$124 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 5/3. 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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KAYAK searches hundreds of travel sites at once for deals on flights to Grand Cayman

 
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 Town1 stop$327

Cheap Flights from Boston to Grand Cayman

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Grand Cayman that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Boston to Grand Cayman

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Boston to Grand Cayman.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
American Airlines Logo
5:15 am - 11:09 amBOS-GCM
6h 54m1 stop
American Airlines Logo
12:10 pm - 11:01 amGCM-BOS
21h 51m1 stop
$327American Airlines
Find Deal
Thu, Apr 24 - Mon, Apr 28
Delta Logo
5:40 am - 11:22 amBOS-GCM
6h 42m1 stop
Delta Logo
1:03 pm - 10:50 pmGCM-BOS
8h 47m1 stop
$336Delta
Find Deal
Tue, Apr 29 - Sat, May 10
United Airlines Logo
5:03 am - 12:30 pmBOS-GCM
8h 27m1 stop
United Airlines Logo
1:35 pm - 11:26 pmGCM-BOS
8h 51m1 stop
$442United Airlines
Find Deal
Sun, May 4 - Mon, May 12
United Airlines Logo
5:03 am - 12:30 pmBOS-GCM
8h 27m1 stop
United Airlines Logo
1:35 pm - 10:39 amGCM-BOS
20h 04m2 stops
$446United Airlines
Find Deal
Sun, May 4 - Sun, May 11
Air Canada Logo
6:00 am - 11:55 amBOS-GCM
6h 55m1 stop
Air Canada Logo
12:50 pm - 6:13 pmGCM-BOS
28h 23m1 stop
$459Air Canada
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Thu, May 8 - Thu, May 15
JetBlue Logo
5:10 am - 11:03 amBOS-GCM
6h 53m1 stop
JetBlue Logo
1:40 pm - 8:30 pmGCM-BOS
6h 50m1 stop
$550JetBlue
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Tue, Apr 15 - Sun, Dec 14
Air Canada Logo
3:20 pm - 11:55 amBOS-GCM
45h 35m2 stops
Air Canada Logo
12:50 pm - 9:35 amGCM-BOS
19h 45m2 stops
$579Air Canada
Find Deal
Tue, May 6 - Thu, May 15
Southwest Logo
9:45 pm - 11:50 amBOS-GCM
15h 05m2 stops
Southwest Logo
12:45 pm - 12:55 amGCM-BOS
11h 10m2 stops
$613Southwest
Find Deal
Thu, May 1 - Sun, May 4
Southwest Logo
5:50 am - 2:50 pmBOS-GCM
10h 00m2 stops
Southwest Logo
3:50 pm - 8:05 amGCM-BOS
15h 15m2 stops
$770Southwest
Find Deal
Sat, Apr 19 - Sat, Apr 26
JetBlue Logo
10:13 am - 1:35 pmBOS-GCM
4h 22mnonstop
JetBlue Logo
2:40 pm - 7:56 pmGCM-BOS
4h 16mnonstop
$1,055JetBlue
Find Deal
Mon, Apr 21 - Mon, Apr 28

KAYAK's insights & trends for Boston to Grand Cayman flights

Get data-powered insights and trends into flights from Boston to Grand Cayman to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest time of day to fly to Grand Cayman?

The average price for all round-trip flights from Boston to Grand Cayman depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
The cheapest time of day to fly to Grand Cayman is generally in the evening, when round-trip flights cost $305 on average. Morning departures are around 54% more expensive than evening flights, on average. The most expensive time of day to fly to Grand Cayman is generally in the morning, which is peak travel time and where the average cost of a ticket is $468.

What is the cheapest month to fly from Boston to Grand Cayman?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Boston to Grand Cayman, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Boston to Grand Cayman is January, when tickets cost $393 (return) on average. On the other hand, the most expensive months are February and December, when the average cost of round-trip tickets is $607 and $597 respectively.

What’s the cheapest day of the week to fly from Boston to Grand Cayman?

The average price of all round-trip flights from Boston to Grand Cayman clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Grand Cayman on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Saturday is the most expensive day to fly from Boston to Grand Cayman. For your return ticket, we recommend flying on a Wednesday and avoiding Mondays for the best deals.

How far in advance should I book a flight from Boston to Grand Cayman?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Boston to Grand Cayman, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.
To get a below average price on the flight from Boston to Grand Cayman, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Good to know

Low season

July

High season

February

Cheapest flight

$124
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 24% 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 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 7897 reviews
8.5Crew
7.9Entertainment
7.3Food
7.9Comfort
8.2Boarding
Airline reviews

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

10.0 ExcellentSunderesh, Mar 2025AUS - BOS
Read more Delta reviews

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

After a 5 hour delay waiting at the gate (3 delays adding up) with no clear reason provided, we finally boarded flew 3/4 of the way to Toronto then were turned back to New York. As we neared New York, the pilot declared that it was his fault, something to do with timing and him not being allowed into the country???? How could the airline let his happen? They had hours to prepare and make sure they had a crew available for the flight! We ended up in Toronto a day late with no sleep.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

Terrible and im avoiding them in the future. My initial flight was delayed causing me to rebook my flight and when speaking with the representative to rebook I explained this is the second time my flights were delayed and they did nothing to help me. I wasn't booked to comfort plus or given a voucher or anything. I was almost late for my meeting that I needed to attend on Monday because of the games delta played delaying my flights even more and putting me in the very back of the plane next to an extremely intoxicated passenger

Friendly flight attendants, smooth 8-9 hours flight. Economy seats are small and uncomfortable as usual.

Flights on time. .Ride was as comfortable as can be expected in steerage. Luggage arrived at destination. Attendants were fairly friendly.

Great staff. Wifi is terrible. Signing up for skylines is a painstaking process. Had to call customer service just to get my flight itinerary and confirmation sent to me. Consistent delays. A well staffed company that is run so poorly. Upper management needs to be renewed.

The WiFi didn't seem as fast as it normally is

Bathrooms dirty sinks clogged. No one seemed to clean them. Plane very old

The gate was too far away for the connecting flight

They switched out gate from terminal 1 to terminal two ten minutes before boarding. So we had to make a 20 min crazy fast walk to a different terminal. Then we boarded the plane and waited for over 40 minutes until push back. Brutal

Compared with other carriers business class for an overnight was not worth the extra expense.

Seats were comfortable. It’s was so cold and very uncomfortable. I paid 2000 miles for wifi service that was choppy the whole flight. Would like to be reimbursed for my miles Food was so disappointing. Three cold and terrible meals for $3000 round trip. This needs to be better.

Generally good. The aisles have gotten narrower which can slow down boarding. Flight crew was great! Healthier complimentary snacks would be appreciated. Due to earthquake in San Francisco we had to circle in air space for a bit but then had a smooth landing. I laud the flight crew for their patience ;)

Easy to board. Flight was super crowded though so I didn't sleep well on that cross country red-eye flight. The aisles seem ot have gotten narrower and the seat smaller whn luggage and people are getting bigger so it would be AWESOME to have more space and breathing room in general ;)

Excellent, professional, actually on time which is rare for late flights. Decent food. I love the new neck pillows! Nice, simple upgrade from the old ones I wasn't sure where to put. I wish they would allow more time for rest. It's a red eye 7 hour flight and meal service was about 3 hours.

We boarded but then sat there waiting on some missed connection people to get on so we sat for about 15 minutes for that. Then we sat again because the passenger manifest was wrong and they had to figure it out before we could leave. That took about another 20 minutes or so. The crew was working hard to figure it out so it’s not their fault. It ended up being a system glitch where someone was upgraded to first class while another person was also in the same seat and it just created a mess that took a little while to figure out. They literally went to every person on the plane asking their names to see who was sitting in the wrong seat. I also hate the entertainment that must be watched on your phone or tablet. Just give us setback screens. It’s so much better. Almost every Delta flight has this now and it is so nice to have them. The crew did a great job. I have no complaints from them. They were very hard working, even with the mishap and a disgruntled passenger.

We were delayed in Toronto on the tarmac for THREE hours with no clear indication as to why except that it was not a safety hazard. Pilot did apologize more than once but even he was unable to explain why exactly we were delayed. I overheard the stewards saying that the captain was very frustrated with the situation as well because he was not able to explain why except it had something to do with water supply or system on the aircraft and now we needed to wait for an engineer to approve the aircraft for flight. It was very frustrating and distressing as a passenger and we should have been given complimentary meals at the very least.

Flight was cramped with every seat taken. The food was fine, nothing crazy to write home about. The plane felt dated and needing some TLC, the button for the window shade didn't work and there were no AC outlets to use. When communicating with staff all except one nice lady never seemed happy to help me almost like I was bothering them when asked for things like a glass of water or a snack. The flight was overall fine. It did what was needed which is get me from point A to point B. But it certainly was not special. I don't expect much in economy but I believe economy on a host of other airlines is more memorable and better experience.

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

The trip was very smooth and they provided great customer service

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Wonderful as usual except for other guests that were unruly and not kept in check by the Crew.

The flight was initially delayed, then cancelled. American Airlines says the cancellation was weather related, though the actual weather was not bad in both Washington and Providence and between. There were very few cancellations that day. In fact, AA2120 from Washington, DC to Boston flew with a minor delay at about the same time. So, the weather somehow affected only this particular flight AA5230. The next available flight was the following morning. The American Airlines refused to reimburse accommodation (hotel at DCA)

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

One bottle of water and a package of cookies for comfort plus. We had to literally beg a flight attendant for an extra bottle of water later in the flight due to feeling dehydrated.

Fine. On time, cabin service was fine, bag arrived. All good. Flying into DCA so did not collide with any helicopters, which is also good. Horrid incident that could have and should have been prevented.

Cabin was roomy enough to easily slide my carry on under the seat in front of me!

Everything was fine. Flight boarded and departed on time. Seating was spacious enough for my carryon to fit under the seat in front of me. No complaints at all. Flight even arrived early.

We kept being told that the flight was full and that all overhead compartments were full and therefore had to check in our hand luggage. We were some of the last people to board and noticed that there was still sufficient space in the overhead compartments. We were obliged to check in hand luggage when there was space and so had to wait at luggage retrieval which took a while to then noticed damage to our luggage - not a great experience!

it was red eye flight, it was ok, there was beverage service, thats it i didnt care much as i wanted to sleep

1. Nowhere to sit at the gate D4 2. No control of lining up in different zones 3. People pushing in during the line up of zones. 4. Certainly not in a dignified manner.

Everything went smoothly. I appreciate the selection of free movies.

I like the friendliness of the crew members. I think the snack could’ve been better instead of a small package of pretzel. I like that they offer me something to drink.

The TSA agents in Phoenix were incredibly rude and confiscated belongings that we wanted to check. The flight got changed without our knowledge to a worse situation. The whole thing was terrible

Air Canada was great! From the airport at Montreal to boarding to the food on board the plane. The crew was great too! There was a slight issue with some other peoples’ tickets that I overheard about but the crew handled with care immediately to ensure everyone was comfortable and we could takeoff! Great experience with Air Canada

My experience with Air Canada was good. Great customer service… only a few delays and issues with the tunnel to exit the plain. I did not appreciate that we arrived at terminal D and had to go to terminal E to get the bags/ luggage.

PDX staff was great and we arrived on time in YVR.

They announced before boarding that the flight was full and there would be limited space in the overhead bins and you could check in for free. We did and after we boarded the plane found it was not full and there was plenty of space in the overhead bins. I’m not sure why they made this announcement.

Front desk attendant wouldn’t check me in even though there was not a single person in line. Made me use the kiosk. Kiosk had an error (of course) no baggage can be checked at this kiosk please see attendant. Then I had to wait in line for the same front desk attendant waiting for 5 people who ended up coming in front of me while I tried to use a broken and useless kiosk. Finally after checked in, wait 30 min to board all the way to zone 6 and they would deny me even after all the zone 1-5 people already went. Just literally making us wait to board so they stand there doing nothing for 5 minutes. Just ridiculous and awful customer service. Fly with literally anyone else

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