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Cheap flights from Massachusetts to Cayman Brac from $606

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Cayman Brac departing on 1/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Massachusetts to Cayman Brac

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
10:45 am - 5:50 pmBOS-CYB
31h 05m2 stops
Multiple Airlines Logo
3:40 pm - 11:57 pmCYB-BOS
32h 17m3 stops
$606Multiple Airlines
Find Deal
Wed, Jan 14 - Wed, Jan 21
Multiple Airlines Logo
3:43 pm - 5:50 pmBOS-CYB
26h 07m3 stops
Multiple Airlines Logo
3:40 pm - 11:57 pmCYB-BOS
32h 17m3 stops
$613Multiple Airlines
Find Deal
Wed, Jan 14 - Wed, Jan 21
Multiple Airlines Logo
6:55 pm - 3:25 pmBOS-CYB
20h 30m2 stops
Multiple Airlines Logo
6:20 pm - 4:19 pmCYB-BOS
21h 59m2 stops
$650Multiple Airlines
Find Deal
Wed, Jan 14 - Wed, Jan 21
Multiple Airlines Logo
4:35 pm - 3:25 pmBOS-CYB
23h 50m2 stops
Multiple Airlines Logo
6:20 pm - 10:38 pmCYB-BOS
27h 18m2 stops
$815Multiple Airlines
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Sat, Apr 11 - Sat, Apr 18
Multiple Airlines Logo
6:55 pm - 5:50 pmBOS-CYB
22h 55m3 stops
Multiple Airlines Logo
8:30 am - 10:37 pmCYB-BOS
14h 07m2 stops
$961Multiple Airlines
Find Deal
Sat, Feb 14 - Tue, Feb 17
Multiple Airlines Logo
6:55 pm - 3:25 pmBOS-CYB
20h 30m2 stops
Multiple Airlines Logo
8:30 am - 10:37 pmCYB-BOS
14h 07m2 stops
$1,051Multiple Airlines
Find Deal
Sat, Feb 14 - Tue, Feb 17
Multiple Airlines Logo
6:15 am - 10:30 amBOS-CYB
28h 15m3 stops
Multiple Airlines Logo
3:55 pm - 10:37 pmCYB-BOS
30h 42m2 stops
$1,515Multiple Airlines
Find Deal
Fri, Dec 5 - Mon, Dec 8
Multiple Airlines Logo
6:15 am - 1:20 pmBOS-CYB
31h 05m2 stops
Multiple Airlines Logo
3:55 pm - 10:37 pmCYB-BOS
30h 42m2 stops
$1,749Multiple Airlines
Find Deal
Fri, Dec 5 - Mon, Dec 8
Multiple Airlines Logo
6:55 pm - 3:25 pmBOS-CYB
20h 30m2 stops
Multiple Airlines Logo
6:00 pm - 10:37 pmCYB-BOS
28h 37m2 stops
$3,280Multiple Airlines
Find Deal
Sat, Dec 27 - Sat, Jan 3

momondo 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, momondo users made 832,500 searches. Data last updated November 18, 2025.
Use the filters below to find and compare flights from Massachusetts to Cayman Brac that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonCayman Brac

BOS - CYB

BOSCYB

Boston Logan Intl

Wed 1/14

10:45 am-5:50 pm

2 stops31h 05m

Cayman Brac Gerrard-Smith

Wed 1/21

3:40 pm-11:57 pm

3 stops32h 17m

$606

BostonCayman Brac

BOS - CYB

BOSCYB

Boston Logan Intl

Wed 1/14

3:43 pm-5:50 pm

3 stops26h 07m

Cayman Brac Gerrard-Smith

Wed 1/21

3:40 pm-11:57 pm

3 stops32h 17m

$613

BostonCayman Brac

BOS - CYB

BOSCYB

Boston Logan Intl

Wed 1/14

6:55 pm-3:25 pm

2 stops20h 30m

Cayman Brac Gerrard-Smith

Wed 1/21

6:20 pm-4:19 pm

2 stops21h 59m

$650

BostonCayman Brac

BOS - CYB

BOSCYB

Boston Logan Intl

Sat 4/11

4:35 pm-3:25 pm

2 stops23h 50m

Cayman Brac Gerrard-Smith

Sat 4/18

6:20 pm-10:38 pm

2 stops27h 18m

$815

BostonCayman Brac

BOS - CYB

BOSCYB

Boston Logan Intl

Sat 2/14

6:55 pm-5:50 pm

3 stops22h 55m

Cayman Brac Gerrard-Smith

Tue 2/17

8:30 am-10:37 pm

2 stops14h 07m

$961

BostonCayman Brac

BOS - CYB

BOSCYB

Boston Logan Intl

Sat 2/14

6:55 pm-3:25 pm

2 stops20h 30m

Cayman Brac Gerrard-Smith

Tue 2/17

8:30 am-10:37 pm

2 stops14h 07m

$1,051

BostonCayman Brac

BOS - CYB

BOSCYB

Boston Logan Intl

Fri 12/5

6:15 am-10:30 am

3 stops28h 15m

Cayman Brac Gerrard-Smith

Mon 12/8

3:55 pm-10:37 pm

2 stops30h 42m

$1,515

BostonCayman Brac

BOS - CYB

BOSCYB

Boston Logan Intl

Fri 12/5

6:15 am-1:20 pm

2 stops31h 05m

Cayman Brac Gerrard-Smith

Mon 12/8

3:55 pm-10:37 pm

2 stops30h 42m

$1,749

BostonCayman Brac

BOS - CYB

BOSCYB

Boston Logan Intl

Sat 12/27

6:55 pm-3:25 pm

2 stops20h 30m

Cayman Brac Gerrard-Smith

Sat 1/3

6:00 pm-10:37 pm

2 stops28h 37m

$3,280

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

Cheap Massachusetts to Cayman Brac flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Cayman Brac

Direct flights

None
There are no direct flights from Massachusetts to Cayman Brac. There are no popular flight routes from Massachusetts to Cayman Brac.
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  • When did momondo last update prices for flights from Massachusetts to Cayman Brac Gerrard-Smith Airport?

    Prices for flights from Massachusetts to Cayman Brac Gerrard-Smith Airport are updated daily.

  • How old do you have to be to fly from Massachusetts to Cayman Brac Gerrard-Smith Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Massachusetts to Cayman Brac Gerrard-Smith Airport.

  • What documentation or ID do you need to fly to Cayman Brac Gerrard-Smith Airport?

    The required travel and health documents for your Cayman Brac Gerrard-Smith Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Cayman Brac Gerrard-Smith Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • How do I get Price Alerts for flights from Massachusetts to Cayman Brac?

    Confirm your travel details to search for the latest offers for flights from Massachusetts to Cayman Brac. While browsing offers there will be the option to toggle “Price Alerts”. You’ll then receive updates when prices for the flight route increase or decrease.

  • How can I save money on flights from Massachusetts to Cayman Brac with momondo?

    With “Price Forecast”, learn how soon you should book your flight in advance. Down to the day of week and time of day, our information can inform you on the ideal time to book to save on your travel. Our “Price Calendar” shows you at a quick glance when to book your travel for lower rates. By setting “Price Alerts” you can monitor changes in price and target the ideal time to book. Search for your trip destination by budget amount via our “Explore” feature. Whether you’re looking for ideas for your next travel adventure or cost-cutting tips, our “Discover” content is a great place to start.

  • How does momondo find its flight prices?

    We compare prices from 700+ competitors to help you find the price that works best for you. momondo operates in over 30 international markets, bringing you access to a wide range of fares and deals. Search for your travel using momondo for a diverse range of options from airlines and OTAs.

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Cayman Brac?

Finding the right flight to Cayman Brac from Massachusetts is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Cayman Brac quick and easy, saving you time and money.

Can I find flights from Massachusetts to Cayman Brac with flexible booking policies on momondo?

momondo does allow users to show only those flights to Cayman Brac from Massachusetts which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Massachusetts to Cayman Brac?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Massachusetts to Cayman Brac.

I’m not ready to book a flight from Massachusetts to Cayman Brac right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Massachusetts to Cayman Brac flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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