$157 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 6/18. 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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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 Town2 stops$352

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
United Airlines Logo
6:55 am - 3:05 pmBOS-GCM
9h 10m2 stops
United Airlines Logo
2:40 pm - 10:55 pmGCM-BOS
7h 15m1 stop
$352United Airlines
Find Deal
Sat, May 24 - Sat, May 31
United Airlines Logo
6:00 am - 3:05 pmBOS-GCM
10h 05m2 stops
United Airlines Logo
4:09 pm - 9:56 amGCM-BOS
16h 47m2 stops
$356United Airlines
Find Deal
Sat, May 24 - Sat, May 31
Delta Logo
5:35 am - 11:25 amBOS-GCM
6h 50m1 stop
Delta Logo
12:40 pm - 10:40 pmGCM-BOS
9h 00m1 stop
$386Delta
Find Deal
Tue, Jun 10 - Tue, Jun 17
American Airlines Logo
6:00 am - 2:15 pmBOS-GCM
9h 15m1 stop
American Airlines Logo
12:25 pm - 10:51 pmGCM-BOS
9h 26m1 stop
$440American Airlines
Find Deal
Sat, May 10 - Sat, May 17
American Airlines Logo
5:00 am - 11:20 amBOS-GCM
7h 20m1 stop
American Airlines Logo
12:25 pm - 9:38 pmGCM-BOS
8h 13m1 stop
$442American Airlines
Find Deal
Wed, May 21 - Wed, May 28
Southwest Logo
5:30 am - 12:15 pmBOS-GCM
7h 45m1 stop
Southwest Logo
1:10 pm - 11:25 pmGCM-BOS
9h 15m1 stop
$450Southwest
Find Deal
Sat, May 3 - Sat, May 10
Southwest Logo
5:30 am - 12:15 pmBOS-GCM
7h 45m1 stop
Southwest Logo
3:50 pm - 8:05 amGCM-BOS
15h 15m2 stops
$459Southwest
Find Deal
Sat, May 3 - Sat, May 10
 Logo
9:44 am - 9:20 pmBOS-GCM
12h 36m1 stop
 Logo
12:40 pm - 12:43 amGCM-BOS
11h 03m1 stop
Sun, Jun 15 - Sun, Jun 22
 Logo
6:00 am - 11:55 amBOS-GCM
6h 55m1 stop
 Logo
7:00 am - 6:08 pmGCM-BOS
10h 08m1 stop
Thu, Jun 12 - Sun, Jun 22
Delta Logo
5:35 am - 11:25 amBOS-GCM
6h 50m1 stop
Delta Logo
12:40 pm - 10:40 pmGCM-BOS
9h 00m1 stop
$620Delta
Find Deal
Mon, Jun 16 - Fri, Jun 20

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 $394 (return) on average. On the other hand, the most expensive months are February and April, when the average cost of round-trip tickets is $616 and $598 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 9 weeks before departure.

Good to know

Low season

July

High season

February

Cheapest flight

$157
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 25% 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 7920 reviews
7.9Entertainment
8.5Crew
7.3Food
8.2Boarding
7.9Comfort
Airline reviews

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

10.0 ExcellentGary, Apr 2025TPA - LAX
Read more Delta reviews

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

It was an overnight flight and I desperately needed coffee before we landed, but Delta does only one beverage service, and that is shortly after takeoff, not before landing at 5 am.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

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

Multiple delays and not straight answer from the United team

For economy, it was very good. Staff was great, they even let some of us change seats for more leg room... Put an empty seat between us which was fantastic for a 12hr flight. Onboard entertainment was excellent, I think over 200 choices of movies/tv/etc The bad was the barely/nonfunctional wifi that cost either $16.99 or 1700 miles (full flight). It was atrocious... Definitely the worst of the last 3 long haul major airlines I was on the last few months.

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

The plane pushed back from the gate on time. However, it stopped on the ramp, and we waited for over 20 minutes before the aircraft pulled back to the gate. Apparently, something of importance had to be removed from the aircraft by the gate agent. I found this to be odd. The delay was not significant, but I felt that whatever was on the aircraft that had to be taken off, should’ve been done before we pushed back from the gate.

I didn’t get on plane. Passport being processed by consulate with visa application. Tried to cancel through underpricer after purchasing cacelling for any reason. No dice, they are thieves.

Electric plugs didn't work. Entertainment system wasn't working

The design of the light switch on the arm rest is ridiculous.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

leg space better than expected. two washrooms for one plane isn't enough.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

It was too hot in the cabin. The AC did not help.

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

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

Took off on time and successfully avoided weather that looked to be a problem along the way

There were five broken seats on the plane. The crew was very rude in telling people they had to get off the plane and get a flight the next day. No call for volunteers, but telling people they had to get off. One woman was flying with her elderly mother and daughter and was told she had to leave or all three had to leave. Fortunately, a volunteer offered to stay. The situation was handled poorly.

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

British Airways staff are very polite and willing to help.

Any sort of gluten free snack option would be nice

They lost my luggage and it didn’t get delivered until the next day.

Would have thought that they would gas up plane before everyone got on board

3 hours late. Not even water offered on a 2.25 hour flight.

Short flight so no food or entertainment. Good landing at SFO and on time. We were told no carryon luggage yet lots of people were puting bags in overhead compartments. The rules need to be made more clear. I was on the first leg of an international flight and this is the first time I could not have carryon luggage.

This flight didn't happen for me because of overbooking.

My flight was overbooked and they would not let me board. I had to book another flight and pay the full amount of that flight. I did not get any help at all from Air Canada or United Airlines.

Comfortable seats and movies entertainment available. Better experience than the flight from Toronto to Denver.

Poor air traffic controller staffing led to a 50%reduction on flights so we got to wait 4 hrs for our flight! Very disorganized at the gate Poor communication with customers

It was delayed by almost 90 minutes and that messed up our plans but it was beyond UA’s control that is what we heard

Terrible experience, flight was delayed both ways. Limited compensation for the 5+ hour delay. Will not be flying Air Canada Rouge, and don’t recommend you do either.

The boarding was relatively quick, the crew welcoming and flight uneventful. The omission of meals on all airlines is unacceptable especially when the flight is during a mealtime such as this one, (lunchtime), is unacceptable.

Everything was simple and easy. The lady at the gate was super friendly, I wish I had her name to share. She's a little older, dark-haired. You can tell she likes her job and would be a great influence on any young people training with her.

Everything was made rather simple, so I appreciate that. All the people I dealt with from entering the airport in Jacksonville to my lonnnnnnng walk to my next gate in Chicago were excellent and very helpful.

Everything you need to know for your flight to Grand Cayman

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