Cheap flights from Boston (BOS) to the Cayman Islands from $137

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/22. 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.
BOS — GCM
Jun 15 — Jun 221

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

To save up to 29% on this flight, we recommend booking at least 33 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Boston to Cayman Islands from $339 1-2 weeks out and tickets from $360 for flights departing within the next 72 hours.

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

September is one of the best times of the year to fly to Cayman Islands from Boston. Prices for September average $492 per person but you can even find prices for as low as $291. The most expensive prices can be found in the month of April. Opting for a September flight can save you 34% on your journey compared to booking in April

What is the cheapest time of day to fly from BOS to KY?

When flying from Boston to Cayman Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Boston to Cayman Islands flights in June & July 2024

Find cheap flight options from Boston to Cayman Islands specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,080,152 searches. Prices were last updated on June 10, 2024.
These are some of the most attractive deals on flights from Boston to Cayman Islands in 2024. Check back in a little while for more flight options.
Wed 6/124:05 pmBOS - GCM
1 stop23h 30mAir Canada
Sun 6/233:45 pmGCM - BOS
1 stop25h 59mAir Canada
Deal found 6/9$356
Thu 7/258:25 pmBOS - GCM
2 stops17h 40mAmerican Airlines
Mon 7/2912:15 pmGCM - BOS
2 stops10h 29mAmerican Airlines
Deal found 6/9$383
Sat 7/136:13 pmBOS - GCM
1 stop17h 47mAmerican Airlines
Fri 1/313:51 pmGCM - BOS
1 stop6h 27mAmerican Airlines
Deal found 6/9$389
Sat 7/136:13 pmBOS - GCM
1 stop17h 47mAmerican Airlines
Fri 1/314:17 pmGCM - BOS
2 stops16h 59mAmerican Airlines
Deal found 6/9$393
Wed 6/266:43 amBOS - GCM
1 stop7h 22mAmerican Airlines
Tue 7/22:15 pmGCM - BOS
2 stops16h 55mAmerican Airlines
Deal found 6/8$398
Wed 6/265:14 amBOS - GCM
1 stop8h 51mAmerican Airlines
Tue 7/22:15 pmGCM - BOS
1 stop24h 14mAmerican Airlines
Deal found 6/8$404
Wed 6/124:05 pmBOS - GCM
1 stop23h 30mAir Canada
Thu 6/203:45 pmGCM - BOS
2 stops21h 53mAir Canada
Deal found 6/9$411
Thu 6/206:00 amBOS - GCM
1 stop9h 35mAmerican Airlines
Mon 6/2412:15 pmGCM - BOS
1 stop11h 37mAmerican Airlines
Deal found 6/9$428
Wed 6/197:40 pmBOS - GCM
1 stop19h 55mAir Canada
Sun 6/233:45 pmGCM - BOS
1 stop25h 59mAir Canada
Deal found 6/9$430

Boston to Cayman Islands 2024 flight deals

Discover exclusive flight deals for travel between Boston and Cayman Islands in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,080,152 searches. Data last updated June 10, 2024.
These are some of the most attractive deals on flights from Boston to Cayman Islands in 2024. Check back in a little while for more flight options.
Sun 9/16:00 amBOS - GCM
1 stop9h 35mAir Canada
Sun 9/812:55 pmGCM - BOS
2 stops24h 42mAir Canada
Deal found 6/10$356
Thu 8/228:30 pmBOS - GCM
1 stop16h 00mDelta
Mon 8/2612:50 pmGCM - BOS
1 stop11h 19mDelta
Deal found 6/8$378
Tue 8/137:17 pmBOS - GCM
2 stops16h 53mAmerican Airlines
Mon 8/192:15 pmGCM - BOS
2 stops17h 13mAmerican Airlines
Deal found 6/9$383
Tue 8/135:19 amBOS - GCM
1 stop6h 51mAmerican Airlines
Mon 8/1912:45 pmGCM - BOS
1 stop22h 14mAmerican Airlines
Deal found 6/9$386
Sat 7/136:13 pmBOS - GCM
1 stop17h 47mAmerican Airlines
Fri 1/313:51 pmGCM - BOS
1 stop6h 27mAmerican Airlines
Deal found 6/9$389
Sat 7/136:13 pmBOS - GCM
1 stop17h 47mAmerican Airlines
Fri 1/314:17 pmGCM - BOS
2 stops16h 59mAmerican Airlines
Deal found 6/9$393
Tue 11/196:05 amBOS - GCM
2 stops7h 45mAmerican Airlines
Sun 11/243:55 pmGCM - BOS
2 stops16h 26mAmerican Airlines
Deal found 6/8$398
Wed 11/66:12 pmBOS - GCM
1 stop19h 33mAmerican Airlines
Mon 11/114:15 pmGCM - BOS
1 stop19h 35mAmerican Airlines
Deal found 6/9$399
Wed 6/265:14 amBOS - GCM
1 stop8h 51mAmerican Airlines
Tue 7/22:15 pmGCM - BOS
1 stop24h 14mAmerican Airlines
Deal found 6/8$404

Boston to Cayman Islands flights leaving soon

Find last-minute flight options from Boston to Cayman Islands for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,080,152 searches. Data last updated June 10, 2024.
Consider one of these great deals we found on last-minute flights from Boston to Cayman Islands. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.
Sat 6/157:40 pmBOS - GCM
1 stop19h 55mAir Canada
Sun 6/233:45 pmGCM - BOS
1 stop25h 59mAir Canada
Deal found 6/9$356
Sat 6/157:40 pmBOS - GCM
1 stop19h 55mAir Canada
Thu 6/203:45 pmGCM - BOS
2 stops16h 53mAir Canada
Deal found 6/9$411
Thu 6/206:00 amBOS - GCM
1 stop9h 35mAmerican Airlines
Mon 6/2412:15 pmGCM - BOS
1 stop11h 37mAmerican Airlines
Deal found 6/9$428
Wed 6/197:40 pmBOS - GCM
1 stop19h 55mAir Canada
Sun 6/233:45 pmGCM - BOS
1 stop25h 59mAir Canada
Deal found 6/9$430
Thu 6/206:00 amBOS - GCM
2 stops8h 05mAmerican Airlines
Tue 6/252:15 pmGCM - BOS
2 stops17h 10mAmerican Airlines
Deal found 6/9$433
Sun 6/166:00 amBOS - GCM
1 stop7h 55mUnited Airlines
Wed 6/194:15 pmGCM - BOS
1 stop6h 44mUnited Airlines
Deal found 6/9$448
Sun 6/166:43 amBOS - GCM
1 stop7h 22mAmerican Airlines
Fri 6/2112:15 pmGCM - BOS
2 stops10h 36mAmerican Airlines
Deal found 6/9$453
Sat 6/156:48 amBOS - GCM
1 stop8h 12mAmerican Airlines
Thu 6/2012:40 pmGCM - BOS
1 stop9h 07mAmerican Airlines
Deal found 6/9$473
Sat 6/155:38 amBOS - GCM
2 stops11h 52mAmerican Airlines
Wed 6/1912:40 pmGCM - BOS
2 stops9h 54mAmerican Airlines
Deal found 6/9$478

One-way flights to Cayman Islands from Boston

Search for one-way flight options from Boston to Cayman Islands. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,080,152 searches. Data last updated June 10, 2024.
Take a look at some of the best available options we've come across on one-way flights from Boston to Cayman Islands. Users needing a return flight from Boston to Cayman Islands should utilize the search form above.
Mon 7/225:30 amBOS - GCM
1 stop10h 30mUnited Airlines
Deal found 6/9$137
Mon 7/228:25 pmBOS - GCM
2 stops16h 02mAmerican Airlines
Deal found 6/9$143
Wed 11/65:51 amBOS - GCM
1 stop6h 04mAmerican Airlines
Deal found 6/9$152
Wed 11/68:30 pmBOS - GCM
2 stops17h 15mAmerican Airlines
Deal found 6/9$183
Mon 7/221:54 pmBOS - GCM
3 stops27h 16mMultiple Airlines
Deal found 6/9$211
Wed 7/243:26 pmBOS - GCM
3 stops24h 09mMultiple Airlines
Deal found 6/9$213
Tue 7/239:00 amBOS - GCM
3 stops31h 00mUnited Airlines
Deal found 6/9$308

Find flights from Boston to Cayman Islands within your budget

Customize your flight search to find flights from Boston to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 3,080,152 searches. Data last updated June 10, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$356 - $479

Route

Depart

Return

Price

Boston Logan IntlGeorge Town Owen Roberts Intl

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 9/1

1 stop9h 35m

George Town Owen Roberts Intl

Sun 9/8

2 stops24h 42m

$356

Boston Logan IntlGeorge Town Owen Roberts Intl

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 8/22

1 stop16h 00m

George Town Owen Roberts Intl

Mon 8/26

1 stop11h 19m

$378

Boston Logan IntlGeorge Town Owen Roberts Intl

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 8/13

2 stops16h 53m

George Town Owen Roberts Intl

Mon 8/19

2 stops17h 13m

$383

Boston Logan IntlGeorge Town Owen Roberts Intl

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 8/13

1 stop6h 51m

George Town Owen Roberts Intl

Mon 8/19

1 stop22h 14m

$386

Boston Logan IntlGeorge Town Owen Roberts Intl

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 7/13

1 stop17h 47m

George Town Owen Roberts Intl

Fri 1/31

1 stop6h 27m

$389

Boston Logan IntlGeorge Town Owen Roberts Intl

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 10/27

1 stop7h 50m

George Town Owen Roberts Intl

Sun 11/3

2 stops23h 38m

$423

Boston Logan IntlGeorge Town Owen Roberts Intl

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 11/2

1 stop14h 02m

George Town Owen Roberts Intl

Sat 11/9

Nonstop4h 02m

$467

Boston Logan IntlGeorge Town Owen Roberts Intl

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 7/19

1 stop18h 17m

George Town Owen Roberts Intl

Sat 7/27

1 stop6h 43m

$468

Boston Logan IntlGeorge Town Owen Roberts Intl

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 7/3

2 stops29h 15m

George Town Owen Roberts Intl

Sun 7/7

3 stops26h 25m

$479

Flights are sorted by cheapest first

Deals found on 6/10

No data available for this route at this time. Please check back soon.

Best time to book a flight from Boston to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Boston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated June 10, 2024.
Peruse reviews from past customers who have flown with American Airlines, JetBlue and United Airlines from Boston to Cayman Islands to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good
10,295 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.4

Entertainment

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

8.0
Very good
10,295 reviews
8.0
Very good
10,295 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.4

Entertainment

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

7.6
Good
4,279 reviews
8.0
Very good
10,295 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.4

Entertainment

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

7.4
Good
10,647 reviews
8.0
Very good
10,295 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.4

Entertainment

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

7.3
Good
14,138 reviews
8.0
Very good
10,295 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.4

Entertainment

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

7.0
Good
7,070 reviews
8.0
Very good
10,295 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.4

Entertainment

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Related info for your journey

Find useful and relevant information for your journey from Boston to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Boston to Cayman Islands?

    Boston Logan Intl (BOS), located 2.6 mi from the city center, is the airport you fly out of when you book flights from Boston to Cayman Islands.

  • Can I find flights from Boston to Cayman Islands for under $400 on Cheapflights?

    Yes, there are multiple flights from Boston to Cayman Islands for under $400. The cheapest flight booked recently is on Air Canada for just $356, but on average you can expect to pay $410.

  • Are there nonstop flights from Boston to Cayman Islands for under $600 on Cheapflights?

    Cheapflights has at least 2 direct flights from Boston to Cayman Islands under $600. A good price for a nonstop flight from Boston to Cayman Islands is less than $511.

  • Are there last-minute flights available from Boston to Cayman Islands for under $400?

    There are currently 20+ open flights from Boston to Cayman Islands within the next 7 days for less than $400.

  • What are the cheapest flights from Boston to Cayman Islands?

    Looking at all options, your cheapest flight can be booked for $475. While the most popular route (Boston Logan Intl - George Town Owen Roberts Intl) can be booked for $364 on average our data indicates $543 when flying from Boston to Cayman Islands.

  • What does BOS to GCM mean?

    Great question - BOS to GCM just means Boston Logan Intl Airport to George Town Owen Roberts Intl Airport. Now you’ll know what these unique codes when you look for flights! This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are Cayman Brac Gerrard-Smith Airport (CYB), Little Cayman Airport (LYB).

  • Can I find deals for flights from Boston to Cayman Islands that include extra baggage allowance?

    The amount of baggage you can bring on your Boston to Cayman Islands flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Boston to Cayman Islands with specific airlines?

    Yes, Cheapflights allows you to browse and filter Boston to Cayman Islands flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Boston to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Boston to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Cayman Islands.

  • Can I find deals for business class flights from Boston to Cayman Islands?

    Yes. Cheapflights offers flight deals from Boston to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Boston to Cayman Islands that allow pets onboard?

    Many airlines flying from Boston to Cayman Islands offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Boston to Cayman Islands?

    Yes, you can often find last-minute deals on Boston to Cayman Islands flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Boston to Cayman Islands flight deals updated?

    The Boston to Cayman Islands flight deals you see on this page were last updated on 6/10.

  • What are the most popular airlines that fly from Boston to Cayman Islands?

  • What is the cheapest month to book a flight from Boston to Cayman Islands?

    Currently, August is the cheapest month in which you can book a flight from Boston to Cayman Islands (average of $447). Flying from Boston to Cayman Islands in June is currently the most expensive (average of $558). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Boston to Cayman Islands
See prices for flight routes from nearby airports that may be better suited for you.

Top 7 airlines flying from Boston to Cayman Islands

Discover the top 7 airlines that operate flights from Boston to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 3,080,152 searches. Data last updated June 10, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$290Average$435FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$296Average$466FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$306Average$473FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$340Average$678FlexibilityNo cancel feeOn-time62%
Air CanadaCheapest$343Average$417FlexibilityNo cancel feeOn-time67%
British AirwaysCheapest$544Average$757FlexibilityNo cancel feeOn-time70%
Linear Air TaxiCheapest$21,777Average$73,592FlexibilityNo cancel feeOn-timeN/A

Search flights from Boston to Cayman Islands by cabin class

Find flights from Boston to Cayman Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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