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Caribbean Islands

$439+ Cheap flights from Hyannis (HYA) to Caribbean Islands

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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
HYA — SJU
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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Cheap flight deals from Hyannis to Caribbean Islands

Cheapest flights from Hyannis to Caribbean Islands
Explore the most affordable flight options available from Hyannis to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 28, 2026.

This JetBlue deal was found by Cheapflights users on 1/25. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/17:05 am
HYA
-
SDQ
1 stop9h 09m
JetBlue
Wed 3/46:05 am
SDQ
-
HYA
1 stop12h 15m
JetBlue
Deal found 1/25$662
This JetBlue deal was found by Cheapflights users on 1/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/297:05 am
HYA
-
SDQ
1 stop9h 00m
JetBlue
Mon 4/133:20 am
SDQ
-
HYA
1 stop7h 42m
JetBlue
Deal found 1/27$800
This JetBlue deal was found by Cheapflights users on 1/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2812:07 pm
HYA
-
SDQ
1 stop13h 47m
JetBlue
Tue 5/123:20 am
SDQ
-
HYA
1 stop7h 42m
JetBlue
Deal found 1/26$843
This JetBlue deal was found by Cheapflights users on 1/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2812:07 pm
HYA
-
SDQ
1 stop13h 47m
JetBlue
Sat 5/93:20 am
SDQ
-
HYA
1 stop7h 42m
JetBlue
Deal found 1/26$863
This JetBlue deal was found by Cheapflights users on 1/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1812:07 pm
HYA
-
SDQ
1 stop13h 47m
JetBlue
Sun 5/33:20 am
SDQ
-
HYA
1 stop7h 42m
JetBlue
Deal found 1/26$893
This JetBlue deal was found by Cheapflights users on 1/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/177:05 am
HYA
-
SDQ
1 stop7h 37m
JetBlue
Sun 5/33:20 am
SDQ
-
HYA
1 stop7h 42m
JetBlue
Deal found 1/26$923
This JetBlue deal was found by Cheapflights users on 1/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1812:07 pm
HYA
-
SDQ
1 stop13h 47m
JetBlue
Sat 5/23:20 am
SDQ
-
HYA
1 stop7h 42m
JetBlue
Deal found 1/26$943
This JetBlue deal was found by Cheapflights users on 1/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/177:05 am
HYA
-
SDQ
1 stop7h 37m
JetBlue
Sat 5/23:20 am
SDQ
-
HYA
1 stop7h 42m
JetBlue
Deal found 1/26$973

Find flight deals from Hyannis to Caribbean Islands

Keep the following information in mind while searching for Hyannis to Caribbean Islands flight deals. Data was last updated January 28, 2026.

Round-trip from

$662
(JetBlue)

One-way from

$439
(KAYAK)

Popular in

December

Cheapest in

January

Average price

$254
From Hyannis Barnstable to Caribbean Islands
Search Deals
One-way flight from Hyannis Barnstable to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hyannis to Caribbean 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 2,558,603 searches. Data last updated January 28, 2026.
Use the filters below to find and compare flights from Hyannis to Caribbean Islands that are best for you.

Fly from

Hyannis

Fly to

Caribbean Islands

Route

Depart

Return

Price

HyannisSanto Domingo

HYA - SDQ

HYASDQ

Hyannis Barnstable

Sun 3/1

7:05 am-5:14 pm

1 stop9h 09m

Santo Domingo Las Americas

Wed 3/4

6:05 am-5:20 pm

1 stop12h 15m

$662

HyannisSanto Domingo

HYA - SDQ

HYASDQ

Hyannis Barnstable

Sun 3/29

7:05 am-4:05 pm

1 stop9h 00m

Santo Domingo Las Americas

Mon 4/13

3:20 am-11:02 am

1 stop7h 42m

$800

HyannisSanto Domingo

HYA - SDQ

HYASDQ

Hyannis Barnstable

Fri 5/1

7:05 am-2:42 pm

1 stop7h 37m

Santo Domingo Las Americas

Sun 5/10

3:20 am-11:02 am

1 stop7h 42m

$843

HyannisSanto Domingo

HYA - SDQ

HYASDQ

Hyannis Barnstable

Sun 5/3

12:07 pm-1:54 am

1 stop13h 47m

Santo Domingo Las Americas

Mon 5/11

3:20 am-11:02 am

1 stop7h 42m

$843

HyannisSanto Domingo

HYA - SDQ

HYASDQ

Hyannis Barnstable

Fri 5/1

12:07 pm-1:54 am

1 stop13h 47m

Santo Domingo Las Americas

Fri 5/15

3:20 am-11:02 am

1 stop7h 42m

$843

HyannisSanto Domingo

HYA - SDQ

HYASDQ

Hyannis Barnstable

Tue 4/28

7:05 am-2:42 pm

1 stop7h 37m

Santo Domingo Las Americas

Wed 5/13

3:20 am-11:02 am

1 stop7h 42m

$843

HyannisSanto Domingo

HYA - SDQ

HYASDQ

Hyannis Barnstable

Thu 4/23

12:07 pm-1:54 am

1 stop13h 47m

Santo Domingo Las Americas

Mon 5/4

3:20 am-11:02 am

1 stop7h 42m

$843

HyannisSanto Domingo

HYA - SDQ

HYASDQ

Hyannis Barnstable

Wed 4/29

12:07 pm-1:54 am

1 stop13h 47m

Santo Domingo Las Americas

Tue 5/12

3:20 am-11:02 am

1 stop7h 42m

$843

HyannisSanto Domingo

HYA - SDQ

HYASDQ

Hyannis Barnstable

Wed 4/29

12:07 pm-1:54 am

1 stop13h 47m

Santo Domingo Las Americas

Thu 5/14

3:20 am-11:02 am

1 stop7h 42m

$843

HyannisSanto Domingo

HYA - SDQ

HYASDQ

Hyannis Barnstable

Sun 5/3

12:07 pm-1:54 am

1 stop13h 47m

Santo Domingo Las Americas

Wed 5/13

3:20 am-11:02 am

1 stop7h 42m

$843

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 12 results
1
2

Best time to book a flight from Hyannis to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Hyannis 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

Everything you need to know about your flight from Hyannis to Caribbean Islands

What is the cheapest month to book a flight from Hyannis to Caribbean Islands?

Currently, January is the cheapest month in which you can book a flight from Hyannis to Caribbean Islands (average of $88). Flying from Hyannis to Caribbean Islands in November is currently the most expensive (average of $177). 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.

Related info for your journey

Find useful and relevant information for your journey from Hyannis to Caribbean 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 Hyannis to Caribbean Islands?

    If you book a flight to Caribbean Islands from Hyannis, you will be flying from Barnstable, which is the city’s only airport. Hyannis Barnstable (HYA) is located 1.0 mi from the center of Hyannis.

  • How long is the flight from Hyannis to Caribbean Islands?

    JetBlue can get you from Hyannis to Caribbean Islands in just under 9h 09m. Your travel time can differ by up to . Hyannis and Caribbean Islands are separated by a distance of 1605 mi.

  • What are the most popular routes from Hyannis to Caribbean Islands?

    While some choose either Hyannis Barnstable - Port of Spain Piarco Intl or Hyannis Barnstable - Kingston Norman Manley, Hyannis Barnstable - Santo Domingo Las Americas is the most popular route from Hyannis to Caribbean Islands.

  • Can I find deals for flights from Hyannis to Caribbean Islands that include hotel bookings?

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

  • How can I find direct flights from Hyannis to Caribbean Islands?

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

  • Can I find deals for business class flights from Hyannis to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Hyannis to Caribbean 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.

  • What is the cheapest month to book a flight from Hyannis to Caribbean Islands?

    Currently, January is the cheapest month in which you can book a flight from Hyannis to Caribbean Islands (average of $88). Flying from Hyannis to Caribbean Islands in November is currently the most expensive (average of $177). 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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