$916+ Cheap flights from Massachusetts to Cayman Brac (CYB)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — CYB
Dec 3 — Dec 101
1 adult, Economy
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Cheapest flights from Massachusetts to Cayman BracExplore the most affordable flight options available from Massachusetts to Cayman Brac. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.
Explore the most affordable flight options available from Massachusetts to Cayman Brac. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.
This Booking.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:55 pmBOS - CYB
2 stops22h 55mMultiple Airlines
Tue 12/308:30 amCYB - BOS
2 stops14h 07mMultiple Airlines
Deal found 11/2![Multiple Airlines logo]()
$1,099
Cheap flight deals from Massachusetts to Cayman Brac
Keep the following information in mind while searching for Massachusetts to Cayman Brac flight deals. Data was last updated November 3, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $1,099 (Booking.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Massachusetts to Cayman Brac 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 2,558,603 searches. Data last updated November 3, 2025.
Use the filters below to find and compare flights from Massachusetts to Cayman Brac that are best for you.
Fly from
Massachusetts
Fly to
Cayman Brac
Route
Depart
Return
Price
BostonCayman Brac
BOS - CYB
BOSCYB
Boston Logan Intl
Sat 1/17
4:35 pm-5:50 pm
3 stops25h 15m
Cayman Brac Gerrard-Smith
Sat 1/24
3:40 pm-10:37 pm
3 stops30h 57m
$916
BostonCayman Brac
BOS - CYB
BOSCYB
Boston Logan Intl
Wed 12/24
6:55 pm-5:50 pm
2 stops22h 55m
Cayman Brac Gerrard-Smith
Tue 12/30
8:30 am-10:37 pm
2 stops14h 07m
$1,099
Best time to book a flight from Massachusetts to Cayman Brac
Have a flexible travel schedule? Discover the best time to fly to Cayman Brac from Massachusetts 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.
Cheapflights Insights
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