$113 Find Cheap Flights from Worcester to Caribbean Islands

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 Islands departing on 2/17. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Worcester to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Worcester to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Worcester to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$336
Santo Domingo
Santo Domingo2 stops$656
Montego Bay
Montego Bay2 stops$383
Oranjestad
Oranjestad2 stops$322
Nassau
Nassau2 stops$385
Simpson Bay
Simpson Bay2 stops$404
Providenciales
Providenciales2 stops$829
George Town
George Town2 stops$362
Punta Cana
Punta Cana2 stops$336
Santo Domingo
Santo Domingo2 stops$656
Montego Bay
Montego Bay2 stops$383
Oranjestad
Oranjestad2 stops$322
Nassau
Nassau2 stops$385
Simpson Bay
Simpson Bay2 stops$404
Providenciales
Providenciales2 stops$829
George Town
George Town2 stops$362

Book Cheap Worcester to Caribbean Islands 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 Islands 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 Islands

Fri, Apr 10 - Fri, Apr 17
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
$288American Airlines
Sun, Apr 19 - Tue, Apr 28
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
$292American Airlines
Wed, Apr 22 - Mon, Apr 27
American Airlines Logo
2:39 pm - 10:05 pm
ORH
-
SJU
7h 26m
1 stop
American Airlines Logo
6:56 pm - 2:14 pm
SJU
-
ORH
19h 18m
2 stops
$301American Airlines
Wed, Feb 11 - Mon, Feb 16
Delta Logo
4:16 pm - 12:55 pm
ORH
-
AUA
19h 39m
2 stops
Delta Logo
4:35 pm - 3:33 pm
AUA
-
ORH
23h 58m
2 stops
$322Delta
Tue, Jun 30 - Tue, Jul 7
American Airlines Logo
5:17 pm - 9:33 am
ORH
-
SJU
16h 16m
2 stops
American Airlines Logo
7:09 pm - 4:52 pm
SJU
-
ORH
21h 43m
2 stops
$332American Airlines
Wed, Apr 22 - Mon, Apr 27
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
$334American Airlines
Wed, Feb 25 - Thu, Mar 5
JetBlue Logo
4:59 pm - 12:59 am
ORH
-
SJU
7h 00m
1 stop
JetBlue Logo
8:00 am - 4:02 pm
SJU
-
ORH
9h 02m
1 stop
$366JetBlue
Thu, Apr 23 - Tue, Apr 28
Delta Logo
5:24 pm - 4:33 pm
ORH
-
NAS
23h 09m
2 stops
Delta Logo
5:58 pm - 4:43 pm
NAS
-
ORH
22h 45m
2 stops
$385Delta
Fri, Mar 6 - Mon, Mar 9
Delta Logo
4:30 pm - 12:26 pm
ORH
-
PUJ
18h 56m
2 stops
Delta Logo
3:50 pm - 3:50 pm
PUJ
-
ORH
24h 00m
2 stops
$457Delta
Thu, Apr 23 - Mon, Apr 27
JetBlue Logo
6:00 am - 3:53 pm
ORH
-
NAS
9h 53m
1 stop
JetBlue Logo
9:30 am - 3:59 pm
NAS
-
ORH
6h 29m
1 stop
$771JetBlue
Booking Insights

KAYAK's insights & trends for Worcester to Caribbean Islands flights

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

Can I save money by flying with a layover from Worcester to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $304, prices are generally cheapest when you fly direct.

Good to know

Cheapest flight$107
Flight from Worcester to Nassau

FAQs - booking Caribbean Islands flights

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

    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 Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Worcester to Caribbean Islands 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 Islands?

    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 Islands 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 Islands?

    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 Islands 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 Islands

 
See real verified KAYAK customer reviews for airlines flying from Worcester to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Worcester to Caribbean Islands? 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 2891 reviews
7.2Entertainment
6.6Food
8.0Crew
7.5Comfort
7.4Boarding
Airline reviews

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

2.0 MediocreAnonymous, Jan 2026
JFK - BNA
Read more JetBlue reviews

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

Flight was fine, price was good but food onboard was abysmal. I was on there for breakfast and lunch and dinner 845am EST to 845pm GMT and all I got was a yoghurt parfait, fruit and a piece of cake. Later snacks included an ice-cream brownie and a pizza twist. I was hungry by the time I landed and the airport amenities were closed. Not happy.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

Good. No issues except a slight delay. Crew came in late.

Not a pleasant experience, service was poor. Didn't like it

It was good. I prefer JB over other airlines.I just wish we had headphones for the films, but other than that - good.

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

Checking In on JetBlue site was impossible. It hung up on REAL ID. Even my Global Entry did not help. Luckily, on Kayak site it was a breeze. Entire flight the temperature was COLD! Otherwise the crew was great!

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports