$98 Find Cheap Flights from Boston to Grand Cayman

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Grand Cayman departing on 1/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Grand Cayman, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Grand Cayman, as well as popular online travel agencies
In the last 7 days travelers have searched 41,299,237 times on KAYAK, and here is why:

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Best Grand Cayman Flight Deals from Boston

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

George Town
George Townnonstop$294

Good to know

Low season

July

High season

February

Cheapest flight

$98
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from Boston to George Town

FAQs - booking Grand Cayman flights

  • How does KAYAK find such low prices on flights from Boston to Grand Cayman?

    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 Boston to Grand Cayman.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston to Grand Cayman?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Boston to Grand Cayman 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 Boston to Grand Cayman?

    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 Boston to Grand Cayman 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 Boston to Grand Cayman?

    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 Boston to Grand Cayman up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Grand Cayman

  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be March, April and May. The cheapest month to fly from Boston is January.

Top 5 airlines serving from Boston to Grand Cayman

 
See real verified KAYAK customer reviews for airlines flying from Boston to Grand Cayman. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Boston to Grand Cayman? 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 8601 reviews
8.0Comfort
8.2Boarding
8.6Crew
7.3Food
7.9Entertainment
Airline reviews

I was with one of the last zones to board. It was kind of annoying to finally get called to board and my whole section was already on the plane. Clearly they boarded with previous zones. So by the time I got on board, there were no spaces for my luggage above my head. I had to put my luggage 4+ rows behind me, which meant that I had to wait even longer to get off the plane, since I had to wait for those rows to clear the aisle before I could retrieve my luggage and exit the plane. This also held up the plane cleaners, as they couldn't service my row until I cleared it, so they were all standing there waiting for me, while I'm standing there waiting for the other passengers to clear the aisle. Anyways, I wasn't in a rush this time, so I just waited, but I could see that being a problem in the future. Now, I could have checked my luggage, of course, but coincidentally, a friend of mine on the same flight got their luggage damaged (wheel completely knocked off) and was told by the Baggage Attendant in the airport that Delta doesn't "cover wheel damage" on luggage. This was disappointing to hear. I'm glad I didn't check mine through. If it were my luggage, I'd be highly frustrated to hear that. It makes me not want to check my luggage in the future.

8.0 ExcellentMelodii, Dec 2024ATL - MSY
Read more Delta reviews

I was with one of the last zones to board. It was kind of annoying to finally get called to board and my whole section was already on the plane. Clearly they boarded with previous zones. So by the time I got on board, there were no spaces for my luggage above my head. I had to put my luggage 4+ rows behind me, which meant that I had to wait even longer to get off the plane, since I had to wait for those rows to clear the aisle before I could retrieve my luggage and exit the plane. This also held up the plane cleaners, as they couldn't service my row until I cleared it, so they were all standing there waiting for me, while I'm standing there waiting for the other passengers to clear the aisle. Anyways, I wasn't in a rush this time, so I just waited, but I could see that being a problem in the future. Now, I could have checked my luggage, of course, but coincidentally, a friend of mine on the same flight got their luggage damaged (wheel completely knocked off) and was told by the Baggage Attendant in the airport that Delta doesn't "cover wheel damage" on luggage. This was disappointing to hear. I'm glad I didn't check mine through. If it were my luggage, I'd be highly frustrated to hear that. It makes me not want to check my luggage in the future.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

Typically I give delta excellent reviews. Our flight was delayed 2hrs, I was one of the fortunate ones who were able to get to my connecting flight. Also, annoying that on the connecting flight boarding personnel make me put away a small bag into my carryon. It small enough to put in back pocket seat, why hold me and the line up to just push it into my carryon.

Logan airport construction meant that boarding was chaotic crowded and delayed

Everything was great. Great service, excellent communication, and early arrival

We were forced to wait nearly 50 additional minutes before leaving the terminal.

Free Wi-Fi is good. That’s all - food mediocre, unfriendly crew, poor communication after trying to file a claim for my lost bag, which Delta didn’t even know was lost until I told them.

Delta flight attendants poorly managed the boarding process and overhead storage. My bag was checked last minute and no claim ticket was provided. My bag is now lost. Complete incompetence by all flight crew involved.

Inexpensive, got an exit row aisle aeat with no middle passenger, bought a great breakfast sandwich, flight comfortable & arrived ahead of schedule.

Customer service at the gate in the flight was exceptional. On time. Aircraft and seat was decent. Thanks Delta. 💗

I rate it is good we had a 4-hour travel delay at one point but JetBlue gave out food vouchers and travel points credits for another flight so they try to make up for it

Smooth boarding and friendly crew. Unfortunately as soon as we boarded the unit that provides air circulation failed. The pilot informed us and requested maintenance technicians to check it out. The plane became uncomfortably warm without any fresh air coming in. Plus the repair delayed our departure. I am glad the maintenance crew were able to fix the problem. I also was without use of my tv monitor for the first 1/3rd of the trip.

Flight was on time arrived at the destination 10min early they kept in touch via email

Communication with the customer and stay is important. Staff off with a minor inconvenience but it worked out of course. Also this was a very old Mint Class plane. They snuck this one in on us. The updated aircraft are much better.

The flight itself was fine, but the boarding process was extremely frustrating. There is no one scanning boarding passes - passengers just scan themselves and enter the jetway. By the time my husband and I got on the plane and were halfway to our seats they determined there were too many bags on the plane and everything at that point needed to be checked. This created a lot of unnecessary chaos. They should have alerted people before getting on the plane that they would need to start checking bags instead of waiting until people were already on the plane.

The best flight I’ve had in a while. The plane was like 25% capacity, if that. Smoothest boarding and deplaning process I’ve ever experienced. Wish all flights were this smooth.

Did not enjoy this flight at all. All of my coworkers flew delta and I chose JetBlue because I really value how simple the WiFi and entertainment is and this flight I didn’t get either. Crew staff was unsympathetic to my system not working, everyone I asked for help with was extremely bothered by my request for help.

In flight on demand didn't work at our seats. Only a single beverage/snack run.

Little snafu at boarding. Staff communicated with gate poorly. Flight attendant was rude making disembark early. This was an older mint class. Needs an overhaul for sure. Food was good. The male flight attendant was really nice.

My encounter with the entertainment services provided on board was moderate; the functionality of the Wi-Fi connection was either sluggish or nonoperational, while the display screens were antiquated and suffered from poor visibility. On the positive side, the cabin exuded a sense of expansiveness, and the crew exhibited amiable and accommodating behavior throughout the journey.

We arrived early and finally made it to our gate almost an hour after.

The reason I don’t fly United. No in seat entertainment for a long flight and inconsistent WiFi and entertainment available from my device.

We were delayed 3x and because I didn’t purchase my tickets directly from United Airlines I was told I Have to take care of it myself so I called Underpricer and they helped me but before I changed my flights I took the risk of sticking by what my tickets were and was lucky to have gotten on the original all flight with only 15 mins before take off. not sure if I will do this again

horrible website for checking in- no option just to write the passport number; ludicrous

The planes are so dirty! Food crumbs and finger print smudges, Dust over the vents and carpet stains. It’s disgusting.

Everything good until we waited for jet bridge at SFO. Then pilot gets on speaker & said it won’t reach plane- too short, need to go to different gate. Then 5 min later, adjusted plane/jetbridge & all ok?!?

Nothing, whole flight was a nightmare, was forced to check my carryon bag at the gate, staff was rude and unprofessional

David went above and beyond to make our flight the best that it could be

Was a pain having to leave the plane and reboard but glad the plane was fixed

How badly can you screw up baggage claim? We were told to go to baggage claim too for our bags from this flight. Another flights bags were there. They finished up. More bags from a different flight arrived. Our bags did not Finally the baggage claim belt stopped working and and are flight was still listed on the arrivals for that baggage claim 2. And then nothing It turns out that they had been delivered not only the United baggage claim but far away on a Delta baggage claim No I never told us. It was only the people looking around who had been on the flight But I’m sure there was plenty of time for the employees to raffle through the bags and steal whatever they wanted

Other than being delayed 5.5 hours and having to get a hotel because I missed my connecting flight, it was an okay flight. No in-flight Wi-Fi or entertainment.

Flight areas delayed 3 hours , train in the airport didn’t work

Flight attendant walked away once they landed and we were forced to wait another hour after an already 3hr delay.

No overhead space so all carryons were checked. No internet.

The flight was on time and everything went very smoothly.

A thousand choices for movies and nothing to watch. I avoid 'R' rated shows and others with violence and sexual content, which results in a handful of flicks to view and I have them already.

I think I paid for an extra legroom seat and to be honest, there was not a lot of space available for my not very long legs. The flight was totally full and the staff did everything possible to meet the needs of all passengers. My only concern was for the size and spacing of my seat.

Typically, I am always impressed with American personnel. These you run into the rude old hags that are still around. I can tell over my 40 years of flying with them, they have made strides in improving their attitudes.

Two issues. The plane was old and dirty. The armrest looked like an old car that had the vinyl rubbed off. The Seats in these aircraft are about as hard and uncomfortable. I want to tour Italy for a month and I want to buy a one-way ticket to Thailand but I will not sit in the seats these planes have. It is seriously stupid how hard they are.

The seat could not recline. This was not indicated as such when I paid for the seat. So itvwad not the most comfortable ride. At boarding, the staff could have more pleasant even though it may be an intense time.

Very good. Very efficient. Entertainment was not functioning both ways which was disappointing.

Lots of announcements that no wheeled carry on bags were allowed on the flight, yet the overhead bins were totally full and made it uncomfortable trying to get through and significantly held up departure. Why were they allowed on when they said that they weren't? Trash only came by soon after service and I wasn't ready to dispose of it. I had to first hold on to it and after flagging and attendant was told to stuff it in the seat back! I have never run into the need to walk outside in northern winter weather at an international airport and wasn't dressed to do so in the cold pouring rain! I'm not thinking that I'll be back unless I hear things have changed.

My first flight left so late we knew I would miss my connection. Rather than redirecting me then, they made me take a flight to Montreal, then Toronto (there was a flight leaving for Toronto when I was in NYC, no need for me to also go to montreal). Then they gave me a food voucher that did not work (4 places would not accept it). At least they gave me a hotel automatically, even though it was a cheap crappy one. I'm still not home, and it's been over 24 hours. I'm exhausted.

Liked the size of seats. Not much food offered given length of flight.

The boarding was at a dual gate hallway and there was only one spoken explanation about which way to turn to board the correct plane. It wasn't marked visually at the split in the gate. The phone charger did not work at my seat. The temperature was quite chilly throughout the flight and the recorded announcements were extremely loud for a small plane.

The Air Canada staff at the gate in Newark were fantastic and so very helpful!!!

Flight was delayed 1.5 hours as crew was stuck in traffic...that is absurd that the airline would be transfering a crew by car through NYC during rush hour. I missed my shuttle bus and got stuck in Vancouver for the night. Airline did not offer a voucher

I booked these flights for our group of 4 people several months in advance. On the departing flight, I checked in 24 hours before flight and was able to select the seats that we liked. On the return flight, I had no internet access until about 12 hours before flight, when I tried to check in, we were scattered all over the plane in middle seats which is absolutely ridiculous. I book all 4 ticket in 1 booking MONTHS in advance, the preassigned seats should be together, NOT scattered in 4 different rows in middle seats.

Very unfriendly crew, Air Canada should hire staff that are willing to do their job and be friendly to others. Unmannered flight attendants.

It was absolutely awful in every week. A mechanical failure led to a 6 hour delay, cancellation and rerouting.

Book cheap flights from Boston to Grand Cayman

Recent round-trip flight deals

 
These are the cheapest round-trip flights from Boston to Grand Cayman found on KAYAK in the last 72 hours.
1/11Sat
nonstopJetBlue
4h 30mBOS-GCM
1/18Sat
nonstopJetBlue
4h 00mGCM-BOS
$294
1/11Sat
1 stopAmerican Airlines
8h 00mBOS-GCM
1/18Sat
1 stopAmerican Airlines
9h 04mGCM-BOS
$308
1/11Sat
2 stopsAmerican Airlines
16h 59mBOS-GCM
1/18Sat
2 stopsAmerican Airlines
17h 55mGCM-BOS
$313
1/18Sat
2 stopsUnited Airlines
17h 47mBOS-GCM
1/25Sat
1 stopUnited Airlines
6h 14mGCM-BOS
$328
3/12Wed
2 stopsUnited Airlines
18h 09mBOS-GCM
3/16Sun
2 stopsUnited Airlines
16h 23mGCM-BOS
$330
1/18Sat
nonstopJetBlue
4h 30mBOS-GCM
1/25Sat
1 stopJetBlue
8h 39mGCM-BOS
$374
1/2Thu
1 stopDelta
8h 52mBOS-GCM
1/24Fri
1 stopDelta
10h 54mGCM-BOS
$388
3/14Fri
1 stopAir Canada
8h 50mBOS-GCM
3/21Fri
2 stopsAir Canada
24h 53mGCM-BOS
$420
3/14Fri
1 stopAir Canada
8h 50mBOS-GCM
3/21Fri
1 stopAir Canada
20h 12mGCM-BOS
$427
1/18Sat
1 stopDelta
6h 58mBOS-GCM
1/23Thu
1 stopDelta
10h 54mGCM-BOS
$464

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Boston to Grand Cayman found on KAYAK in the last 72 hours.
1/18Sat
nonstopJetBlue
4h 30mBOS-GCM
$98
1/19Sun
1 stopDelta
6h 58mBOS-GCM
$102
1/30Thu
2 stopsAmerican Airlines
17h 25mBOS-GCM
$108
2/22Sat
1 stopUnited Airlines
11h 00mBOS-GCM
$118
1/4Sat
1 stopAmerican Airlines
10h 58mBOS-GCM
$127
1/18Sat
1 stopUnited Airlines
10h 50mBOS-GCM
$147
3/23Sun
1 stop
29h 41mBOS-GCM
$155
2/19Wed
1 stop
25h 11mBOS-GCM
$162
3/22Sat
1 stopAir Canada
19h 15mBOS-GCM
$164
6/16Mon
1 stopAir Canada
6h 55mBOS-GCM
$184

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Last minute flights from Boston to Grand Cayman

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Boston to Grand Cayman that are departing in the next 10 days.
12/24Tue
multi-stopDelta
8h 52mBOS-GCM
12/28Sat
multi-stopDelta
9h 21mGCM-BOS
$513
12/24Tue
multi-stopAmerican Airlines
7h 00mBOS-GCM
12/28Sat
multi-stopAmerican Airlines
8h 07mGCM-BOS
$563
12/23Mon
multi-stopDelta
6h 47mBOS-GCM
1/1Wed
multi-stopDelta
9h 03mGCM-BOS
$573
12/24Tue
multi-stopJetBlue
6h 37mBOS-GCM
12/28Sat
nonstopJetBlue
4h 07mGCM-BOS
$598
12/24Tue
multi-stopAmerican Airlines
23h 39mBOS-GCM
12/28Sat
multi-stopAmerican Airlines
11h 03mGCM-BOS
$620
12/22Sun
multi-stopUnited Airlines
26h 43mBOS-GCM
12/26Thu
multi-stopUnited Airlines
25h 55mGCM-BOS
$628
12/22Sun
multi-stopUnited Airlines
19h 20mBOS-GCM
12/25Wed
multi-stopUnited Airlines
10h 04mGCM-BOS
$649
12/23Mon
multi-stopJetBlue
6h 37mBOS-GCM
1/1Wed
nonstopJetBlue
4h 00mGCM-BOS
$850
12/24Tue
multi-stop
25h 05mBOS-GCM
12/28Sat
multi-stop
16h 50mGCM-BOS
$1,495
12/24Tue
multi-stop
25h 21mBOS-GCM
12/28Sat
multi-stop
39h 39mGCM-BOS
$5,110

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Everything you need to know for your flight to Grand Cayman

Information on your arrival and departure airports

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