$179 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 6/1. 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.
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
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$635
Kingston
Kingstonnonstop$604
Simpson Bay
Simpson Bay1 stop$368
Port of Spain
Port of Spainnonstop$460
Bridgetown
Bridgetownnonstop$351
Castries
Castriesnonstop$458
Santo Domingo
Santo Domingononstop$635
Kingston
Kingstonnonstop$604
Simpson Bay
Simpson Bay1 stop$368
Port of Spain
Port of Spainnonstop$460
Bridgetown
Bridgetownnonstop$351
Castries
Castriesnonstop$458

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, Jul 10 - Mon, Jul 13
Sunrise Airways Logo
3:30 pm - 5:45 pm
ANU
-
UVF
2h 15mnonstop
Sunrise Airways Logo
6:55 pm - 9:10 pm
UVF
-
ANU
2h 15mnonstop
$402Sunrise Airways
Fri, Jul 10 - Mon, Jul 13
Sunrise Airways Logo
3:30 pm - 5:45 pm
ANU
-
UVF
2h 15m
1 stop
Sunrise Airways Logo
6:55 pm - 9:10 pm
UVF
-
ANU
2h 15m
1 stop
$419Sunrise Airways
Mon, Jul 20 - Sun, Jul 26
Sunrise Airways Logo
3:30 pm - 5:45 pm
ANU
-
UVF
2h 15mnonstop
Sunrise Airways Logo
6:50 am - 9:05 am
UVF
-
ANU
2h 15mnonstop
$424Sunrise Airways
Thu, Jun 11 - Thu, Jun 18
Multiple Airlines Logo
1:10 pm - 5:45 pm
ANU
-
UVF
28h 35m
2 stops
Multiple Airlines Logo
6:50 am - 9:05 am
UVF
-
ANU
2h 15mnonstop
$581Multiple Airlines
Thu, Oct 15 - Thu, Oct 22
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
$604Caribbean Airlines
Thu, Oct 15 - Thu, Oct 22
Caribbean Airlines Logo
7:15 pm - 9:55 am
ANU
-
KIN
15h 40m
2 stops
Caribbean Airlines Logo
2:55 pm - 6:20 pm
KIN
-
ANU
2h 25mnonstop
$612Caribbean Airlines
Wed, Oct 14 - Mon, Oct 19
Fly Salone Logo
12:45 pm - 2:25 pm
ANU
-
KIN
2h 40mnonstop
Fly Salone Logo
9:00 am - 12:40 pm
KIN
-
ANU
2h 40mnonstop
$625Fly Salone
Sun, Jun 7 - Sun, Jun 14
Multiple Airlines Logo
3:00 pm - 4:40 pm
ANU
-
KIN
2h 40mnonstop
Multiple Airlines Logo
1:30 pm - 4:55 pm
KIN
-
ANU
2h 25mnonstop
$637Multiple Airlines
Fri, Jun 12 - Mon, Jul 20
Fly Salone Logo
3:00 pm - 4:40 pm
ANU
-
KIN
2h 40mnonstop
Fly Salone Logo
9:00 am - 12:40 pm
KIN
-
ANU
2h 40mnonstop
$654Fly Salone
Mon, Aug 3 - Sun, Aug 9
American Airlines Logo
1:22 pm - 11:47 am
ANU
-
MBJ
23h 25m
1 stop
American Airlines Logo
2:52 pm - 4:17 pm
MBJ
-
ANU
24h 25m
1 stop
$1,389American 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 7 days was to Kingston, at $251 round-trip. The most popular route is from St. John's (ANU) to Kingston (KIN), and the cheapest round-trip airline ticket found on this route in the last 7 days was $251.

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

The average price for all round-trip flights from St. John's to Caribbean Islands depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

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.

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 $609, 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 July, when tickets cost $105 (return) on average. On the other hand, the most expensive months are February and December, when the average cost of round-trip tickets is $252 and $220 respectively.

Good to know

Low seasonJanuary
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 19% increase in price.

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.

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: Roseau $162 one-way - $187 round-trip; Basseterre $137 one-way - $305 round-trip; Simpson Bay $178 one-way - $409 round-trip

Reviews of the top 4 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.
8.5
WinairOverall score based on 4 reviews
8.5Boarding
8.0Comfort
7.5Entertainment
7.5Food
9.5Crew
Airline reviews

windsor had major problems and their flights were canceled and delayed. we got lucky and they were able to put us on another plane 1 hour late. luckily we had a long enough layover and didn’t miss our connecting flights.

6.0 GoodAnonymous, May 2026
SBH - SXM
Read more Winair reviews

windsor had major problems and their flights were canceled and delayed. we got lucky and they were able to put us on another plane 1 hour late. luckily we had a long enough layover and didn’t miss our connecting flights.

Delayed for three hours. This seems to be CAL’s MO when flights aren’t filled until they fill it. Business class is nice but not luxe like other airlines. Lots of space and amazing staff.

Delayed for 3 hours- little to no communication about this and staff moves in slow motion

Caribbean airline sucks… they have a promotion to bring 60lbs in your suitcase.. meanwhile when you reached your destination (JFK)… your suitcase didn’t show up. They had too much weight so the suitcase was left in Guyana… like WTF????? Stupid promotion.. just like the uneducated people working with the airline. The representative said there is nothing she can do about it… will not use them again.

Boarding the flight was smooth and the flight was not full so i had an extra seat essentially

There was no flight. They canceled the flight with no knowledge to me, and I still haven’t received a refund

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.

Flew St Vincent to Barbados on an ATR-40 (?), seating about 60 passengers. Pretty tight in there. Flt. attendant was very friendly. Short flight - up & down in 40 minutes.

No food, no entertainment - half-hour flight (up & down) Smallest plane I’ve ever been on - maybe 60 passenger capacity?

I've had bad flights with InterCaribbean before (cancellations, no gate agents, etc.), but this one went perfectly smoothly!

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