Find cheap flights from Massachusetts to Grand Cayman

Find cheap flights from Massachusetts to Grand Cayman

Search hundreds of travel sites at once for deals on flights to Grand Cayman

Round-trip
Economy
Boston (BOS)
Grand Cayman
Fri 5/7
Fri 5/14
Any month
Compare vs. KAYAK |

Good to know

Low season

AugustBest time to beat the crowds with an average 4% drop in price.

High season

DecemberMost popular time to fly with an average 7% increase in price.

Average price round-trip

$457(avg. price over the last 2 weeks)

Good deal round-trip

$361or less

Good deal one-way

$179or less

FAQs for booking flights from Massachusetts to Grand Cayman

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Top 4 airlines serving from Massachusetts to Grand Cayman

Scores according to KAYAK customer reviews

8.1
JetBlue
Overall score based on 19,486 reviews
8.3
Boarding
8.2
Comfort
8.6
Crew
7.9
Entertainment
7.8
Food
Airline reviews

Cons: "It was a little bumpy. Probably nothing to be done about that."

Cons: "Temperature oscillated a lot,"

Pros: "MINT CLASS is amazing"

Pros: "Seat where great"
Cons: "If the plane was on time"

Pros: "I love JetBlue! Roomy, well-appointed, great amenities and clean."

Pros: "only complaint is WiFi doesn't work"

Pros: "Fast, clean and good"

Cons: "We waited in the runway for 2 hours after landing. Not the airlines fault however completely unacceptable."

Pros: "Everything"
Cons: "Nothing"

Cons: "Information on delays, accurate information on where our bags were, offer to help short missed connections"

Pros: "Love the little sleeping packet they provide you with earplugs and eyemask."
Cons: "No complaints here!"

Cons: "Hour-long maintenance delay. Rule 1, run on schedule."

Cons: "They need to solve problems better so people do not have to wait 3hour layover for there fight"

Pros: "Form Boston to Pittsburgh, aircraft cabinet was very cold. Every other things were very good"

Cons: "Not boarding us 30 minutes late then keeping us at the gate for another 30 minutes after landing"

Cons: "JetBlue is amazing and my favorite airlines for domestic travel."

Cons: "Aircraft felt and sounded old. Lots of extra cracks and rattles while taxiing."

Cons: "It was way too hot in the plane."

Pros: "Competent staff"
Cons: "Rude TSA employee"

Pros: "Movie selection"

Pros: "Just liovrJetBlue! The personnel is always attentive and engaging, quick with a smile and ready to lend a hand when needed. I believe other airlines should try to find out their hiring process and copy their system to get such quality people that understand service."
Cons: "JetBlue is how flying is meant to be!"

Pros: "Ease of boarding, rest comfort"

Cons: "It took over 2.5 hours to decide to switch airplanes"

Cons: "The little child next to me keep kicking my legs"

Pros: "Great end to end domestic product."
Cons: "Nothing"

Pros: "Plane and staff were fine"
Cons: "Why couldn’t they get another plane. I missed an important meeting because we were 3hours late"

Cons: "Seat"

Pros: "I like everything"
Cons: "I can't complain"

Pros: "Hassle free"

Cons: "I was not emailed or texted a copy of my boarding pass. I did receive for trip from detroit to Boston but not the return trip."

Pros: "Non chaotic boarding, efforts by gate agents to gate check carryon bags to ensure there would be enough space for those bags."

Cons: "No working internet or video"

Pros: "everything was easy and smooth."

Cons: "connection in jfk was much too tight"

Cons: "Limited movie options."

Pros: "Efficiency"

Cons: "Everything and everyone"

Pros: "The dunkin donuts coffee in a nice touch"

Pros: "Free beer!"
Cons: "Nothing, it was excellent!"

Pros: "Being on time is the most important thing for me! Thank you for landing earlier."

Cons: "Most TVs in the seatbacks were glitching and had picture issues."

Pros: "Got in early!"

Pros: "Ability to change reservation so easily"
Cons: "That I made reservation for wrong time!"

Cons: "No AC and seat 11A didn't recline"

Pros: "price"

Pros: "On time all aro"
Cons: "N/A"

Pros: "Nothing."
Cons: "That it was cancelled."

Pros: "Good but could improve on food. We need more food, beside that I am satisfied"
Cons: "Service in general, nice plane it's new and large seating spaces"

Cons: "No reason to complain."

Cons: "None"

Cons: "For some reason, we were asked several times for Passports. This didn’t make any sense since we are US citizens with drivers license. They even had TSA talk to us. This has to be fixed. Otherwise, Delta experience was great."

Pros: "Flight attendants were excellent."
Cons: "Satisfied with flight. It was as expected."

Pros: "The crew was great. The pilots too."
Cons: "The audio and video at my seat did not work correctly."

Pros: "Well organized and easy to check in."
Cons: "No"

Cons: "Nothing, really. Airlines unfortunately can’t make people patient or polite, & I can’t afford a private jet, so I’ll have to settle for an eye roll or twelve."

Pros: "Everything"
Cons: "Nothing"

Cons: "No mechanical failures or delays would be nice"

Cons: "The inoperative TV screens should be repaired."

Pros: "this is the airline"

Cons: "Plane was late taking off. Crew did not provide water when requested. They were busy with beverages that they could sell at a cost."

Cons: "Wonderful"

Cons: "The flight attendants were quick with the pick up of drinks. I had only been served my drink for five minutes and they were already coming around to pick up trash."

Pros: "Friendly crew"
Cons: "We reserved exit row seats and when they changed the plane they gave our exit row seats to others."

Pros: "The crew was nice, the flight was so short, there was little interaction with them."
Cons: "Boarding was a disaster, people didn’t have seats which caused a delay in boarding. It was a mess. The seats were uncomfortable and too small. I know it’s a short flight but it was just too tight in there. The flight was delayed and the communication was all over; the time was constantly changin"

Pros: "Seating was fine"
Cons: "Did not have a wheelchair waiting for my wife when we arrived in LAX"

Pros: "room and services"
Cons: "can't think of anything"

Cons: "Even the baggage was quick (highly unusual for Columbus, Ohio)! Everything went smoothly."

Cons: "Delays due to Democrats not making deal"

Pros: "Good service this morning"
Cons: "All good"

Pros: "We left early"

Pros: "Arrived ahead of time"

Pros: "The selection of movies was great."
Cons: "The food. No herbal or decaf tea. No decaf coffee. The regular coffee and regular tea was awful; I like strong coffee and tea but on the plane it was terrible. The was not a vegan option for dinner. I thought the pilot announced complimentary beverages; soft drinks, coffee, tea & alcohol. Perhaps I was mistaken or maybe he was. I like the seats (reclining back with the seat bottom moving forward) except the seat bottom is entirely too hard and was bad for my back. The hot towels are a welcome touch. The ride was smooth, the pilots did a very good job."

Cons: "My sit changed last minute, noisy babies"

Pros: "The cheese bites were amazing!"

Cons: "My luggage is lost."

Cons: "After we boarded and were already sitting in our sits the stewardess came and removed our bags from the overhead compartment for another person with a larger bag! We ended up storing our bags under the sits in-front. The way it was done it was rude and with no consideration for our comfort."

Cons: "Delays, delays, delays... first class ticket from BOS to MSP got me a 6 hour delay and a middle seat in econ main cabin at the back of the plane. Delta you suck!"

Pros: "Easy and quick"
Cons: "No complaints"

Pros: "A3A"
Cons: "Ĺ"

Cons: "insufficient overhead luggage space"

Pros: "Food was plenty."
Cons: "Long security lines at Logan. No free WiFi"

Pros: "We were in the plane for 3 hours before we could depart. No one offered us a drink or snack."

Pros: "Comfort Plus allowed us to board early, useful USB ports."

Pros: "Service vey Good. Nice choices. Comfort seating very nice"
Cons: "WiFi awful. Useless."

Cons: "The volume controls on the tv we’re pretty poor. Was either too loud or too soft with only 5-6 volume settings."

Pros: "Great service throughout. Friendly attendants and easy boarding/deboarding processes. Would fly international with them again in a heart beat."

Pros: "The selection of movies to watch was very good."
Cons: "No snacks passed out"

Pros: "i liked the aircraft and the fact that you could watch movies on your phone!"
Cons: "you couldn't hear the staff when they started boarding the plane"

Pros: "Whole thing was easy, plane was nicely updated on the interior"

Pros: "The staff are wonderful and helpful. Best wishes to Delta. Please keep the great employees."

Cons: "Delayed for 4 hours due to mechanical difficulties"

Pros: "the service in general very nice"

Cons: "Much older plane. Not as comfortable as some other planes I've been on."

Pros: "Nice people. Very helpful."
Cons: "LOST MY BAG IN BOSTON BEFORE EVEN TAKING OFF!!!! Did not make it, and then won't deliver it when it makes it to Kathmandu! This is most distressing."

Pros: "Everything else"

Pros: "Complimentary snack mini-meal. Early departure and arrival. Availability of extra seat and elbow room. Free movies."
Cons: "Entertainment screen would not tilt to comfortable angle when passenger in front of me reclined his seat, and the screen/system stopped functioning properly near end of flight."

Cons: "Missed our connection. Spent the night in Minneapolis. Luckily we had no urgent reason to get home to."

Cons: "Jet airways sucks"

Pros: "red"
Cons: "red"

Cons: "Sat on tarmac for over 40 min waiting for gate"

Pros: "Fast boarding"
Cons: "WiFi didn’t work"

Pros: "Easy no hassle check in and board."
Cons: "Absolutely nothing. Thank you!"

Pros: "It was on time,!!!"

Pros: "I didn’t like anything at all"
Cons: "They have to add electronic devices or charge plug on it"

Cons: "Baggage claim number was wrong. They almost took my bag away"

Cons: "The chairs"

Pros: "It was fast"
Cons: "They could have offered headphones, the charging outlet didn’t work"

Pros: "Nothing"
Cons: "I am quite sure there was a booking error and no one was willing to make any accommodation. Should have been charlotte to boston. I ate the cost. Tried to reschedule with cheapo air and voila wrong again. That cost me another $50.00"

Pros: "Drink service- Dr Pepper. Clean bathroom."
Cons: "The seat was very hard but I was sitting in economy."

Pros: "Everything."
Cons: "Nothing"

Pros: "Everything"
Cons: "No idea. I thought everything was good."

Cons: "PHX airport baggage claim was a mess. I had to wait 40 min to pick up the luggages."

Cons: "The gate attendant was very hard to understand and so I couldn’t hear what she was saying."

Cons: "We were told to board quickly so we could leave on time, boarded and sat for more than a half hour. The landing at Monterey was dreadful, hit hard first touchdown and then two more bounces."

Pros: "Coffee"
Cons: "Only snacks available at 5am"

Pros: "Very comfortable, fast, nice staff"
Cons: "They didn’t offer a snack!"

Pros: "Flight crew were very apologetic"
Cons: "Missed connecting flight from Miami. Only one flight per day. Had to take a flight to an alternative location, drive for an hour down the coast and take a ferry to my final destination."

Pros: "Ease of boarding with the group numbers"

Pros: "Best landing I’ve experienced recently!"

Cons: "Too cold"

Cons: "Too many delays as usual"

Pros: "Generally clean plane with good entertainment system and technology overall. Diabetic meal much better than in the past."
Cons: "Didn't announce meal choices at the start so flight attendant had to repeat herself every. Single. Row. They forgot my diabetic meal on the last part them forgot to include cutlery and it took a long time to sort out but they were otherwise lovely."

Pros: "Nice flight, great leg room, staff was friendly and flight was on time."

Pros: "The plane is updated and very comfortable."
Cons: "The change in policy of the 1 bag under seat, caught me by surprise."

Pros: "Friendly attendants, plenty of coffee. Great service."

Pros: "Due to a strong tailwind we arrived 45 minutes ahead of schedule. Great service with attentive attendants. However the plane was older than me, no real entertainment system or outlets to plug in smart devices."
Cons: "Plane needs to be retired or retrofitted to accommodate smart device charging."

Cons: "Boarding chaos at Miami airport."

Pros: "Uneventful and on time"

Cons: "None"

Pros: "Good meals"
Cons: "Not much legroom. Good movie shown but would have like personal options like other airlines."

Pros: "Was on time"

Cons: "Lots of time changes. 1 piece of luggage sent wrong destination."

Cons: "Delayed 3 hrs and then sat on runway upon arrival at ohare. I was forced to check my rollerboard even though I've fit it perfectly in the overhead compartment just yesterday on my previous flight (also American airline)."

Cons: "Paid for extra legroom, got a seat that didn't recline :("

Cons: "No wifi or any video"

Pros: "smooth disembarking"
Cons: "30 mins delay"

Pros: "Got in an hour early. Booya."

Pros: "Everything went fine and was uneventful. For me, an uneventful travel day is a good travel day!"

Cons: "I dislike how early the entertainment system shuts off"

Pros: "Fabulous crew and service, absolutely fantastic."
Cons: "Having to get off!"

Pros: "The plane was new and beautiful"
Cons: "The attendants at the gate we're completely unhelpful. We had booked our tickets separately and we're attempting to get a seat together it took a very long time for the person to say no to us but he said he was helping us and then did that reprinting the same seats we had. He just didn't seem to care at all about anything that was going around."

Cons: "Jetway should not be backed up all the way to the counter. Stop calling so many groups for boarding without knowing that no one is actually getting onboard. Force subsequent groups to step aside until called."

Pros: "Good experience all around."
Cons: "15 minutes late. No big deal though"

Pros: "personal entertainment systems and charging plugs"
Cons: "only pretzels and no headphones offered for the entertainment systems."

Pros: "Not VERY overcrowded"
Cons: "Nothing"

Pros: "Seat were comfortable and I didn't feel claustrophobic."

Pros: "Everything"

Pros: "All good - with every aspect of the trip."

Cons: "Being stuck in a high dollar city for an additional night when i should have made it to the lower intermediary city and flown standby the next day."

Cons: "Fue de lo peor, viaje a Bos a SAL , haciendo escala en NJ , los vuelos súper mega retrasados, pero el más retrasado fue el NJ a SAL , supuestamente iban. A compensar con alimentos pero lo único que dieron fue una galleta vencidas, y una bebida no más mal servicio, no lo recomiendo viajar en UNITED"

Cons: "Food could have been provided"

Pros: "I liked the ticket price."
Cons: "The seat was very narrow with absolutely minimal leg space, and a carry-on bag was not included in the fare."

Cons: "They made me put my carry on under the plane."

Cons: "I didn’t expect to pay to $30 for a carry on luggage"

Cons: "Reliability"

Pros: "It was convienent and easy."
Cons: "Baggage claim time I suppose."

Pros: "i was able to change my seat away from a breastfeeding mom and 2 screaming children"
Cons: "i paid 21.00 for internet which sucked.,buffeted the whole time..couldn’t watch netflix..will be petitioning to get my money back!.."

Pros: "Honestly, don’t care for this airline. There’s always some hiccups with boarding, ride staff, mediocre cabin, etc."
Cons: "Why do they always want to check bags that are your everyday carryon items (large purse, medium backpac, etc.), but allow people to carryon their larger carry on suitcases filling up the overhead bins. Those are the people they should be making check their “carry-one.” And then be rude about it on top of that."

Pros: "Loved the direct Tv"
Cons: "Turbulence"

Cons: "Really expensive internet"

Pros: "it was very punctual and easy to get around."

Pros: "New remodeled gate waiting areas plane"
Cons: "Plane is too old"

Cons: "Multiple delays"

Cons: "It was quite late"

Cons: "The food was terrible."

Pros: "awesome, caring staff"

Cons: "Only sent a code for bad wifi on one of two trips. I wish united airlines would step up their game. At least I didn't get dragged off."

Cons: "United sucks soooooo bad"

Pros: "Competent, organized, pleasant and efficient staff, on time"

Pros: "Everything !"

Pros: "Took off late but landed on time"
Cons: "Packed in like sardines. Hot on board."

Cons: "Everything"

Cons: "Forced to check carryon bags because they said the overhead bins were full. Upon boarding found many overhead bins empty and people who boarded after us were able to bring carryon with them."

Cons: "The plane delay wasn't explained"

Pros: "Very polite clean nice great experience"

Pros: "Service"

Pros: "Nothing"
Cons: "Everything"

Pros: ".."
Cons: "Flights was delayed and connection was unable to be made. My younger brother is now im limbo in newark nj and is not getting much help at all. Very dissapointed in united. He may have to spend the night in the airport they said. Smh"

Pros: "delayed"

Pros: "Everything"
Cons: "NA"

Cons: "I wished there was a snack."

Cons: "Were held up by TSA in San Francisco because we were not given receipt for our dog who traveled with us. (We had a 2 hour layover in SF and took dog outside the security area for relief). Then the ticket counter in SF was understaffed and it took a long time to get the receipt printed (Once at the counter the agent was very helpful, efficient and quick). Should have a pet area inside the security of airports, like Palm Springs does."

Cons: "They mis-tagged my bag and still haven't found it and have not been helpful or informative when I call to check the status"

Pros: "It was a comfy plane ride."
Cons: "I liked everything."

Cons: "Unreliable wifi."

Pros: "Getting off the plane"
Cons: "Bathrooms weren't working, huge lines in aisle, lackluster service. Overhead bins were full by Group 3. late takeoff."

Cons: "I like everything from this."

Pros: "Did get last seat in business class!"
Cons: "The seat assigned online not valid because of change of equipment. Did result in upgrade to business. Very happy outcome."

Pros: "the gate was across from the lounge entrance, after the delay got a seat row to myself"
Cons: "delayed multiple times due to maintenance issue (their fault), no compensation for lost time"

Cons: "Seat/space"

Pros: "Curbside checkin and luggage check"
Cons: "Nothing"

Pros: "Attendants were friendly and helpful."
Cons: "One of the attendants was pushy and rude."

Pros: "Broading was seamless"

Cons: "For reasons known only to them, United managed to separate the reservations of my wife and mine. Having paid for the trip with the Mileage Plus Explorer card, the first checked bag is free for each traveler. At the kiosk check-in at Logan, the machine wanted to bill us $25 to check my wife's bag. It took another 20 minutes to get this rectified."

Pros: "Very satisfied."

Pros: "The flights were delayed nd alot of terbulance"

Pros: "My dinner was delicious"

Cons: "Two time delayed"

Pros: "went smoothly"
Cons: "lack of free peanuts"

Read more about JetBlue
COVID-19 information

Safety measures for airlines flying from Massachusetts to Grand Cayman

Airlines flying from Massachusetts to Grand Cayman have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Massachusetts to Grand Cayman

Mandatory masks

Masks required on board, masks provided on flights from Massachusetts to Grand Cayman

Social distancing seating

Middle seats unavailable to book on flights from Massachusetts to Grand Cayman

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Massachusetts to Grand Cayman

Book cheap flights from Massachusetts to Grand Cayman

Recent round-trip flight deals

10/2
Sat
1 stop
JetBlue
6h 21m
BOS - GCM
10/9
Sat
1 stop
JetBlue
7h 33m
GCM - BOS
9/30
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1 stop
American Airlines
8h 47m
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American Airlines
9h 07m
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10/9
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Multiple Airlines
8h 10m
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10/13
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Multiple Airlines
9h 07m
GCM - BOS
8/22
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Delta
8h 00m
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Delta
10h 04m
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American Airlines
8h 08m
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American Airlines
19h 40m
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American Airlines
7h 44m
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American Airlines
22h 50m
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Delta
18h 00m
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8/24
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Delta
10h 04m
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8h 45m
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United Airlines
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Delta
7h 00m
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7h 00m
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6h 21m
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JetBlue
3h 58m
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22h 10m
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