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$88 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 12/2. 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 43,377,091 times on KAYAK, and here is why:

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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 Townnonstop$274

Good to know

Low season

September

High season

February

Cheapest flight

$88
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 11% 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

 
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 8829 reviews
8.5Crew
8.2Boarding
7.9Comfort
7.3Food
7.9Entertainment
Airline reviews

All fine save for the abominable catering. Really gone downhill. We found it all inedible.

6.0 GoodKillian, Nov 2024DTW - LHR
Read more Delta reviews

All fine save for the abominable catering. Really gone downhill. We found it all inedible.

I upgraded to first class only to find out that I still had no access to the sky lounge without a sky miles card or AmEx (something that should be emphasized outside of the fine print!) Also, no food or drink service provided during the flight, so I basically paid 4x more just for “free” checked baggage and a bigger seat. Not worth it.

I appreciated friendly service from check-in, to boarding, to in-flight amenities! Attendants were accommodating and helpful. Thank you! Elaine

Delta was really good about being transparent with why we were delayed it’s just that’s the plane was really old and outdated and a lot of the comfort and amenities we know Delta to have did not shine through

Bottom seat cushion is almost non existent. Very uncomfortable seat.

Delta was great the entertainment was outdated. Screen was very small and didn’t work.

Flight did not have seat back entertainment and the wifi was iffy.

Pretty standard flight. Delta has a good selection of movies.

The WiFi has been awful on my last few Delta Air Lines flights.

The seats are uncomfortable, feels like a small seat pad on plywood.

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.

Everything was great except for some reason crew and ground crew could not figure out how to deal with an electric wheelchair and it delayed us 20-30mins. Was pretty frustrating for passengers and the captain.

Ground staff were excellent They helped to re book when our flight was canceled

The food for long haul was poor compared to Singapore airlines economy. Pasta plain with tomato sauce . Singapore airlines give me Hagen dash small ice cream cup it was great. The choices of dinner course Singapore air also much better The crew mostly friendly. The economy seat are as expected.

Flight was great my baggage was on time everywhere but my bags had been handled ruff cause they got damaged.

The plane was clean. The staff was excellent. The flight attendants were very good. Enjoyable flight. Overall. The seats in the back are too small but, will always be.

Overall good flight. The pilots were excellent. It was a nice flight, but the seats were a little uncomfortable.

There was no air on the plane and it was very hot.

Flight crew was amazing! I don't like that the Polaris seats are side-by-side.

Not enough room between rows and food was gross. $160 baggage charge?! Never again.

Flight was 3 1/2 hour delayed with no credit or meal vouchers

Smoothly flight, pleasant flight attendants. I wish there were better food choices.

Boarding can be more efficiently done by having the back row passengers board first. This way, the other people do the have to wait for front row passengers to load their luggage in the overhead cabins. Food is simply pathetic for the price I paid. Cleanliness is simply poor; my seat was full of crumps.

Overall good. Tight connection in DFW because of gate unavailability upon landing.

Airplane was cold. Flight attendants were rude. Phone charger did not work. No food available.

No food, no entertainment. But the flight was really short so maybe they had to skip drinks. I was able to board early ONLY because I am old and decrepit and they let me pre-board. I RESENT your dumping us into category 9 if we do not pay up. And when I paid for a seat I was STILL given 9. The pre-boarding helps. THIS flight was exceptionally smooth, please congratulate the pilots.

I love to flight american however my carry on had to be sent with regular luggage and it was broken. Don't appreciate that. If when I buy a ticket says I can take a carry on and a hand item there should be space for mwsy stuff and not be basically forced to send the item even if it's at no charge. A.A. needs to work on that. Everything else excellent.

Deparature was late, which is annoying but the arrival was fine and the baggage came early.

Excellent customer service at check in at Austin flight to DFW and excellent customer service from Karren in terminal B at DFW.

The free internet access did not work, so we had to purchase 2 Internet packages. Flight attendants were not proactive in checking in with first class patrons

The flight attendants were talking the entire time on the back and I couldn’t even take a nap. Super annoying

11h50m total delay. Had to switch to another flight that was still a 7h30m delay.

I’m handicapped and the staff and crew were so kind and helped me board and made sure I was fine during the flight.

The people are great! The trip to Japan is simply never ending!!! Not the problem of the airlines, though.

United agent at FLL excellent - due 55 min conx at ORD rerouted us on an earlier departure via DEN and got home 5 hours earlier than expected

I bought a ticket from Brussels to Fort Lauderdale, Florida, USA via Montreal. When I went to the airport, I learned that I needed a Canadian visa. When I bought the ticket online, there was no warning saying "If you are not a US or Canadian citizen; You need a Canadian visa." I asked for my money back, but the staff at the airport said they couldn't help me. I said, "Make the ticket open, I'll fly later," and they said no. I looked for this information on Air Canada's website. They've hidden it so well that it's impossible to find it easily. I understand that Air Canada makes millions of dollars in unfair profits by selling tickets this way. Why don't they ask when purchasing? They don't ask; because they're making money. Every year, perhaps thousands of tickets are subject to this situation. I will use all my rights and complain everywhere. Maybe they won't give me my money back, but I would advise anyone buying ticket to be careful from now on.

Friendlier staff who are nice to the elderly who need assistance

They intentionally delayed the flight by half an hour to accommodate a few fools who didn’t show up in time to clear customs. I missed my connector, missed an important meeting, and was charged a rebooking fee. Never again

Never flew with AirCanada before. Was a super duper flight every time and on time! No changes or delays!

Everything went very smoothly and the staff was courteous and friendly. I was really happy and pleased with how well the plane was flown because the departure, descent and landing were really smooth with no sudden drops. The plane’s interior was clean and nice and new in appearance.

Air Canada is the best company I’ve ever flown with. If I had the money, I would only fly with them.

Hated charging my devices. The location of the outlet was inconvenient. And no USB connection. So outdated.

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.
12/2Mon
nonstopJetBlue
4h 18mBOS-GCM
12/7Sat
nonstopJetBlue
4h 02mGCM-BOS
$274
12/13Fri
1 stopJetBlue
6h 33mBOS-GCM
12/25Wed
nonstopJetBlue
4h 00mGCM-BOS
$278
1/22Wed
1 stopAmerican Airlines
7h 15mBOS-GCM
1/24Fri
1 stopAmerican Airlines
7h 43mGCM-BOS
$279
12/11Wed
1 stopAmerican Airlines
7h 40mBOS-GCM
12/19Thu
1 stopAmerican Airlines
9h 19mGCM-BOS
$288
12/13Fri
1 stopUnited Airlines
20h 57mBOS-GCM
12/17Tue
1 stopUnited Airlines
18h 45mGCM-BOS
$294
1/10Fri
1 stopDelta
9h 15mBOS-GCM
1/17Fri
1 stopDelta
10h 49mGCM-BOS
$308
1/30Thu
1 stopDelta
7h 04mBOS-GCM
2/13Thu
1 stopDelta
11h 05mGCM-BOS
$363
1/4Sat
1 stopUnited Airlines
7h 00mBOS-GCM
1/11Sat
1 stopUnited Airlines
6h 14mGCM-BOS
$378
1/23Thu
1 stopAir Canada
18h 15mBOS-GCM
1/30Thu
2 stopsAir Canada
19h 28mGCM-BOS
$474
1/29Wed
2 stopsAir Canada
22h 00mBOS-GCM
2/14Fri
2 stopsAir Canada
19h 28mGCM-BOS
$499

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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.
12/2Mon
nonstopJetBlue
4h 18mBOS-GCM
$88
1/3Fri
1 stopDelta
9h 25mBOS-GCM
$92
12/3Tue
2 stopsAmerican Airlines
17h 05mBOS-GCM
$98
12/13Fri
1 stopUnited Airlines
20h 57mBOS-GCM
$104
12/4Wed
1 stopAmerican Airlines
24h 41mBOS-GCM
$105
12/14Sat
2 stopsUnited Airlines
10h 35mBOS-GCM
$137
1/1Wed
2 stopsAir Canada
23h 20mBOS-GCM
$190
1/3Fri
2 stops
15h 35mBOS-GCM
$207
12/5Thu
2 stopsAir Canada
20h 05mBOS-GCM
$208
12/2Mon
2 stops
28h 35mBOS-GCM
$253

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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.
11/9Sat
nonstopJetBlue
4h 18mBOS-GCM
11/16Sat
nonstopJetBlue
4h 02mGCM-BOS
$479
11/9Sat
multi-stopAmerican Airlines
7h 26mBOS-GCM
11/16Sat
multi-stopAmerican Airlines
7h 25mGCM-BOS
$493
11/9Sat
multi-stopAmerican Airlines
18h 36mBOS-GCM
11/16Sat
multi-stopAmerican Airlines
9h 59mGCM-BOS
$498
11/9Sat
nonstopJetBlue
4h 18mBOS-GCM
11/16Sat
multi-stopJetBlue
10h 56mGCM-BOS
$569

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Everything you need to know for your flight to Grand Cayman

Information on your arrival and departure airports