$400 Find Cheap Flights from St. John's 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 St. John's to Caribbean Islands departing on 10/12. 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

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 St. John's to Caribbean Islands.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from St. John's to Caribbean Islands.
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Flight Deals

Cheap Flights from St. John's to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Santo Domingo
Santo Domingo1 stop$587
Simpson Bay
Simpson Baynonstop$364
Kingston
Kingston2 stops$580
Port of Spain
Port of Spainnonstop$373
Bridgetown
Bridgetownnonstop$334
Castries
Castries1 stop$469
Santo Domingo
Santo Domingo1 stop$587
Simpson Bay
Simpson Baynonstop$364
Kingston
Kingston2 stops$580
Port of Spain
Port of Spainnonstop$373
Bridgetown
Bridgetownnonstop$334
Castries
Castries1 stop$469

Book Cheap St. John's 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 St. John's 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 St. John's to Caribbean Islands

Fri, Nov 7 - Tue, Nov 11
Caribbean Airlines Logo
12:55 pm - 11:55 amANU-KIN
24h 00m2 stops
Caribbean Airlines Logo
2:30 pm - 5:40 pmKIN-ANU
26h 10m3 stops
$580Caribbean Airlines
Find Deal
Sun, Mar 29 - Tue, Mar 31
Caribbean Airlines Logo
10:20 am - 12:00 pmANU-KIN
2h 40mnonstop
Caribbean Airlines Logo
2:30 pm - 5:40 pmKIN-ANU
26h 10m3 stops
$595Caribbean Airlines
Find Deal
Thu, Nov 6 - Tue, Nov 11
Caribbean Airlines Logo
11:55 am - 1:35 pmANU-KIN
2h 40mnonstop
Caribbean Airlines Logo
2:30 pm - 5:40 pmKIN-ANU
26h 10m3 stops
$597Caribbean Airlines
Find Deal
Fri, Nov 7 - Mon, Nov 10
Caribbean Airlines Logo
12:55 pm - 11:55 amANU-KIN
24h 00m2 stops
Caribbean Airlines Logo
4:50 pm - 11:30 amKIN-ANU
17h 40m1 stop
$602Caribbean Airlines
Find Deal
Thu, Nov 6 - Mon, Nov 10
Caribbean Airlines Logo
11:55 am - 1:35 pmANU-KIN
2h 40mnonstop
Caribbean Airlines Logo
4:50 pm - 11:30 amKIN-ANU
17h 40m1 stop
$607Caribbean Airlines
Find Deal
Thu, Nov 6 - Mon, Nov 10
Caribbean Airlines Logo
11:55 am - 1:35 pmANU-KIN
2h 40mnonstop
Caribbean Airlines Logo
4:50 pm - 11:30 amKIN-ANU
17h 40m1 stop
$617Caribbean Airlines
Find Deal
Thu, Nov 20 - Thu, Nov 27
Multiple Airlines Logo
11:55 am - 1:35 pmANU-KIN
2h 40mnonstop
Multiple Airlines Logo
8:00 am - 11:40 amKIN-ANU
2h 40mnonstop
$715Multiple Airlines
Find Deal
Thu, Nov 20 - Thu, Nov 27
Multiple Airlines Logo
7:15 pm - 9:55 amANU-KIN
15h 40m2 stops
Multiple Airlines Logo
8:00 am - 11:40 amKIN-ANU
2h 40mnonstop
$728Multiple Airlines
Find Deal
Sun, Mar 8 - Thu, Mar 12
JetBlue Logo
2:15 pm - 2:34 pmANU-UVF
24h 19m1 stop
JetBlue Logo
3:54 pm - 1:09 pmUVF-ANU
21h 15m1 stop
$1,085JetBlue
Find Deal
Fri, Feb 20 - Wed, Feb 25
British Airways Logo
5:25 pm - 3:10 pmANU-UVF
21h 45m1 stop
British Airways Logo
8:35 pm - 3:35 pmUVF-ANU
19h 00m1 stop
$1,931British Airways
Find Deal
Booking Insights

KAYAK's insights & trends for St. John's to Caribbean Islands flights

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

What is the cheapest St. John's to Caribbean Islands flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean Islands from St. John's found in the last 72 hours was to Pointe-à-Pitre, at $335 round-trip. The most popular route is from St. John's (ANU) to Santo Domingo (SDQ), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $363.

Can I save money by flying with a layover from St. John's 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 $611, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from St. John's to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from St. John's to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from St. John's to Caribbean Islands is June, when tickets cost $181 (return) on average. On the other hand, the most expensive months are January and September, when the average cost of round-trip tickets is $593 and $584 respectively.

What’s the cheapest day of the week to fly from St. John's to Caribbean Islands?

The average price of all round-trip flights from St. John's to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

When flying from St. John's to Caribbean Islands, you should consider leaving on a Saturday and avoid Tuesdays if you are looking for the best rates. For your return to St. John's, you’ll find the best rates on Saturdays and the most expensive ones on Tuesdays.

Good to know

Low seasonFebruary
Cheapest flight$282
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from St. John's to Kingston

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from St. John's 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 St. John's to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from St. John's 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 St. John's 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 St. John's 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 St. John's 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 St. John's to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Caribbean Islands?

    The cheapest time of day to fly to Caribbean Islands is generally in the morning, when round-trip flights cost $174 on average. Morning departures are around 50% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the evening, which is peak travel time and where the average cost of a ticket is $344.

Top tips for finding cheap flights to Caribbean Islands

  • Looking for a cheap flight? 25% of our users found tickets from St. John's to the following destinations at these prices or less: Bridgetown $227 one-way - $233 round-trip; Roseau $154 one-way - $357 round-trip; Kingston $272 one-way - $579 round-trip

Reviews of the top 3 airlines serving from St. John's to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from St. John's 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 St. John's 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.
8.1
Caribbean AirlinesOverall score based on 185 reviews
7.9Comfort
8.4Crew
6.7Entertainment
8.1Boarding
6.8Food
Airline reviews

The flight was delayed over a hour and that was over 15 hours in advance not good

4.0 OkayCJ, Sep 2025MIA - POS
Read more Caribbean Airlines reviews

The flight was delayed over a hour and that was over 15 hours in advance not good

At check in I had to pay for my seat that I already paid for on purchasing my ticket. The flight was over an hour late and the plane smelt gross.

just a child who screamed and threw tantrums the entire flight

Excellent experience this was my first time booking with Kayak.

Flight ended up being longer than anticipated because we had to reroute to the Bahamas. So a hour and half flight turned into 5 hours. 0/10.

Flight time. The crew was the rudest, talked down to customers, ignored requests, acted like security guards, used forceful language like must and can't. Everything was on purchase, no entertainment, unless you could use your own phone. Poor customer service.

Checking in, boarding, the food and crew were all excellent. It was my first time traveling on Caribbean Airlines and trust me it’s the only airline I’ll be flying on as of now as long as it’s going my way😁. The service was unbelievably good I don’t regret missing my flight on flair at all cause I wouldn’t have realized how great the service is on Caribbean Airlines

The flight could'nt be better ,the comfort ,the crew and everything was good.i will definitely fly with this sirline again.

I love my entire experience. What I love most, was the friendliness and helpfulness of the staff at check-in and that of the crew on the flight. Their Customer Service was paramount.

The flight crew was extremely hospitable, though there was a lot of turbulence, they made it a good experience. The only negative was the inflight experience for economy class. There wasn’t any, or at least non that I was aware of.

I will choose again the best fly to Miami excellent

Never again! Each flight to and from DR was delayed over 24 hours.! 😡

Long delay. No AC on the flight from Barbados to St. Lucia.

Did not get to travel, you canceled my flight and left me stranded for the hole day, it's another day and I can't get to my destination. I will not recommend any one to this away, bad service

Delay flight more than 8hours waiting and poor customer service!

Plane was extremely small so mind the size of your carry on

Other than lack of snacks, everything else went very well.

They don’t keep you updated on the flight status very well. It was late but nothing said

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

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