$279 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 1/1. 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 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 Domingononstop$547
Kingston
Kingstonnonstop$618
Simpson Bay
Simpson Baynonstop$362
Port of Spain
Port of Spain1 stop$466
Bridgetown
Bridgetownnonstop$329
Castries
Castries1 stop$478
Santo Domingo
Santo Domingononstop$547
Kingston
Kingstonnonstop$618
Simpson Bay
Simpson Baynonstop$362
Port of Spain
Port of Spain1 stop$466
Bridgetown
Bridgetownnonstop$329
Castries
Castries1 stop$478

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

Thu, Apr 2 - Thu, Apr 9
Caribbean Airlines Logo
11:55 am - 1:35 pm
ANU
-
KIN
2h 40mnonstop
Caribbean Airlines Logo
2:55 pm - 6:20 pm
KIN
-
ANU
2h 25mnonstop
$618Caribbean Airlines
Thu, Apr 2 - Thu, Apr 9
Caribbean Airlines Logo
7:15 pm - 9:55 am
ANU
-
KIN
15h 40m2 stops
Caribbean Airlines Logo
2:55 pm - 6:20 pm
KIN
-
ANU
2h 25mnonstop
$639Caribbean Airlines
Thu, Dec 25 - Thu, Jun 18
Caribbean Airlines Logo
7:15 pm - 9:55 am
ANU
-
KIN
15h 40m2 stops
Caribbean Airlines Logo
2:55 pm - 6:20 pm
KIN
-
ANU
2h 25mnonstop
$683Caribbean Airlines
Thu, Dec 25 - Thu, Jun 18
Caribbean Airlines Logo
7:15 pm - 9:55 am
ANU
-
KIN
15h 40m2 stops
Caribbean Airlines Logo
2:55 pm - 6:20 pm
KIN
-
ANU
2h 25mnonstop
$744Caribbean Airlines
Thu, Mar 5 - Mon, Mar 9
Multiple Airlines Logo
11:55 am - 1:35 pm
ANU
-
KIN
2h 40mnonstop
Multiple Airlines Logo
4:50 pm - 3:50 pm
KIN
-
ANU
22h 00m2 stops
$776Multiple Airlines
Thu, Mar 5 - Mon, Mar 9
Multiple Airlines Logo
11:55 am - 1:35 pm
ANU
-
KIN
2h 40mnonstop
Multiple Airlines Logo
8:50 am - 12:30 pm
KIN
-
ANU
2h 40mnonstop
$779Multiple Airlines
Thu, Mar 5 - Mon, Mar 9
Multiple Airlines Logo
7:15 pm - 9:55 am
ANU
-
KIN
15h 40m2 stops
Multiple Airlines Logo
4:50 pm - 3:50 pm
KIN
-
ANU
22h 00m2 stops
$795Multiple Airlines
Tue, Apr 28 - Tue, May 5
American Airlines Logo
3:50 pm - 1:50 pm
ANU
-
UVF
22h 00m1 stop
American Airlines Logo
3:35 pm - 3:25 pm
UVF
-
ANU
23h 50m1 stop
$1,850American Airlines
Tue, Apr 28 - Thu, May 7
American Airlines Logo
2:20 pm - 1:50 pm
ANU
-
UVF
23h 30m1 stop
American Airlines Logo
3:35 pm - 1:25 pm
UVF
-
ANU
21h 50m1 stop
$1,877American Airlines
Sun, Apr 26 - Tue, May 5
American Airlines Logo
2:20 pm - 1:50 pm
ANU
-
UVF
23h 30m1 stop
American Airlines Logo
3:35 pm - 1:25 pm
UVF
-
ANU
21h 50m1 stop
$1,883American Airlines
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 San Juan, at $366 round-trip. The most popular route is from St. John's (ANU) to Punta Cana (PUJ), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $422.

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 $578, 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$279
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 22% increase in price.
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 $338 one-way - $345 round-trip; Road Town $237 one-way - $393 round-trip; Simpson Bay $167 one-way - $378 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.
8.0
Caribbean AirlinesOverall score based on 208 reviews
7.8Comfort
8.0Boarding
8.4Crew
6.6Entertainment
6.8Food
Airline reviews

Overall, it was good. There was no food or entertainment, which is why I put poor (it wasn't an issue though).

8.0 ExcellentLorrian, Dec 2025
GND - BGI
Read more Caribbean Airlines reviews

Overall, it was good. There was no food or entertainment, which is why I put poor (it wasn't an issue though).

Nothing, they could have made some accommodation for an awful experience. Me and my family were not informed properly we we separated. They took me off the original flight i booked. I booked our flight at one price and called me and told me they were not honoring my rate and they charged me double of what I paid. Me and my family don’t want to ever use your services again.

This flight was great. The plane took off and arrived at the destination an hour early. The crew was pleasant. The food and entertainment options are minimal but adequate for a 1-hour flight. They passed out water and quickly supplied me with a fresh magazine since the previous one had the crossword section filled out.

Better movie and tv selections. Also, the overnight flight to Trinidad from Toronto, the staff were not very attentive. I did not see them for at least half the fight. They were behind their curtain a lot of the time, and they did not check on us before landing to make sure all landing requirements were met.

Little space for luggage and the flight was delayed by an hour.

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.

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