$89 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 3/17. 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
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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$277

Good to know

Low season

September

High season

February

Cheapest flight

$89
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 22% 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 8219 reviews
8.0Comfort
7.9Entertainment
7.3Food
8.5Crew
8.2Boarding
Airline reviews

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

10.0 ExcellentStephen, Feb 2025SFO - JFK
Read more Delta reviews

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

I loved having a most black flight crew during Black History Month; rather by design or accident I appreciated the representation. ❤️

This was the second flight this week with flight attendant Marcus I’m not sure if his last name is Lane or Lang but this guy is awesome. He funny, attentive and his service is 5 stars. Marcus makes business travel more enjoyable !

Although the flight left late, we arrived early. It was one of the quickest boarding and off boarding experiences I’ve had. It was kind of annoying the only drinks they had were water, coffee, and tea. The flight was very smooth, temperature was just right, and flight attendants were friendly.

Rode in a smaller plane and short trip meant no snacks, no free wifi or tv. It was only 30min flight so honestly wasn’t a big deal to lack these items.

Lower number on this flight so spaced out passengers. Able to enjoy more room to relax during flight. It was lovely.

Kind staff. Snacks are small but that’s the new normal.

Overall, terrible. Flight from SFO was delayed due to “air traffic control issues”, and we were all mislead about connecting flights. Told “you have 20 minutes to catch your connection”. Reality was 5. We got to watch the plane sit at the bridge. Won’t fly Delta with a connection again.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

Great service. Great staff. Boarding was a little slow, but I think there was a service dog slowing things down.

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Loved the leg room and tvs screens on the seats and free WiFi. Wish the price was lower and could save by rebooking

No music app working: no economy meal on five hour flight; hour on tarmac at the end waiting for a gate. Flight itself was smooth and easy.

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

The flight was delayed for 4 hours. Once onboard the crew was wonderful.

Overall was excellent. Will definitely us JetBlue in the future.

Very well organized both boarding and deplaning. Very satisfied with the service I received.

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

I don’t understand the purpose of the orange “priority” tag on my bag. This tagged, my bag is last or near to the last bag to come down the carousel at IAH.

The tv monitor in front of my seat was not responding. The flight crew reset it and it still didn’t work.

The agents was very rude and they charged me $50 for a carry-on bag saying that it was too big and then I saw someone going on a plane with the same size bag as me

Liked nothing. As per previous segment it was delay delay delay.

Terrible. First of all we were delayed 4 3/4 hours departing Honolulu. As we had to leave our condo and the rental car had to be returned we had to go to the airport. Even though we had a business class boarding pass to Washington, since we did not have business class to Montreal we could not access the lounge without paying a $59 fee each. This does not make sense to us. Since we could not meet our original connection United booked us to Montreal via New York LaGuardia on Air Canada. In Washington a further delay got us into LaGuardia too late to make our connection to Montreal so we were booked on another Air Canada flight 3 hours later. We were originally scheduled to arrive in Montreal at 10:40 and arrived at 19:55. A totally exhausting day, United did not offer a meal voucher or any type of compensation. Air Canada did give us a digital meal voucher. The food in United business class is poor among all meals offered. The pods look nice but are not that confortable. Overall would not fly on United again.

Plenty of room for me and the cat in Premium Economy. Seat was comfortable. Boarding was a breeze. The lady at the special check-in desk was great, super helpful and professional.

For the most part united was a good experience, how ever when they came by with the snacks and water, they completely passed by my wife and I. As we were in separate rows. On a 5 hr flight we were not offered water

Fantastic crew. Flight was delayed at last minute but we were given updates every 20 minutes and the crew was so friendly and considerate. I miss the touch screens on the back of the seats, wish they would bring that back though.

Our seats were all the way in back of the plane,

Food choices were very limited. Taste of the dishes was average.

The boarding experience was good; $20 for wifi per flight is uncompetitive compared to Delta, Southwest, and others, and puts American lower on my list given similar pricing.

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Delays on all NY flights. There was no communication on why but they didn’t say it was weather. Other carriers were not delayed.

The flights were terribly delayed and then cancelled which forced us booking another night at the hotel. Very poor management from American Airlines

Extraordinary service in business class, and very good breakfast and snacks. A really lovely flight.

Same as before being upgraded to business class made it perfect

I flew out of Reagan National. My flight was delayed, delayed, delayed, and then canceled ...THREE TIMES over TWO DAYS. Staff were seemingly not empowered to provide information on why the flights were screwed up. A real nightmare.

They cancelled our flight without warning OR a refund. Never doing business with American Airlines again! This is the second AA booked trip in a row that we've had challenges with.

Crew was late. Baggage was late. 2hs inside the plane waiting fro de-icing and traffic. A 3:30hs flight ended up being almost 6hs inside the airplane.

Flight delayed on both ends - have a gate ready at DCA, don't make us sit for 30min after being late to take off as well.

I liked nothing about this flight nor the incredible lack of service and communication on this flight from the Captain to every staff member. Arrogant, entitled and lacking any kind of basic customer service

Everything should be better, terrible flight and airport service. Delayed for 6 hours, flying around for 1 hr, and keeping us on a plane for another 2,5 -3hrs.

The plane was dirty. It appeared that Air Canada did not know vacuum cleaners had been invented. Second, the overhead bins were about 1/3 or 1/2 the size of "normal" bins. That was a problem. The worst was disembarking in the weather in Montreal. I have cold agglutinin disease. That means my red blood cells clump together and then are destroyed when exposed, even by breathing to cold air. A few seconds of exposure can be dangerous. I am now experiencing extreme fatigue caused by the anemia from that experience. I should have had more assistance descending a narrow ramp and then traversing, even if only a few feet, of icy pavement. The blowing snow penetrated my facial covering and has caused problems.

Good airport. Good entertainment on the big flight. Did not have a good way to prop up or mount my phone/ipad

I booked my flight ni November and was placed on standby? How does this happen. Flight was 1 1/2 hours late departure plane was switched to a smaller plane easy to tell this is a government run company they don’t care about anyone

Boarding was a disaster one person checking in 200 people took 25 min to check in zone 1&2.

Old, noisy plane, bad coffee, delayed. Flight attendant was very nice.

Boarding could be improved, no need to wait after a previous group is completed

We boarded 1.5 hours late. Long wait for the bags when we got to Mexico City. Long wait to get on plane with people mover truck. Friendly staff. They answered all questions as best the could. Such a long, long walk from the plane to customs. Thank you, Michael A. Burris Cambridge, Massachusetts USA

Delayed in Fort Lauderdale 3 hours , gave us $15 coupon for meals at 20:50, when most of the restuarant closed at 21:00.

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.
3/12Wed
nonstopJetBlue
4h 29mBOS-GCM
3/19Wed
nonstopJetBlue
4h 07mGCM-BOS
$277
3/17Mon
nonstopJetBlue
4h 29mBOS-GCM
3/24Mon
nonstopJetBlue
4h 09mGCM-BOS
$287
3/12Wed
2 stopsUnited Airlines
17h 39mBOS-GCM
3/18Tue
1 stopUnited Airlines
6h 25mGCM-BOS
$290
3/2Sun
1 stopDelta
6h 58mBOS-GCM
3/11Tue
1 stopDelta
11h 02mGCM-BOS
$292
3/12Wed
2 stopsUnited Airlines
17h 39mBOS-GCM
3/18Tue
2 stopsUnited Airlines
17h 34mGCM-BOS
$294
3/19Wed
2 stopsAmerican Airlines
8h 25mBOS-GCM
3/26Wed
2 stopsAmerican Airlines
8h 58mGCM-BOS
$296
3/5Wed
1 stopAmerican Airlines
9h 20mBOS-GCM
3/10Mon
1 stopAmerican Airlines
19h 36mGCM-BOS
$299
3/20Thu
1 stopDelta
6h 58mBOS-GCM
3/24Mon
1 stopDelta
11h 02mGCM-BOS
$330
5/1Thu
1 stopAir Canada
6h 55mBOS-GCM
5/5Mon
2 stopsAir Canada
24h 42mGCM-BOS
$425
4/19Sat
1 stopAir Canada
18h 35mBOS-GCM
4/24Thu
2 stopsAir Canada
18h 37mGCM-BOS
$480

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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.
3/17Mon
nonstopJetBlue
4h 29mBOS-GCM
$89
2/28Fri
1 stopAmerican Airlines
9h 20mBOS-GCM
$94
4/28Mon
nonstopJetBlue
4h 21mBOS-GCM
$103
3/21Fri
1 stopDelta
6h 58mBOS-GCM
$104
4/28Mon
1 stopDelta
6h 42mBOS-GCM
$108
3/17Mon
1 stopAmerican Airlines
7h 45mBOS-GCM
$114
3/9Sun
1 stopUnited Airlines
10h 55mBOS-GCM
$139
3/9Sun
2 stopsUnited Airlines
31h 45mBOS-GCM
$157
5/18Sun
1 stopAir Canada
24h 40mBOS-GCM
$161
5/15Thu
1 stopAir Canada
6h 55mBOS-GCM
$162

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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.
2/22Sat
multi-stopUnited Airlines
11h 00mBOS-GCM
3/1Sat
multi-stopUnited Airlines
16h 35mGCM-BOS
$556
2/22Sat
multi-stopUnited Airlines
7h 10mBOS-GCM
3/1Sat
multi-stopUnited Airlines
18h 20mGCM-BOS
$560
2/22Sat
multi-stopUnited Airlines
11h 00mBOS-GCM
3/1Sat
multi-stopUnited Airlines
16h 35mGCM-BOS
$601
2/21Fri
multi-stopAmerican Airlines
6h 34mBOS-GCM
2/24Mon
multi-stopAmerican Airlines
7h 31mGCM-BOS
$610
2/21Fri
multi-stopSouthwest
14h 50mBOS-GCM
2/24Mon
multi-stopSouthwest
9h 05mGCM-BOS
$614
2/22Sat
multi-stopJetBlue
6h 06mBOS-GCM
3/1Sat
nonstopJetBlue
4h 07mGCM-BOS
$620
2/21Fri
multi-stop
18h 41mBOS-GCM
2/24Mon
multi-stop
38h 00mGCM-BOS
$758
2/22Sat
multi-stop
33h 04mBOS-GCM
3/1Sat
multi-stop
36h 23mGCM-BOS
$759
2/22Sat
multi-stop
33h 04mBOS-GCM
3/1Sat
multi-stop
36h 23mGCM-BOS
$766
2/22Sat
nonstopJetBlue
4h 29mBOS-GCM
3/1Sat
nonstopJetBlue
4h 07mGCM-BOS
$865

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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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