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Caribbean Islands

$658+ Cheap flights from Hyannis (HYA) to Caribbean Islands

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 7/16. Fares are subject to change and may not be available on all flights or dates of travel.
HYA — SJU
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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Cheap 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 July 3, 2025.

Round-trip from

$658
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$283
From Hyannis Barnstable to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find 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 July 3, 2025.

This American Airlines deal was found by Cheapflights users on 7/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/162:44 pmHYA - STT
2 stops22h 02mAmerican Airlines
Sun 7/204:02 pmSTT - HYA
2 stops19h 48mAmerican Airlines
Deal found 7/1$658
This Mytrip deal was found by Cheapflights users on 7/1. 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.
Wed 7/1610:29 amHYA - STT
2 stops23h 19mMultiple Airlines
Sun 7/2010:43 amSTT - HYA
3 stops25h 23mMultiple Airlines
Deal found 7/1$765
This JetBlue deal was found by Cheapflights users on 7/1. 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 8/225:15 pmHYA - SDQ
1 stop10h 30mJetBlue
Fri 8/296:00 amSDQ - HYA
1 stop10h 15mJetBlue
Deal found 7/1$822

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 July 3, 2025.
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

HyannisSaint Thomas Island

HYA - STT

HYASTT

Hyannis Barnstable

Wed 7/16

2:44 pm-12:46 pm

2 stops22h 02m

Saint Thomas Island Cyril E King

Sun 7/20

4:02 pm-11:50 am

2 stops19h 48m

$658

HyannisSaint Thomas Island

HYA - STT

HYASTT

Hyannis Barnstable

Wed 7/16

10:29 am-9:48 am

2 stops23h 19m

Saint Thomas Island Cyril E King

Sun 7/20

10:43 am-12:06 pm

3 stops25h 23m

$765

HyannisSanto Domingo

HYA - SDQ

HYASDQ

Hyannis Barnstable

Fri 8/22

5:15 pm-3:45 am

1 stop10h 30m

Santo Domingo Las Americas

Fri 8/29

6:00 am-4:15 pm

1 stop10h 15m

$822

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

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, September is the cheapest month in which you can book a flight from Hyannis to Caribbean Islands (average of $254). Flying from Hyannis to Caribbean Islands in June is currently the most expensive (average of $339). 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.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean 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 Caribbean Islands. Reviews last updated July 3, 2025.
Peruse reviews from past customers who have flown with JetBlue and American Airlines from Hyannis to Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
JetBlue
7.3
Good
2,916 reviews

Crew

8.0

Food

6.7

Entertainment

7.3

Comfort

7.6

Boarding

7.5

Overall

7.3

Reviews

1 / 20
10.0
Excellent

Geri,May 2025

RSW - BOS

Full flight, even thought I had priority A boarding, the flight was more than 1/2 full with Mint & Mosaic members, before I could board and get overhead space.
JetBlue
7.3
Good
2,916 reviews
JetBlue
7.3
Good
2,916 reviews

Crew

8.0

Food

6.7

Entertainment

7.3

Comfort

7.6

Boarding

7.5

Overall

7.3

Reviews

1 / 20
10.0
Excellent

Geri,May 2025

RSW - BOS

Full flight, even thought I had priority A boarding, the flight was more than 1/2 full with Mint & Mosaic members, before I could board and get overhead space.
American Airlines
7.2
Good
10,000 reviews
JetBlue
7.3
Good
2,916 reviews

Crew

8.0

Food

6.7

Entertainment

7.3

Comfort

7.6

Boarding

7.5

Overall

7.3

Reviews

1 / 20
10.0
Excellent

Geri,May 2025

RSW - BOS

Full flight, even thought I had priority A boarding, the flight was more than 1/2 full with Mint & Mosaic members, before I could board and get overhead space.

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.

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

    While some choose either Hyannis Barnstable - Kingston Norman Manley or Hyannis Barnstable - Santo Domingo Las Americas, Hyannis Barnstable - Port of Spain Piarco Intl 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, September is the cheapest month in which you can book a flight from Hyannis to Caribbean Islands (average of $254). Flying from Hyannis to Caribbean Islands in June is currently the most expensive (average of $339). 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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