$117 Find Cheap Flights from Worcester to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Worcester to Caribbean departing on 5/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Worcester to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$403
Santo Domingo
Santo Domingo2 stops$470
Montego Bay
Montego Bay2 stops$317
Oranjestad
Oranjestad1 stop$326
Nassau
Nassau2 stops$370
Simpson Bay
Simpson Bay2 stops$418
Providenciales
Providenciales2 stops$459
George Town
George Town1 stop$410
Punta Cana
Punta Cana2 stops$403
Santo Domingo
Santo Domingo2 stops$470
Montego Bay
Montego Bay2 stops$317
Oranjestad
Oranjestad1 stop$326
Nassau
Nassau2 stops$370
Simpson Bay
Simpson Bay2 stops$418
Providenciales
Providenciales2 stops$459
George Town
George Town1 stop$410

Book Cheap Worcester to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Worcester to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Worcester to Caribbean

Mon, Apr 13 - Wed, Apr 22
American Airlines Logo
2:39 pm - 10:05 pm
ORH
-
SJU
7h 26m
1 stop
American Airlines Logo
6:00 am - 2:14 pm
SJU
-
ORH
8h 14m
1 stop
$208American Airlines
Mon, Apr 13 - Wed, Apr 22
American Airlines Logo
2:39 pm - 12:03 pm
ORH
-
SJU
21h 24m
2 stops
American Airlines Logo
6:00 am - 2:14 pm
SJU
-
ORH
8h 14m
1 stop
$212American Airlines
Tue, Apr 21 - Wed, Apr 29
American Airlines Logo
2:39 pm - 10:05 pm
ORH
-
SJU
7h 26m
1 stop
American Airlines Logo
6:00 am - 2:14 pm
SJU
-
ORH
8h 14m
1 stop
$248American Airlines
Tue, Apr 21 - Wed, Apr 29
American Airlines Logo
2:39 pm - 9:13 am
ORH
-
SJU
18h 34m
2 stops
American Airlines Logo
6:00 am - 2:14 pm
SJU
-
ORH
8h 14m
1 stop
$252American Airlines
Mon, Apr 13 - Thu, Apr 16
Delta Logo
5:24 pm - 2:10 pm
ORH
-
AUA
20h 46m
2 stops
Delta Logo
3:25 pm - 4:43 pm
AUA
-
ORH
25h 18m
2 stops
$336Delta
Mon, Mar 16 - Wed, Mar 25
Delta Logo
4:33 pm - 11:55 am
ORH
-
AUA
19h 22m
2 stops
Delta Logo
3:35 pm - 3:50 pm
AUA
-
ORH
24h 15m
2 stops
$340Delta
Fri, Mar 27 - Mon, Apr 6
JetBlue Logo
4:55 pm - 7:46 pm
ORH
-
SDQ
26h 51m
1 stop
JetBlue Logo
7:02 pm - 4:23 pm
SDQ
-
ORH
21h 21m
1 stop
$540JetBlue
Thu, Mar 19 - Mon, Mar 23
JetBlue Logo
4:55 pm - 7:46 pm
ORH
-
SDQ
26h 51m
1 stop
JetBlue Logo
2:34 pm - 3:50 pm
SDQ
-
ORH
25h 16m
1 stop
$695JetBlue
Fri, Mar 27 - Mon, Apr 6
Multiple Airlines Logo
4:55 pm - 5:55 pm
ORH
-
SDQ
49h 00m
2 stops
Multiple Airlines Logo
6:55 pm - 4:23 pm
SDQ
-
ORH
21h 28m
1 stop
$857Multiple Airlines
Thu, Mar 19 - Mon, Mar 23
Multiple Airlines Logo
4:55 pm - 11:25 am
ORH
-
SDQ
42h 30m
2 stops
Multiple Airlines Logo
2:34 pm - 3:50 pm
SDQ
-
ORH
25h 16m
1 stop
$869Multiple Airlines
Booking Insights

KAYAK's insights & trends for Worcester to Caribbean flights

Get data-powered insights and trends into flights from Worcester to Caribbean to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Worcester to Caribbean?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Worcester to Caribbean were found on American Airlines ($284) and Delta ($336).

Good to know

Cheapest flight$117
Flight from Worcester to San Juan

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Worcester to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Worcester to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Worcester to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Worcester to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Worcester to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Worcester to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Worcester to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Worcester to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Worcester to Caribbean

 
Need help choosing which airline to fly with from Worcester to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
JetBlueOverall score based on 2896 reviews
7.2Entertainment
8.0Crew
6.6Food
7.5Comfort
7.4Boarding
Airline reviews

I have to congratulate Kayak (and Dylan the Chatdeal agent) because because when we decided extended our trip in Florida by two days, there were many direct flights oprions back to Boston available on the Friday we wanted to fly on the JetBlue website, but once I canceled the original JetBlue flight on their website, those direct return options disappeared immediatley! I think it's a game JetBlue plays. . Luckily, I checked Kayak and they had a direct flight that wasn't appearing on JetBlue's website and so I booked it, and we were able to fly home direct through the Kayak booking when JetBlue was offering nothing (even though I have been a True Blue member for 20 years, and also am a Mosaic member). So much for loyalty- their algorithm for booking is like a shell game. JetBlue used to be a good company but now they're worse than anyone. Also I was originally booked this trip to Florida, two months before the departure date, I booked the trip on JetBlue's website and then after the payment part, they said there was a problem and that I needed to do the booking again, so when I immediately went to rebook , the price had gone up 30%! I called them and it sounded like they had heard this so many times before and the guy told me to check back in 10 minutes and the price would be back to where it was when I was booking- it but it never was. How could the price go up 30% in one minute two months before the flight???? They're playing a game with their customers. Anyways, I booked a cheaper flight then at a less convenient time. So fast forward two months the night before the 7 AM flight, they sent me an email at midnight when I was sleeping to let me know that my flight at 7 AM had been canceled. The only thing they offered was a flight that night from from a different airport (Providence) to a different airport in Florida (West Palm Beach) or a flight two days later. No compensation, nothing. They couldn't of tried to get another plane to the Boston airport? They had all night to do it. I passed on their ridiculous options and flew with Delta and it was a great experience. Of course, I had to pay a lot more booking on the same day, but JetBlue doesn't care. I put in a lengthy complaint with the agent who assured me someone would get back to me by email within three days and I haven't heard a thing. JetBlue used to be a good company but now they're among the worst. The only thing they still have is decent legroom, but the corporate bean counters will probably start taking that away too.

8.0 ExcellentMark, Mar 2026
FLL - BOS
Read more JetBlue reviews

I have to congratulate Kayak (and Dylan the Chatdeal agent) because because when we decided extended our trip in Florida by two days, there were many direct flights oprions back to Boston available on the Friday we wanted to fly on the JetBlue website, but once I canceled the original JetBlue flight on their website, those direct return options disappeared immediatley! I think it's a game JetBlue plays. . Luckily, I checked Kayak and they had a direct flight that wasn't appearing on JetBlue's website and so I booked it, and we were able to fly home direct through the Kayak booking when JetBlue was offering nothing (even though I have been a True Blue member for 20 years, and also am a Mosaic member). So much for loyalty- their algorithm for booking is like a shell game. JetBlue used to be a good company but now they're worse than anyone. Also I was originally booked this trip to Florida, two months before the departure date, I booked the trip on JetBlue's website and then after the payment part, they said there was a problem and that I needed to do the booking again, so when I immediately went to rebook , the price had gone up 30%! I called them and it sounded like they had heard this so many times before and the guy told me to check back in 10 minutes and the price would be back to where it was when I was booking- it but it never was. How could the price go up 30% in one minute two months before the flight???? They're playing a game with their customers. Anyways, I booked a cheaper flight then at a less convenient time. So fast forward two months the night before the 7 AM flight, they sent me an email at midnight when I was sleeping to let me know that my flight at 7 AM had been canceled. The only thing they offered was a flight that night from from a different airport (Providence) to a different airport in Florida (West Palm Beach) or a flight two days later. No compensation, nothing. They couldn't of tried to get another plane to the Boston airport? They had all night to do it. I passed on their ridiculous options and flew with Delta and it was a great experience. Of course, I had to pay a lot more booking on the same day, but JetBlue doesn't care. I put in a lengthy complaint with the agent who assured me someone would get back to me by email within three days and I haven't heard a thing. JetBlue used to be a good company but now they're among the worst. The only thing they still have is decent legroom, but the corporate bean counters will probably start taking that away too.

We were made to wait in the airport for six hours for a flight that was ultimately canceled.

Both flights were significantly delayed. The flight experience itself was great.

My flight got delayed and eventually canceled, then rescheduled. I and several others had a connection from Boston to Paris and asked several times if we would make it. They assured us we would and then rebooked us mid flight without our consent and closed doors early even though they said they communicated we were a bit delayed. We got stranded in Boston and I opted with being rebooked for a different connection to France since they refused to pay for a Hotel. I've now been in Europe for 5 days and still haven't recieved my bags. There was absolutely no urgency for the fact that I'm in a foreign country with absolutely no change of clothes or any of my medication. Such an overwhelming and frustrating experience.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

The crew for the flight was A+ top notch. They were friendly and professional and made the flight a very relaxing and enjoable.

Rude crew member. She seemed annoyed at me without me saying a single word. Also loudly admonished me for having my bag next to my seat instead of tucked away before landing. Just telling me to put it away and guiding me without giving me a lecture would have been enough.

No included food for a 5 hour flight and the entertainment was only accessible if you had wired headphones (not provided). Otherwise though, great and smooth flying and customer service.

Crew were fantastic and so catering and wonderful! Full score for the entire crew!

Because of weather and mechanical issues our flight was 4 hours late. The only compensation offered to us was a meal voucher to be used only at Boston Airport and only on the day issued. But by the time it was offered to us all the restaurants were closed, so there was no way to use that offer.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports