue
6h 28mSJU-BOS
$181
7/25Fri
1 stopUnited Airlines
7h 01mSJU-BOS
$212
8/16Sat
2 stopsUnited Airlines
20h 07mMBJ-BOS
$215
9/29Mon
1 stopAmerican Airlines
7h 19mPUJ-BOS
$221

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Last minute flights from Caribbean Islands to Maine

Last minute flight, train and bus deals

6/21Sat
multi-stopFrontier
29h 00mSJU-BOS
7/4Fri
multi-stopFrontier
16h 55mBOS-SJU
$212
6/20Fri
multi-stop
11h 10mSJU-BOS
7/21Mon
multi-stop
14h 59mBOS-SJU
$218
6/19Thu
nonstopDelta
4h 11mSJU-BOS
7/22Tue
nonstopDelta
4h 06mBOS-SJU
$379
6/20Fri
multi-stopDelta
7h 39mSJU-BOS
7/21Mon
nonstopDelta
4h 06mBOS-SJU
$384
6/20Fri
multi-stopJetBlue
9h 59mSJU-BOS
6/23Mon
nonstopJetBlue
4h 06mBOS-SJU
$388
6/19Thu
multi-stopAmerican Airlines
9h 17mSJU-BOS
6/23Mon
multi-stopAmerican Airlines
12h 50mBOS-SJU
$398
6/18Wed
multi-stopAmerican Airlines
7h 21mSJU-BOS
6/24Tue
multi-stopAmerican Airlines
16h 20mBOS-SJU
$408
6/19Thu
nonstopJetBlue
4h 08mSJU-BOS
6/23Mon
nonstopJetBlue
4h 04mBOS-SJU
$414
6/20Fri
multi-stopUnited Airlines
8h 29mMBJ-BOS
6/22Sun
multi-stopUnited Airlines
7h 10mBOS-MBJ
$436
6/21Sat
multi-stopUnited Airlines
7h 28mSDQ-BOS
9/13Sat
multi-stopUnited Airlines
8h 10mBOS-SDQ
$457

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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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