HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$396+ Cheap flights from Hyannis (HYA) to Caribbean

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
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Hyannis to Caribbean with Cheapflights

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

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Hyannis to Caribbean

Best flights from Hyannis to Caribbean
Discover carefully curated flight deals from Hyannis to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 15, 2025.

This JetBlue deal was found by Cheapflights users on 12/12. 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 1/257:05 amHYA - SDQ
1 stop8h 45mJetBlue
Thu 1/296:01 amSDQ - HYA
1 stop12h 19mJetBlue
Deal found 12/12$685

Find flight deals from Hyannis to Caribbean

Keep the following information in mind while searching for Hyannis to Caribbean flight deals. Data was last updated December 15, 2025.

Round-trip from

$685
(JetBlue)

One-way from

$396
(JetBlue)

Popular in

December

Cheapest in

January

Average price

$386
From Hyannis Barnstable to Caribbean
Search Deals
One-way flight from Hyannis Barnstable to Caribbean
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($24 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 December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hyannis to Caribbean 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 December 15, 2025.
Use the filters below to find and compare flights from Hyannis to Caribbean that are best for you.

Fly from

Hyannis

Fly to

Caribbean

Route

Depart

Return

Price

HyannisSanto Domingo

HYA - SDQ

HYASDQ

Hyannis Barnstable

Sun 1/25

7:05 am-4:50 pm

1 stop8h 45m

Santo Domingo Las Americas

Thu 1/29

6:01 am-5:20 pm

1 stop12h 19m

$685

HyannisSanto Domingo

HYA - SDQ

HYASDQ

Hyannis Barnstable

Sun 2/15

7:05 am-5:14 pm

1 stop9h 09m

$396

HyannisSanto Domingo

HYA - SDQ

HYASDQ

Hyannis Barnstable

Wed 1/14

7:05 am-4:50 pm

1 stop8h 45m

$404

HyannisSanto Domingo

HYA - SDQ

HYASDQ

Hyannis Barnstable

Sun 12/28

12:07 pm-2:02 am

1 stop12h 55m

$511

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Best time to book a flight from Hyannis to Caribbean

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

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

Currently, January is the cheapest month in which you can book a flight from Hyannis to Caribbean (average of $88). Flying from Hyannis to Caribbean 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. 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?

    Hyannis Barnstable (HYA), located 1.0 mi from the city center, is the airport you fly out of when you book flights from Hyannis to Caribbean.

  • How long is the flight from Hyannis to Caribbean?

    A quick flight from Hyannis to Caribbean can take about 8h 45m. JetBlue provides one of the quickest options available for as low as $685. The distance from Hyannis to Caribbean is about 1605 mi.

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

    When deciding which route to take from Hyannis to Caribbean consider Hyannis Barnstable - Port of Spain Piarco Intl, Hyannis Barnstable - Santo Domingo Las Americas or Hyannis Barnstable - Kingston Norman Manley as they are the most popular.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Hyannis to Caribbean 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?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Hyannis to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Fort Lauderdale flights
Boston to Miami flights
Boston to Cancún flights
Boston to Tampa flights
Boston to Los Angeles flights
Boston to Orlando flights
Boston to Las Vegas flights
Boston to Luis Munoz Marin Intl flights
Boston to Dallas/Fort Worth flights
Boston to Heathrow flights
Boston to San Francisco flights
Boston to Denver flights
Hartford to Orlando flights
Boston to Fort Myers flights
Hartford to Luis Munoz Marin Intl flights
Boston to West Palm Beach flights
Boston to Sky Harbor Intl flights
Boston to Charles de Gaulle flights
Boston to Narita flights
Boston to Oranjestad flights
Boston to New Orleans flights
Boston to Hobby flights
Boston to Leonardo da Vinci/Fiumicino flights
Boston to Atlanta flights
Boston to Santo Domingo flights
Boston to Seattle flights
Boston to Lisbon flights
Boston to O'Hare Intl flights
Boston to Dublin flights
Boston to George Bush Intcntl flights
Boston to Punta Cana flights
Boston to Baltimore flights
Hartford to Tampa flights
Boston to Mexico City flights
Boston to Salt Lake City flights
Boston to Sarasota flights
Boston to Gatwick flights
Hartford to Fort Lauderdale flights
Boston to Nashville flights
Boston to Dulles Intl flights
Albany to Orlando flights
Boston to Haneda flights
Boston to Reagan-National flights
Boston to San Diego flights
Boston to Newark flights
Boston to London City flights
Boston to Raleigh flights
Boston to Charlotte flights
Boston to Saint Thomas Island flights
Boston to Barcelona-El Prat flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.