$1,244+ 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 12/25. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — CYB
jan 17 — jan 241
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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 dezembro 18, 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 dezembro 18, 2025.
This Mytrip deal was found by Cheapflights users on 12/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 12/255:45 amBOS - CYB
2 stops12h 05mMultiple Airlines
dom 1/410:55 amCYB - BOS
2 stops13h 02mMultiple Airlines
Deal found 12/17![Multiple Airlines logo]()
$1,244
This FlightHub deal was found by Cheapflights users on 12/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 12/296:55 pmBOS - CYB
2 stops20h 30mMultiple Airlines
seg 1/56:20 pmCYB - BOS
2 stops28h 17mMultiple Airlines
Deal found 12/17![Multiple Airlines logo]()
$1,528
Find 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 dezembro 18, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $1,528 (FlightHub) |
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 dezembro 18, 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
seg 12/29
6:55 pm-3:25 pm
2 stops20h 30m
Cayman Brac Gerrard-Smith
seg 1/5
6:20 pm-10:37 pm
2 stops28h 17m
$1,528
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
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Cheapflights Insights
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