Find cheap flights from Maine to Caribbean
Round-trip
1 adult
Economy
Fri 6/30
Fri 7/7
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Good to know
Low season | May |
|---|---|
High season | December |
Cheapest flight | $136 |
Average price round-trip | $509 |
Good deal round-trip | $178 |
Good deal one-way | $47 |
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Portland to San Juan
(avg. price over the last 2 weeks)
or less
or less
FAQs for booking flights from Maine to Caribbean
Top 5 airlines serving from Maine to Caribbean
Scores according to KAYAK customer reviews8.1
JetBlueOverall score based on 19444 reviews
86crew
78food
79entertainment
83boarding
82comfort
82overall
Airline reviews
Pros: "Roomie seats and many included amenities."
Cons: "Wifi was not available during the flight from Boston to Montego Bay"
Pros: "Roomie seats and many included amenities."
Cons: "Wifi was not available during the flight from Boston to Montego Bay"
Cons: "Movie selection was minimal at best and my tv screen kept malfunctioning. Volume and brightness would turn all the way up or just shut off completely"
Cons: "Crew listless and tired. Not even a coup of coffee in the morning before a 6 a.m. arrival at FLL. Seat didn't recline (3A). My seat, tray table, arm and head rest were downright filthy - used three wipes to clean the horrible mess and they were all black."
Cons: "My seat’s tv wasn’t working. Also, controls on the seat for radio, channels, etc. didn’t work."
Pros: "The movies on plane"
Cons: "Everything else- the flight was delayed 6 hours to my trip and 3 hours from my trip."
Pros: "Excellent"
Cons: "Snacks are terrible now. Cheez Its & cookies? C’mon. I’m not 5."
Pros: "Having WiFi onboard the plane,"
Cons: "The crew, when I was boarding the plane one of the flight attendants a Caucasian women was saying hello, greeting everyone before me when I got in front of her she made a head gesture to say hi but didn't say hello. It felt like racial profiling to me."
Pros: "Flight crew and timeliness."
Cons: "The planes appear outdated. The cost for “more leg room is astronomical and the satellite TVs were not working for the majority of the flight."
Cons: "Wasn't excited to walk on the tarmac on a 95° day with an infant, nor was I happy about a 90 min delay for a faulty pin. No drinks or snacks offered nor was the wifi available during this delay."
Pros: "Free Wifi is great, the plane hugged the coast so it worked for most of the flight. The snacks are decent albeit limited."
Cons: "The baggage check-in system was completely down for over an hour. They didn't communicate to the throngs of people and by luck the system slowly came back up with just enough time to clear security and board."
I trust Delta. I travel comfortable. The snacks could improve or could go to something as a little sandwich.
Pros: "Not much"
Cons: "Crew kept bumping me in flight. Deplaning took too long."
Cons: "We are just tired of spending a lot on tickets and receiving the most minimum of a snack and drink on flights."
Pros: "The cleanliness, the upbeat and sweet crew, the pilot did a great job taking of and landing, and controlling the turbulence. Communication was great."
Cons: "More leg space"
Pros: "The staff was exceptional with the distance to loading the plane and with serving us food. It was flawless."
Pros: "Mal servicio; compre un tickets que no permitía escoger los asientos y nos seleccionó la última fila en cada vuelo. La diferencia entre ser priority y regula es bien marcada"
Cons: "Mejor trato a todo pasajero; se reconoce las ventajas de estar en primera clase pero el servicio debe ser excelente"
Pros: "Nothing about this airline. Will avoid flying through Delta if they allow their team to lie to their passengers. Both land crew and onboard crew were disrespectful to their passengers."
Cons: "agent boarding delayed boarding because she wanted everyone to check their bags. A flight that was leaving 2 minutes later than our flight started boarding before our plane. It wasn't that the 2 planes arrived at different times. The agent was just horrible. In the end, she lied to the passengers that there were no overhead space left. When I went to get my seat, most of the overhead space was empty!! I had to check-in my bag and my bag was damaged by the delta crew."
Cons: "Longest boarding process I’ve ever experienced. Stuck on the ramp for 10-15 mins. Before they allowed general boarding for the second flight in a row, they announced no overhead storage space was left available and forced everyone to check bags at the gate."
Pros: "Crew was good. No economy seat is super comfortable. (Why would you even ask that?)"
Cons: "Be on time. Not keep changing/delaying the border time. Not change my seat. (Plane was far from full.)"
Pros: "The crew was very attentive. The food, excellent for coach class; we even had a welcome cocktail. We even managed to take off early."
Cons: "When you travel in the coach class, you know you won't get a much comfort but the seat was acceptable and I had more legroom than expected."
Pros: "Cree was horrible handling the delayed flight eventually postponed until the next day"
Cons: "Better handling of the situation and not keeping people 2 hours in a plane with no air conditioning"
Pros: "Avianca has many route through South America hence it is convenient."
Cons: "There is always short connections and many times I miss my flights. They do not offer compensation."
Pros: "I like this flight very smooth no worry what so ever I will flight again"
Pros: "For a several hours of flying the seat we’re fine"
Cons: "The crew service was very poor!"
Pros: "The plane was fairly modern with some amenities, although the ceiling near our seat leaked water."
Cons: "We were late, then we sat on the tarmack for about an hour. Then there was a delay opening the bathrooms. As far as food, we received one very small meal for what ended up to be 10 hours on the plane. Water was served only once. And this was a daytime flight!"
Pros: "everything with Avianca, mostly the great service"
Cons: "Just fly with Avianca... everything that they control goes right all the time"
Pros: "The crew members where extremely nice. I had traveling on business class, with a seat that gets flat, so I was able to sleep most of the flight"
Cons: "The plane had something and was delayed for 3 hours"
Pros: "Very efficient boarding and disembarking too, with a friendly crew!"
Cons: "The boarding pass showed Gate 0 for this flight, but that gate doesn't exist in Guayaquil! It was confusing, because the boarding was happening at Gate 2, but this was not displayed on the screens in the airport."
Pros: "Very Friendly and helpful crew. Good food, considering other airlines I had to pay more for the same itinerary and not even water was offered"
Cons: "The arrival to bogota was a caos. We waited 2 hours to get immigration..."
It was a pleasant temperature when boarding and through the flight. The meal was quite good.
Seats are so close together. Middle seats should be discounted.
The flight was late and they extended their delay, twice the breakfast was awful .
I just for my TSA. So security line is short and upgraded to one group up. I do think the ground crew should learn new way of boarding - the passengers sitting in higher number seat should board first to prevent traffic jam.
Pros: "The price."
Cons: "Flight was delayed for 2 hours in Airbus 777 full of passengers. The reason was to fix some light and administrative error on a log book. This could have been prevented if they had done all of the checks beforehand. All of those passengers stuck in a plane during a pandemic. Not very smart !!!!"
Pros: "Crew was amazing."
Cons: "I had some issues with the Onboard entertainment in terms of connecting with the site. I typically do not have this problem with my airline of choice but choose you because of the proximity of my hotel to my desired departure airport as well as price."
Cons: "IFE was not streaming movies, WiFi on but not loading"
Cons: "Better spacing. Don't tell me the last two rows are blocked off for safety that's bs, they were blocked off so the flight attendants could have a row to themselves."
Cons: "Some of the crew had an attitude and the purchased WiFi did not work"
Cons: "Arriving on time to make connection although I am not sure 1 hour 30 minutes was long enough to make our next flight. The baggage took a very long time."
Boarding stalled because they ran out of overhead room for carry on.
Never took the flight. I booked this back in November because I needed to make a connection in Calgary. Air Canada canceled my flight unilaterally and never provided a better alternative that could fit my schedule. I would never flight Air Canada based on that experience.
Aisles are way to narrow. Seat cushions have lost all padding. Overhead storage was good. Seat numbers would be nice at the console area near the air flow for the plane we were on Could we not load the plane back to front.
Computer boarding crashed. It took 2 hours to set up a manual system, and an hour to implement it
Pros: "Crew was ok"
Cons: "No food for such a long flight not enough leg room"
Pros: "The crew was good. The comfort level of the seats were awful. People throw their luggage in the overhead compartment to fit theirs and nobody else. I had to put my backpack in front of me and had absolutely no leg room. The seats were smaller than usual."
Cons: "Serve some pretzels at least."
Pros: "On time, clean and comfortable"
Cons: "The only challenge for me was they couldn't take my form of payment on the plane for some food so I was out of luck. I had a Mastercard debit from the states. It is also a loss of revenue for you guys as well. They couldn't take the apple pay from the passenger next to me either. I know it's a lot of systems to update"
Pros: "This was my first time flying Air Canada. Our flight was delayed by 4 hours because they had to deice the plane. Yes it was frustrating but I would much rather have a flight of upset passengers then risking our lives. The captains and the crew went out of their way to make sure that we were the most comfortable. They gave us food and drinks as we waited and were extremely patient. Upon arrival many passengers had missed their connecting flights, including myself. They put us on the next flight out and gave all passengers a hotel and meals for the night. I would definitely recommend Air Canada. The plane itself is also pretty spacious so don’t be afraid to fly economy."
Cons: "Nothing really. They were great. I mean, definitely wished my flight wasn’t delayed. Although It wasn’t their fault that they needed to deice the plane, that’s something that should’ve been accounted for way before our flight was supposed to take off."
Pros: "The plane was clean and seemed very new. The boarding process was streamlined in an organized way. The entertainment system was okay."
Cons: "The plane was a huge B787 Dreamliner and the airline didn't allot enough boarding time to accommodate the hundreds of passengers that needed to get on and settle in. Because of this, the flight was delayed by almost an hour and many people missed their transfers. It seemed like an unreasonable lack of foresight to schedule only the standard half hour before takeoff to board ~300 passengers.On top of that, the flight was roughly four hours long (five with the delay) and no complementary food, even a small snack or two, was offered. The seats in coach were made to be decently comfortable padding-wise, but I felt more packed in like a sardine with the people next to me than on other planes. The flight attendants seemed extremely stressed and overworked, and I couldn't blame them."
Pros: "Take off take off and landings were on time or early."
Cons: "I could not find the AC outlet that was supposed to be there. I only noticed under the seat When deplaning."
Book cheap flights from Maine to Caribbean
Recent round-trip flight deals
8/23Wed
1 stopAmerican Airlines
16h 56mPWM-SJU
8/26Sat
2 stopsAmerican Airlines
14h 15mSJU-PWM
$244
9/14Thu
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6h 49mPWM-SJU
9/18Mon
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$246
9/20Wed
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6h 54mPWM-SJU
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1 stopDelta
10h 10mSJU-PWM
$272
9/20Wed
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16h 37mBGR-SJU
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1 stopDelta
7h 23mSJU-BGR
$299
8/23Wed
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$306
9/6Wed
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$315
9/20Wed
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8/31Thu
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$355
8/21Mon
1 stopDelta
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2 stopsFrontier
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6/17Sat
1 stopJetBlue
6h 49mPWM-SJU
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1 stopJetBlue
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6/14Wed
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8/23Wed
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19h 58mNAS-PWM
$662
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29h 35mPWM-STT
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Flights to Caribbean
Browse origins:
Browse destinations:
$413
$882
$321
$783
$437
$272
$1,060
$784
$383
$1,071
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