$95 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 3/11. 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
1 adult, Economy, 0 bags

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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Flight Deals

Book Cheap Boston to Grand Cayman Plane Tickets

 
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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Boston to Grand Cayman

Wed, Mar 18 - Wed, Mar 25
American Airlines Logo
6:30 am - 1:44 pm
BOS
-
GCM
8h 14m
1 stop
American Airlines Logo
7:45 am - 12:59 am
GCM
-
BOS
16h 14m
1 stop
$295American Airlines
Wed, Mar 18 - Wed, Mar 25
American Airlines Logo
5:00 am - 7:15 pm
BOS
-
GCM
15h 15m
1 stop
American Airlines Logo
12:05 pm - 10:22 pm
GCM
-
BOS
9h 17m
2 stops
$300American Airlines
Sat, May 9 - Sat, May 16
Spirit Airlines Logo
5:40 am - 12:43 pm
BOS
-
GCM
8h 03m
1 stop
Spirit Airlines Logo
1:40 pm - 11:59 pm
GCM
-
BOS
9h 19m
1 stop
$305Spirit Airlines
Sat, May 2 - Sat, May 9
Spirit Airlines Logo
5:40 am - 12:43 pm
BOS
-
GCM
8h 03m
1 stop
Spirit Airlines Logo
1:40 pm - 11:59 pm
GCM
-
BOS
9h 19m
1 stop
$315Spirit Airlines
Thu, Apr 23 - Wed, Apr 29
American Airlines Logo
6:53 pm - 11:00 am
BOS
-
GCM
17h 07m
2 stops
American Airlines Logo
12:00 pm - 10:34 pm
GCM
-
BOS
9h 34m
2 stops
$325American Airlines
Sun, Mar 15 - Thu, Mar 19
Spirit Airlines Logo
5:45 am - 12:57 pm
BOS
-
GCM
8h 12m
1 stop
Spirit Airlines Logo
1:52 pm - 11:59 pm
GCM
-
BOS
9h 07m
1 stop
$330Spirit Airlines
Sat, May 9 - Sat, May 16
American Airlines Logo
6:53 pm - 11:00 am
BOS
-
GCM
17h 07m
2 stops
American Airlines Logo
12:40 pm - 8:26 am
GCM
-
BOS
18h 46m
1 stop
$331American Airlines
Fri, Mar 6 - Mon, Mar 9
Delta Logo
8:25 pm - 11:00 am
BOS
-
GCM
14h 35m
1 stop
Delta Logo
1:12 pm - 10:45 pm
GCM
-
BOS
8h 33m
1 stop
$335Delta
Sun, Mar 1 - Fri, Mar 6
United Airlines Logo
6:00 am - 1:45 pm
BOS
-
GCM
7h 45m
1 stop
United Airlines Logo
2:25 pm - 9:41 pm
GCM
-
BOS
7h 16m
1 stop
$337United Airlines
Wed, Mar 18 - Wed, Mar 25
Multiple Airlines Logo
5:49 pm - 12:57 pm
BOS
-
GCM
20h 08m
1 stop
Multiple Airlines Logo
11:30 am - 1:55 pm
GCM
-
BOS
25h 25m
1 stop
$340Multiple Airlines
Booking Insights

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.

Can I save money by flying with a layover from Boston to Grand Cayman?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $432, prices are generally cheapest when you fly direct.

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 December and February, when the average cost of round-trip tickets is $649 and $607 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 Wednesday, 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 Saturday 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$95
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 19% 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.

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

    The cheapest time of day to fly to Grand Cayman is generally in the morning, when round-trip flights cost $511 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 $511.

Reviews of the top 4 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.
7.9
DeltaOverall score based on 8203 reviews
8.5Crew
7.8Entertainment
7.2Food
7.9Comfort
8.1Boarding
Airline reviews

Totally worth the miles to upgrade to Delta Comfort. Plenty of legroom.

10.0 ExcellentSharon, Feb 2026
TPA - ATL
Read more Delta reviews

Totally worth the miles to upgrade to Delta Comfort. Plenty of legroom.

This was my first time flying Delta ever and I had a great experience!

Smallest leg room I've ever had on a plane.

They took all carry-on luggage from Groups 6 -9 - I was group 5 and waiting in line to board - they made me check my luggage too. That then went to baggage claim and delayed departure from the airport. There was overhead room in my seating area - Delta over reacted. Also, had a gentleman next to me that took up 1/2 my seat.

Excellent!!! Aeromexico is a great airline. What was not that good is the service provided by Kayak. It is never clear and not easy to manage.

Flight delay was frustrating, also you cannot checkin online without delta app, web browser check-in throw errors

The gate agent was most helpful in getting me on to fly standby. I greatly appreciate it.

bulkhead seat had very little legroom - even in bsiness class.

The plane was an older model, so it wasn’t as comfortable as others. The flight attendants were not helpful during onboarding. It was a full flight so there was chaos finding space for baggage.

Sorry I didn't realize I was writing a review for each leg. Please see my previous review - it applies to the entire flight, not just a single leg.

Very disappointing given gate agent behavior. Filed a formal complaint with United.

Do not like the size of the overhead bin. I think staff should monitor the size of suitcases that are being carried on by passengers to ensure they meet the size requirement.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

Flight delayed. WiFi connectivity very poor if not existant. Last minute arrival forced me to run to catch my connection.

Both of my flights arrived early and check in process was smooth

Terrible. No customer service, no food, no drinks on a 6 hour premier economy booking.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Much better than Spirit. I was please by the easy fast check in and boarding

Check-in and in-flight staff were better than average. The seat was a fair size but too hard and not enough padding. The cushion/pillow provided is poor (thin and seems to be disposable ,it provides no effective cushioning or support). Food was OK-ish but no choice of inflight snacks and no easy place to get drinks other than water (I could ask for juice by intruding into the staff area at the back of the plane) Entertainment was very good actually. Overall better than I expected from a US-based airline (sorry!) but compared to ANA or Singapore it was so-so. (I live in Japan so they are my comparative airlines)

Everything was on time Will use united again for sure

Didn't get a seat assignment until the last minute even though i picked a seat.

American has been able to implement an algorithm that makes it possible for nearly every one of my evening flights to be late. Congratulations!

I was on a small regional flight from Detroit to Philadelphia. When we landed the outside cruise needed to turn something off with the engine, which took quite a long time. Then, when they allowed us to get off the plane it was outside. They took their time, unloading all the luggage and waited till they unloaded all the luggage before they brought it over to us. It was 9 o’clock at night freezing cold out, and there was no proactive hustle to try to get people their luggage. It was really one of the worst experiences I think I’ve ever had with American until a manager came over. I don’t think they were going to even consider pulling the luggage over to the people that had been waiting outside for at least 10 minutes in the freezing cold.

The flight was fine, once we got underway. It was more than hour delayed

Beverage service was not good. Also just one service in 5 hr 30 min flight. No ask fir water ir anything beside one time beverage service.

Waited for oxygen tanks for 30 minutes after boarding was complete.

The seats are too uncomfortable for anyone over 5ft 8in. I'm 5'10" with a back and hip issue and I was in pai for the full duration of the flight.

The flight was on time/early, attentive crew, and everything overall went smoothly. Disappointed that WIFI was not working for the flight.

One day, I do so hope for a gluten free snack! Seems like with the rest of the world FINALLY figuring out what gluten free is, American Airlines would too. Fingers crossed!!

The flight was significantly delayed for 6.5 hours because of snow. There was no communication once the plane returned to the gate regarding when the flight would resume. Other flights were departing while our flight was being unloaded for reasons unknown. Our flight also seemed out of the queue regarding further deicing, refueling, and waiting to Taxi to the runway.

My flight got delayed and eventually canceled, then rescheduled. I and several others had a connection from Boston to Paris and asked several times if we would make it. They assured us we would and then rebooked us mid flight without our consent and closed doors early even though they said they communicated we were a bit delayed. We got stranded in Boston and I opted with being rebooked for a different connection to France since they refused to pay for a Hotel. I've now been in Europe for 5 days and still haven't recieved my bags. There was absolutely no urgency for the fact that I'm in a foreign country with absolutely no change of clothes or any of my medication. Such an overwhelming and frustrating experience.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

The crew for the flight was A+ top notch. They were friendly and professional and made the flight a very relaxing and enjoable.

Rude crew member. She seemed annoyed at me without me saying a single word. Also loudly admonished me for having my bag next to my seat instead of tucked away before landing. Just telling me to put it away and guiding me without giving me a lecture would have been enough.

No included food for a 5 hour flight and the entertainment was only accessible if you had wired headphones (not provided). Otherwise though, great and smooth flying and customer service.

Crew were fantastic and so catering and wonderful! Full score for the entire crew!

Because of weather and mechanical issues our flight was 4 hours late. The only compensation offered to us was a meal voucher to be used only at Boston Airport and only on the day issued. But by the time it was offered to us all the restaurants were closed, so there was no way to use that offer.

Friendly crew, efficient boarding and flight arrived early. Couldn’t ask for a better experience

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

Everything you need to know for your flight to Grand Cayman

Information on your arrival and departure airports