Find cheap flights from Boston to Grand Cayman

Find cheap flights from Boston to Grand Cayman

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

Round-trip
Economy
Boston (BOS)
Grand Cayman
Tue 6/22
Tue 6/29
Any month
Bundle with 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

Top tips for finding cheap flights to Grand Cayman

  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be January, November and December. The cheapest month to fly to Grand Cayman is August.

FAQs - booking Grand Cayman flights

How long is the flight to Grand Cayman from Boston?

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Top 4 airlines serving Boston Logan Intl to Grand Cayman

Scores according to KAYAK customer reviews

8.1
JetBlue
Overall score based on 19,579 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."

Pros: "MINT CLASS is amazing"

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: "Nice planes, better treatment than other airlines."
Cons: "Fly at Mach 2!"

Cons: "My daughters video screen didn’t work."

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

Pros: "Movie selection"

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: "Nothing"

Pros: "price"

Cons: "Tsa precheck line was long and then the"

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: "None"

Pros: "Everything! the best part was that the they kept the middle seat empty!"
Cons: "nothing"

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."

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"

Pros: "The only thing I liked about the experience and flight was the Delta Sky Club"
Cons: "Everything"

Pros: "Seat was comfortable and I got extra Biscoff Cookies"
Cons: "Great trip"

Pros: "Great food and service in first class"
Cons: "Water waiting on table on arrival"

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: "Smooth flight."
Cons: "Tight seat. Small space."

Pros: "We left early"

Pros: "Arrived ahead of time"

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

Pros: "Great service"
Cons: "Look, if your kid is so young that he can’t get in a plane without screaming for four hours, you shouldn’t bring him on a plane and subject 200 people to that. It’s rude and selfish."

Cons: "My luggage is lost."

Cons: "I understand Mother Nature causes issues tkayakhat no one can control but when I'm receiving updates from the 3rd party travel app that isn't the airline before receiving any information directly from the airline via the gate agent or Deltas travel app and the gate agent not being able to verify the 3rd party travel app something is wrong."

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!"

Cons: "Tray table was broken, I was downgraded from Comfort plus to main cabin after a plane swap with no mention by anyone and no compensation. Flight was delayed 45 minutes because a flight attendant was running late and then to top it off, at the end of. The flight the attendants blocked anyone fromaim cabin from leaving until all of first class had departed, even when no one was coming they still Blocked it off. This is a practice I have never seen on delta and haven't seen in aviation in almost 20 years in the US"

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

Pros: "Plane was on time."
Cons: "My seat assignment was in the last row of the plan when the plane was not full"

Pros: "A3A"
Cons: "Ĺ"

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

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

Pros: "The staff. They were very helpful and polite!"
Cons: "We didn’t leave on time"

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: "Quick flight"
Cons: "Paid $30 for wifi and it never worked. Would like a refund"

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

Pros: "the service in general very nice"

Cons: "Delay in leaving from the airport there were issues with Web checkin Crew wasnt able to give me my boarding pass for the connecting flight and kept saying going to the other counter"

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: "I was thankful for the early boarding with a lap infant and was very pleased with the options for entertainment on the TV monitor."
Cons: "The main issue I had was that we sat in row 34 and the noise from the engines often made it difficult to hear announcements, even with headphones in. Look into possibly zoning the audio and turning it up a click or two for rows behind the engines."

Cons: "My wife was told she could not board our flight from Boston to Paris because her passport was expired, even though it was not expired. We were told that in Europe passports cannot expire within 3 months of your departure. However, Delta never let us know about this rule until we literally were boarding the plane. How they could not make us aware of this until we were boarding the airplane is unbelievable and unacceptable. This has ruined our vacation which has been in planning for the last six months."

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

Cons: "Jet airways sucks"

Pros: "Free first checked bag, comfy seats"
Cons: "Would have liked more movie selection"

Pros: "red"
Cons: "red"

Pros: "Delta service and conford are great."
Cons: "Pay for wifi"

Pros: "Flight on time"
Cons: "Unfriendly sataff. Not informed that we have to me know in with a difrnt confirmation number related to the operating Claire. I had to spent one hour to fit this information to be able to check in.? It was an international flight but it was treated like a domestic flight. We were not even offered the curtesy snake for a domestic flight by unfriendly stewards apparently unhappyted with her job. Apparanty all American carrier staffs has no respect for customers. It is not only s united problem. Curtesy and respects goes both ways. They need to be retrained in public relation."

Pros: "Impressed with food and crew!!"

Pros: "Problems started at check in and it went downhill from there"
Cons: "Customer service mostly"

Pros: "Crew were wonderful."
Cons: "It would be good if ba could stop losing my luggage."

Pros: "Wonderful crew!"
Cons: "It is impossible to get comfortable in those seats."

Pros: "Clean"
Cons: "3+ hours late"

Pros: "BA lounge at Boston Airport"
Cons: "Departure delayed more than 2 hours"

Pros: "I’m always impressed with the friendly and caring nature of the British Airlines staff. They always go the extra mile (or km) to make sure that you’re happy."
Cons: "The food, but who flys for the meal"

Cons: "Too many delays"

Pros: "Ease of boarding"

Pros: "New bedding is comfortable!"
Cons: "1. No toiletries were available for business class even on this flight. 2. There was no food choice especially if you prefer vegetarian. 3. Even if One presses a button to request for some water, no one comes to the seat; this habit of BA continues for the good part of the last decade. Reminded me why I stopped flying BA! 4. No wifi even in Business class! Someone in senior management of BA needs to fly SQ, Cathay, Qatar, Emirates and learn what can be improved. Most of these airlines have better service in economy than business on BA!"

Pros: "Nothing"
Cons: "Incredibly poor customer service and their policy's are full of sneaky loop holes. Will NEVER fly with them again."

Pros: "Wonderful service ....i like everything"
Cons: "Everything was okay"

Pros: "Flight left on time, plane was clean, entertainment options were good and flight attendants were cordial."
Cons: "Food was marginal- avoid the chicken curry."

Pros: "Crew and staff were very nice."
Cons: "Flight was overbooked even though we booked the flight 2 months ahead of time"

Pros: "Crew was great, food was excellent."

Pros: "6 hours, no audio port to listen to movies or music or news, poor food “Mechanical” steward service"

Pros: "Checking in efficient, lounge comfortable"
Cons: "Average service. Crew not very interested."

Pros: "The flight attendants were very friendly and helpful - much better than my experiences recently on SwissAir and TAP. That made the difference between an acceptable flight experience and a good one. Food and entertainment options were fine - nothing to write home about."
Cons: "My food tray was broken - okay to eat on but hopefully fixed soon."

Cons: "4-hour delay, switched to other flight. Luckily I wasn't in too much of a rush."

Pros: "Great crew"
Cons: "Old entertainment system"

Pros: "Airline accommodated the delay with free room and meal voucher."
Cons: "Flight was delayed 24 hours. Text message was sent on route that the flight was on time. Mechanical problems."

Pros: "the meal, the aircraft, the friendliness of the flight crew, the on time departure and arrival."

Pros: "Food, seats pretty good , movies offered some good choices much better than US carriers"
Cons: "Heathrow airport at 4:30 AM not fun at all"

Pros: "Ticket price"
Cons: "It's third time British airways lost our baggage. Come on BA, you can do better than this!"

Pros: "Everything"

Pros: "The food on the flight was good and the wheelchair assistance was good too."

Cons: "Seat was very uncomfortable and food was not good! Staff was so so!"

Cons: "Had a horrible time reserving a seat ( willing to pay) because the confirmation number changed and I was not informed. Took several calls to BA, a trip to the airport and an act of god to finally mange it. Was very stressful."

Pros: "The crew was very nice, and I enjoyed the complimentary glass of wine with the meal!"
Cons: "The entertainment was kind of blah and the food was horrible."

Cons: "Only had 1 breakfast on the flight and nothing else."

Cons: "Headphone jack was broken and due to an issue at baggage check in Boston I stood in line of less than 30 people for 2 hours and almost missed my flight."

Pros: "I always try to fly British Airways whenever possible."

Pros: "They got me on a direct flight to Madrid on Iberia. That worked out though I had to leave 2 hours earlier. Good service."

Pros: "Great Service"
Cons: "Check in"

Cons: "Overall was excellent"

Cons: "Nothing"

Cons: "Cabin crew seemed uninterested in passengers. Hot food was honestly disgusting and there were no snacks other than a sugary chocolate bar"

Pros: "Very much enjoyed the pleasant flight attendants. And we enjoyed the complimentary cocktails"
Cons: "The curry chicken was horrible, sorry."

Cons: "Flight attended was unfrontly.. bad food..."

Pros: "crew was very welcoming which made our journey very comfortable"

Pros: "Everything! Best airline ever."

Pros: "The entertainment controls give many options which is nice to help pass the time."
Cons: "The attendants were not as helpful as I thought they should have been and actually were a bit unpleasant."

Pros: "Food ok"
Cons: "Couldn't get seat to go flat. Not the only seat with this problem. Seat too narrow in business. No place to put stuff conveniently. Kind of miserable on this A780. Or whatever the big plane is called."

Pros: "Entertainment, timely boarding"
Cons: "Delayed landing, one or the attendants was very rude"

Cons: "Lost luggage"

Pros: "On time."
Cons: "Economy seat space is inappropriate for any paying customer."

Pros: "Live counters for dinner Boarding directly from lounge"

Pros: "Good entertainment options, crew was nice, ride was smooth."
Cons: "I had a very tight layover and it took forever to get off of the plane, I nearly missed my next flight - it would be nice if short layover passengers got de-boarding priority."

Pros: "The flight got us there safely."
Cons: "The security area was crowded and loud with a man shouting instructions you could barely hear. No one was helpful. No one was there to answer questions. An extremely unpleasant experience."

Pros: "Ear phones for those of us who did not bring any. Having a meal and drink available and at no extra cost."
Cons: "Not knowing if I could get an extra drink after the food was served, would have been helpful. Snacks of chips, pretzels would be tasty. Offering more water or a larger container offered would help. Explaining how u have to get to the next terminal would help. Having to go to many shuttles is confusing."

Pros: "Crew members were okay"
Cons: "Wifi could be better"

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,!!!"

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: "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."

Pros: "On time"

Pros: "Great entertainment system."
Cons: "Over an hour late."

Cons: "Horrible disorganization at boarding. Board from back to front for goodness sake...its common sense."

Read more about JetBlue
COVID-19 information

Safety measures for airlines flying from Boston to Grand Cayman

Airlines flying from Boston 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 Boston to Grand Cayman

Mandatory masks

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

Social distancing seating

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

Pre-flight testing

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

Book cheap flights from Boston to Grand Cayman

Recent round-trip flight deals

11/8
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JetBlue
6h 21m
BOS - GCM
11/12
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JetBlue
8h 27m
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American Airlines
6h 18m
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11/26
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7h 16m
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7h 44m
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5h 57m
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49h 45m
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39h 05m
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British Airways
48h 00m
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