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Find cheap flights from Boston to Grand Cayman from $136

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 7/8. 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.
1 adult
0 bags
Tue 6/18
Tue 6/25

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Best Grand Cayman Flight Deals

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

George Town
George Town1 stop$377

Good to know

Low season

September

High season

February

Cheapest flight

$136
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 8% 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 to Grand Cayman from Boston 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 to Grand Cayman with an airline and back to Boston 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 to Grand Cayman from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 5 airlines serving from Boston to Grand Cayman

 
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 10635 reviews
7.4Food
8.0Entertainment
7.9Comfort
8.2Boarding
8.6Crew
Airline reviews

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

8.0 Excellentrghinftl, May 2024FLL - BOS
Read more about Delta reviews

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Half the bathrooms assigned to economy were out of action

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

The 1st class male crew member was very pleasant - the short female with round glasses , maybe in 50’s had no personality- never spoke when delivering my food, drink, & never smiled the whole trip! In fact looked annoyed when the boarding proses was happening- I would never hire this woman - unfriendly . Have never dealt with a crew member like her-

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

I had back trouble prior to my flight and everyone was great about helping me.

My tv was broken on the flight which is disappointing when you pay for a seat and expect a service

Always delays from Boston to Salt lake but this time was very long. Don’t understand while they board the passengers and then make them sit in the plane

The boarding and flight were ok, but there were several painful issues. The flight was 3:20 in the air and almost four hours door to door, but they only had snack packs on the plane. They really need to have food on longer flights or make it clear to everyone that they won’t have food. They also advertise free WiFi, but it did not work for 90% of this flight. Again, almost four hours door to door. If I had known I was flying spirit for JetBlue prices then I would have planned differently.

Service for food to our seat was a bit slow. Snack choices were just pretzels or baked chips. My seat cushion was not attached. Other than Barbie, video choice were not very good or current.

After we landed, we were held on the plane for 30 minutes. There was no one at the gate once we landed and we forced to sit on a plan that had already over an hour delayed.

almost 4 hour delay as they over booked and had to wait for 8-10 volunteers to agree to travel next day.

Old plane. No outlets for laptop or phone. Seats worn out. Area around seat dirty.

I loved the flight and the crew. It was comfortable and smooth.

The crew was openly hostile and condescending to the customers. They spent the majority of that time in the rear talking and seemed really agitated when people asked questions. I heard five different people told that the information they requested was in the handout or safety brief.

My seat was broken. WiFi didn’t work. Gate crew at HOU were rude and condescending. Treated all the passengers badly. Bad experience, United.

First flight of the day… MINIMUM FUEL! 15 minute landing delay at HOU due to fog turned into a 2+ hour delay! Rather than circle, they had to divert to another city to refuel! Sat on tarmac at Austin to refuel. We ALL missed our connections! The crew, including pilots, were clueless. Crew was really a mess. At HOU, Untied employees were exceedingly rude to all. It was pitiful.

Food wasn’t very good, old business seating configuration on an old A340

An hour and a half late is UNACCEPTABLE. The negative impact to our family is unconscionable. And for the price we were forced to pay...

Standard flight experience, but there is only power at the seat to row 20 on the aircraft, on my initial check in it did not say that was the case

Not a fan of the diagonal partially enclosed business class seats or how they have to be converted to beds manually by crew. I prefer more isolation and user control for switching to lie flat.

No lounge access with “United First” ticket. False alarm about late flight, jeopardizing connection. Wrong meal. Loose power socket would not hold plug, could not charge device. In-flight access to text messaging did not work. Toilet seat on plane would not stay up.

We ended up with seats in the very back. So they did not recline. Have no idea why, we reserved and checked in very early. The isles were very narrow and the seats had very little leg room. But they did give us water, and a snack.

Energetic crew - flight full of swiftied going to Taylor's opening show in Paris! Long lines for bathroom made out kind of suck though

Check in etc was very good. As for on the plane, it was like flying in a freezer. It was so cold, i have flown for years and never been so cold on a plane. Staff on board said its always cold when flying which is a load of rubbish. They wouldnt put any heating on and now i have the flu because of this .

The preferred seats where awful. Impossible to use them again

The flight was short. However, my bag was delayed and was put on another flight.

Flight attendant was incredible. Very efficient, friendly and pleasant. Patricia was one of the best I have ever seen. Please give her a big raise!

Delayed multiple times. Boarding was ok but getting off the aircraft was a mess. So disorganized with staff trying to help the elderly but completely blocking path for anyone else to move. Bathroom was disgusting, probably caused by one of the customers but staff couldn't care less to help clean it. No one wanted to use it since the floor was completely soaked so everyone just lined up the other restroom while the staff just chit chat with each other while looking at us.

LIT to DFW - 3 hours late; the entire plane had been boarded before they told us there was a delay due to a weather-related ground stop in Dallas. DFW to MAY - 2+ hours late due to A/C needing to be repaired after everyone had boarded, then when we finally reach the runway, the First Officer timed out and we had to taxi all the way back to the gate and wait for a new one. I arrived in New Orleans 5+ hours later than I should have. Return flights were completely cancelled; rebooked through the app to fly through CLT instead of DFW. MSY to CLT had no issues, but CLT to LIT was delayed 1.25 hrs because flight attendants had not arrived to the airport yet. At least they didn’t make us all sit on the plane to wait for them. I should have driven.

Tray table was filthy when I sat down. I needed to have someone come clean it because there was food and stains on it WiFi didn’t work after paying for in flight WiFi Food was terrible and was not filling at all Chicken was rubbery Flight attendant had an attitude, interrupted me and wasn’t able to answer basic questions about the food selection such as “does the chicken have red sauce in it”. If your flight attendants are not going to know what is in the meals so we can make an educated decision based on dietary restrictions, they shouldn’t be on the plane. My 1.5 year old niece was sleeping and dropped her binkie. I went on the ground under the chairs looking for it. It was at that time that she came up to me as I’m CLEARLY on all 4s with a flashlight and said “I need to get by”. I said one moment please I’m getting something from under the seat (while my head was literally under the seat). Her reply was “no you need to move now” and proceeded to almost push me out of the way. I looked up and all I saw was her toes under my eyes. When I looked in front of me, her private parts were inches away from my face. I then made a comment “you couldn’t waited 2 seconds?” and her response was, “no I need to use the bathroom”. I understand that and would never want to be the reason someone couldn’t get to the bathroom but I was under the seat. She could’ve gone around the other way instead of harassing me, basically placing her private parts on my head and borderline pushing me out of the way. You don’t pay (especially this much) for this deplorable experience. This was by far the worst experience I have ever had on American. I will be absolutely thinking twice and thrice about flying American Airlines again. I would rather pay more to fly delta because at least I know their WiFi will work and their flight attendants won’t have a terrible attitude for no reason, nor will they act the way this woman did. Unacceptable.

Tray table was filthy when I sat down. I needed to have someone come clean it because there was food and stains on it WiFi didn’t work after paying for in-flight WiFi. Food was terrible and was not filling at all Chicken was rubbery Flight attendant had an attitude, interrupted me and wasn’t able to answer basic questions about the food selection such as “does the chicken have red sauce in it”. If your flight attendants are not going to know what is in the meals so we can make an educated decision based on dietary restrictions, they shouldn’t be on the plane. My 1.5 year old niece was sleeping and dropped her binkie. I went on the ground under the chairs looking for it. It was at that time that she came up to me as I’m CLEARLY on all 4s with a flashlight and said “I need to get by”. I said one moment please I’m getting something from under the seat (while my head was literally under the seat). Her reply was “no you need to move now” and proceeded to almost push me out of the way. I looked up and all I saw was her toes under my eyes. When I looked in front of me, her private parts were inches away from my face. I then made a comment “you couldn’t waited 2 seconds?” and her response was, “no I need to use the bathroom”. I understand that and would never want to be the reason someone couldn’t get to the bathroom but I was under the seat. She could’ve gone around the other way instead of harassing me, basically placing her private parts on my head and borderline pushing me out of the way. You don’t pay that much for this deplorable experience. This was by far the worst experience I have ever had on American. I will be absolutely thinking twice and thrice about flying American Airlines again. I would rather pay more to fly delta because at least I know their WiFi will work and their flight attendants won’t have a shitty attitude for no reason, nor will they act the way this woman did. Unacceptable.

Liked - nothing. Disliked - delayed 35+ min sitting on the plane. Caused me to miss my connection in Charlotte. American Airlines is the worst US Air Carrier company with atrocious customer service.

Worst situation ever! I booked my tickets for this trip on Alaska Airlines. I guess AA is a partner and we flew nonstop from Eugene to PHX on an AA jet. I had to pay for luggage from PHX to EUG. And this was an Alaska Airlines reservation paid for with Alaska airlines credit card! Got to the PHX airport and was not able to check bags because of some weird issue with the AA software. My reservation had to be the-entered by the agent. I will never pick another American Airlines flight on the Alaska Airlines website. While on vacation, I tried to upgrade our seats for the trip home. The request just buffered and never went through. I tried four times and was charged four times on my credit card. The card was charged but the seats were never changed. What a wreck!

Left from gate 30 minutes before flight. Never been late to a flight ever. It says 15 minutes before explicitly on the ticket.

Plenty of room in the exit row. Sat on the plane an hour before taking off.☹️ Landed late and had to wait for gate availability.

Flight was on time early arrival better entertainment good staff.everything was excellent

Delayed leaving. On arrival we were taken to the airstrip and had to get off onto an over crowed bus, not all that passengers fit. Drove around the airport for 20 + minutes. Taken off the bus told to go upstairs 3 flights then all the passengers had to walk a mile or more , those of us old there was no one to direct us to were to go. I asked several people with no answers. Once I got to baggage claim my bags were not on the right bag claim. Once again asked for help and finally someone found my bags on a different carasel. Very frustrating.

Excellent host on board. Not so friendly check-in staff. Older plane with no food or entertainment due to short flight. Friendly captain and crew.

I don’t think there was entertainment? No mention of it. It was a good flight. Only complaint was my seat cushion was not attached and kept slipping.

They canceled the flight on us very close to the flight date .

It took 66 hours to get from Seattle to Tel Aviv. As a minor, I was left for more than 12 hours in Toronto and Frankfurt without hotel and food vouchers. It took 5 layovers. It was insane and not okay

It was delayed but got us to YYZ. I had great copassengers.

Flew SEA-CA, then CA-NRT. First flight was short but very uncomfortable, dirty, and had very small overhead storage space. The seats and fans were not cleaned and had visible dirt on them. Second flight was perfect.

My second flight ended up being through United and it was fine. Again, just frustrating that it was so late.

Book cheap flights from Boston to Grand Cayman

Recent round-trip flight deals

6/20Thu
1 stopAmerican Airlines
7h 06mBOS-GCM
6/27Thu
1 stopAmerican Airlines
10h 20mGCM-BOS
$377
8/17Sat
1 stopDelta
6h 30mBOS-GCM
8/24Sat
1 stopDelta
11h 24mGCM-BOS
$378
7/7Sun
1 stopAmerican Airlines
22h 55mBOS-GCM
7/18Thu
1 stopAmerican Airlines
9h 30mGCM-BOS
$379
6/25Tue
1 stopUnited Airlines
20h 50mBOS-GCM
7/1Mon
1 stopUnited Airlines
6h 43mGCM-BOS
$385
6/22Sat
1 stopUnited Airlines
8h 30mBOS-GCM
6/29Sat
1 stopUnited Airlines
6h 43mGCM-BOS
$399
8/13Tue
1 stopJetBlue
6h 10mBOS-GCM
8/19Mon
1 stopJetBlue
11h 01mGCM-BOS
$438
5/29Wed
2 stops
24h 05mBOS-GCM
6/2Sun
3 stops
33h 05mGCM-BOS
$579
6/14Fri
2 stops
19h 51mBOS-GCM
6/22Sat
3 stops
33h 12mGCM-BOS
$605
6/20Thu
3 stopsBritish Airways
43h 45mBOS-GCM
6/26Wed
3 stopsBritish Airways
23h 40mGCM-BOS
$5,923
6/25Tue
3 stopsBritish Airways
23h 25mBOS-GCM
7/1Mon
3 stopsBritish Airways
42h 40mGCM-BOS
$6,063

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Recent one-way flight deals

7/8Mon
1 stopAmerican Airlines
7h 02mBOS-GCM
$136
7/8Mon
2 stopsAmerican Airlines
16h 02mBOS-GCM
$143
6/4Tue
2 stopsAmerican Airlines
8h 35mBOS-GCM
$151
8/10Sat
1 stopDelta
6h 30mBOS-GCM
$152
6/4Tue
3 stops
27h 17mBOS-GCM
$182
5/25Sat
1 stopDelta
17h 46mBOS-GCM
$183
8/10Sat
2 stopsAmerican Airlines
8h 56mBOS-GCM
$196
5/25Sat
2 stopsUnited Airlines
20h 50mBOS-GCM
$217
5/25Sat
3 stops
28h 55mBOS-GCM
$232
7/8Mon
3 stops
21h 44mBOS-GCM
$245

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Last minute flights from Boston to Grand Cayman

Last minute flight, train and bus deals

5/23Thu
multi-stopAmerican Airlines
7h 42mBOS-GCM
5/28Tue
multi-stopAmerican Airlines
10h 10mGCM-BOS
$572
5/23Thu
multi-stopAmerican Airlines
6h 30mBOS-GCM
5/28Tue
multi-stopAmerican Airlines
11h 46mGCM-BOS
$575
5/23Thu
multi-stopAmerican Airlines
9h 00mBOS-GCM
5/28Tue
multi-stopAmerican Airlines
11h 46mGCM-BOS
$576
5/22Wed
multi-stopUnited Airlines
9h 59mBOS-GCM
5/27Mon
multi-stopUnited Airlines
23h 54mGCM-BOS
$682
5/22Wed
multi-stop
21h 25mBOS-GCM
5/27Mon
multi-stop
37h 25mGCM-BOS
$775
5/22Wed
multi-stopUnited Airlines
10h 15mBOS-GCM
5/27Mon
multi-stopUnited Airlines
6h 44mGCM-BOS
$811
5/22Wed
multi-stop
22h 41mBOS-GCM
5/27Mon
multi-stop
37h 25mGCM-BOS
$1,174

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Boston - Grand Cayman Flights

Departure:

Boston (BOS)United States

Return flight deals:

Grand Cayman - Boston

Cabin classes:

$326
$341
$256
$41