$49 Find Cheap Flights from Saint Thomas Island 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 Saint Thomas Island to Caribbean Islands departing on 8/27. 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 Saint Thomas Island 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 Saint Thomas Island to Caribbean Islands, as well as popular online travel agencies
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Cheap Flights from Saint Thomas Island to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Santo Domingo
Santo Domingo1 stop$304
Montego Bay
Montego Bay2 stops$648
Simpson Bay
Simpson Bay3 stops$764
Santo Domingo
Santo Domingo1 stop$304
Montego Bay
Montego Bay2 stops$648
Simpson Bay
Simpson Bay3 stops$764

Book Cheap Saint Thomas Island 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 Saint Thomas Island 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 Saint Thomas Island to Caribbean Islands

Fri, Aug 15 - Mon, Aug 18
Frontier Logo
5:14 pm - 6:08 pmSTT-SJU
0h 54mnonstop
Frontier Logo
3:37 pm - 4:29 pmSJU-STT
0h 52mnonstop
$99Frontier
Find Deal
Thu, Sep 4 - Mon, Sep 8
JetBlue Logo
3:30 pm - 4:10 pmSTT-SJU
0h 40mnonstop
JetBlue Logo
1:55 pm - 2:31 pmSJU-STT
0h 36mnonstop
$139JetBlue
Find Deal
Wed, Aug 20 - Wed, Aug 27
JetBlue Logo
2:23 pm - 3:10 pmSTT-SJU
0h 47mnonstop
JetBlue Logo
12:50 pm - 1:28 pmSJU-STT
0h 38mnonstop
$148JetBlue
Find Deal
Fri, Aug 15 - Tue, Aug 19
 Logo
5:14 pm - 6:08 pmSTT-SJU
0h 54mnonstop
 Logo
12:55 pm - 1:30 pmSJU-STT
0h 35mnonstop
Fri, Aug 15 - Mon, Aug 18
 Logo
12:18 pm - 9:48 pmSTT-SJU
9h 30m1 stop
 Logo
3:37 pm - 4:29 pmSJU-STT
0h 52mnonstop
Thu, Sep 11 - Sun, Sep 14
Cape Air Logo
6:26 pm - 6:51 pmSTT-STX
0h 25mnonstop
Cape Air Logo
3:26 pm - 3:50 pmSTX-STT
0h 24mnonstop
$230Cape Air
Find Deal
Sun, Jan 4 - Thu, Jan 8
Cape Air Logo
2:19 pm - 2:44 pmSTT-STX
0h 25mnonstop
Cape Air Logo
8:03 pm - 8:27 pmSTX-STT
0h 24mnonstop
$248Cape Air
Find Deal
Fri, Sep 19 - Mon, Sep 22
Spirit Airlines Logo
4:02 pm - 12:54 amSTT-SJU
8h 52m1 stop
Spirit Airlines Logo
6:44 am - 2:57 pmSJU-STT
8h 13m1 stop
$280Spirit Airlines
Find Deal
Fri, Sep 19 - Sun, Sep 21
Spirit Airlines Logo
4:02 pm - 12:54 amSTT-SJU
8h 52m1 stop
Spirit Airlines Logo
1:59 am - 3:17 pmSJU-STT
13h 18m1 stop
$295Spirit Airlines
Find Deal
Mon, Sep 8 - Wed, Sep 17
American Airlines Logo
5:10 pm - 7:38 pmSTT-KIN
27h 28m1 stop
American Airlines Logo
1:00 pm - 4:00 pmKIN-STT
26h 00m1 stop
$774American Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Saint Thomas Island to Caribbean Islands flights

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

What is the cheapest Saint Thomas Island to Caribbean Islands flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Saint Thomas Island to Caribbean Islands.

The cheapest ticket to Caribbean Islands from Saint Thomas Island found in the last 72 hours was to San Juan, at $58 round-trip. The most popular route is from Saint Thomas Island (STT) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $58.

Can I save money by flying with a layover from Saint Thomas Island 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 $643, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Saint Thomas Island to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Saint Thomas Island 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 Saint Thomas Island to Caribbean Islands is November, when tickets cost $67 (return) on average. On the other hand, the most expensive months are June and April, when the average cost of round-trip tickets is $157 and $148 respectively.

What’s the cheapest day of the week to fly from Saint Thomas Island to Caribbean Islands?

The average price of all round-trip flights from Saint Thomas Island to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Caribbean Islands on a Friday and more expensive on a Tuesday. On your return trip to Saint Thomas Island, you should consider flying back on a Friday, and avoid Sundays for better deals.

How far in advance should I book a flight from Saint Thomas Island to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Saint Thomas Island to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Saint Thomas Island to Caribbean Islands, you should book around 2 weeks before departure, which saves you about 37% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.


Good to know

Low seasonMay
Cheapest flight$49
Best time to beat the crowds with an average 58% drop in price.
Most popular time to fly and prices are also 12% lower on average.
Flight from Saint Thomas Island to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Saint Thomas Island 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 Saint Thomas Island to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Saint Thomas Island 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 Saint Thomas Island 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 Saint Thomas Island 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 Saint Thomas Island 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 Saint Thomas Island 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 afternoon, when round-trip flights cost $134 on average. Morning departures are around 31% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $183.

Top tips for finding cheap flights to Caribbean Islands

  • Looking for a cheap flight? 25% of our users found tickets from Saint Thomas Island to the following destinations at these prices or less: The Valley $322 one-way - $592 round-trip; San Juan $99 one-way - $75 round-trip

Reviews of the top 5 airlines serving from Saint Thomas Island to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Saint Thomas Island 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 Saint Thomas Island 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.
9.3
Cape AirOverall score based on 37 reviews
8.8Comfort
9.1Boarding
9.4Crew
9.0Entertainment
8.8Food
Airline reviews

It was good. It was convenient and frequent enough to be a very useful flight to reach more regional hubs. I felt comfortable enough to sleep. During the flight but loved seeing the countryside when I was awake.

10.0 ExcellentAnonymous, Jun 2025SDY - BIL
Read more Cape Air reviews

It was good. It was convenient and frequent enough to be a very useful flight to reach more regional hubs. I felt comfortable enough to sleep. During the flight but loved seeing the countryside when I was awake.

It’s less complicated from Culebra to SJU airport. Next time I will prefer to leave from Isla Grande airport to Culebra !!

10 seat Cesna. Equal parts transportation and adventure. 20 minute hop at 10000 feet and 160 mph, sitting 10 feet from the pilot. Panoramic views of the island. Very simple boarding, very low stress. VQS airport tiny, undeveloped. Highly recommended flight, Cape Air doing a great job here.

We traveled in a small Cesna so there was no food or entertainment. The pilot was excellent enjoy being able to see the places we were flying above. It was an OK flight.

Very smooth flight and landing. Pilot delivered his safety instruction in such a monotone that it wasn’t easily understandable. Words were said but he didn't communicate to us. If he was communicating to someone he cared about, he would have used inflection and other nuances of speaking. Virtually all emphasis was removed so it was just blah blah blah (really fast, like the end of a Pharma commercial)

My pilot on Cape Air was AMAZING!!!! I hoping that next time I fly I have him as my pilot. He made me feel safe and secure in his skills.

I so appreciate this service into and out of Glendive. Always a good experience with crew and support team.

It was not what I had expected but it was a great way to see the landscape.

Pros: "ground crew, pilot, flight was smooth and gate connections to Jet Blue in Boston were fantastic!"
Cons: "leg room"

flight cancelled after 2 delays. left us sitting in JFK at 1am. no customer service to assist rebooking.

To not have food or proper snacks on a 5 hour flight was the worst.

There were mutliple delays. There was inconsistent, delayed, and poor communication regarding the delays.

It would have been nice if they had offered more than one set of snacks

You get what you pay for with JetBlue. Every little thing costs more, you are nickel and dimed until the end. Entertainment doesn’t function. Flight attendants do the bare minimum.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

Overall was excellent. Will definitely us JetBlue in the future.

Very well organized both boarding and deplaning. Very satisfied with the service I received.

I rate it is good we had a 4-hour travel delay at one point but JetBlue gave out food vouchers and travel points credits for another flight so they try to make up for it

5.5 hour delay with no explanation on why, along with no proactive effort to reaccomodate me.

Not very good , the stewardess were unfriendly and they don't like to be bothered. Cos was a night flight and they need to sleep.

Everything was great except it became so hot on the plane I couldn’t sleep on my red eye flight. It didn’t really cool down till we started descending.

late again! but its my only option to not take 9 hours to get to Memphis

very bare bones flight no entertainment screen, download shows prior to boarding to watch on phone or tablet.

Customer service in first class does not exist on American Airlines

AA had a nationwide tech glitch today and after two connections snd hours of delay, I arrived 7 hours late to my destination

I love to flight american however my carry on had to be sent with regular luggage and it was broken. Don't appreciate that. If when I buy a ticket says I can take a carry on and a hand item there should be space for mwsy stuff and not be basically forced to send the item even if it's at no charge. A.A. needs to work on that. Everything else excellent.

Nothing...a plane ride to where I needed to go.

Everything was ok except that we had to de-ice the plane which took about 20 mins. I realize this is a safety issue, but it caused us to miss a connection in Charlotte by 15 mins which meant a four hour layover. I think the thing that bothered me was American Airlines knew we were only 15 mins late, so couldn’t they have waited for us? There were about 10 of us that had to take alternate planes. I remember recently waiting 15 to 20 mins for passengers connecting with flights we were on. Just wondering why they couldn’t do the same for ours.

TERRIBLE. Cancelled my flight one month before my trip. Have not received my refund back.

Airline is in bankrupt and they didn't communicate it to customers

The outgoing flight tpa to fll was seriously delayed due to a frontal system impacting the incoming flight from key west. Weather is not under the control of the airline, better to arrive late than never! Thank you Silver Airways for your caution.

They canceled the flight and no longer fly out of Orlando. Trying to get my money refunded. Lost a night I paid for in Key West.

There was no serving off food on the flight being that it was so short.

The flight was VERY, VERY hot and the blowers weren't cooling it off...don't know what the problem was, but.....otherwise it was fine.

My flight from Avianca was 45 minutes late and it's very complicated to recheck in in ...also I have to say the silver desk folks were neither efficient nor helpful...so I missed my connecting flight. I actually got there before tge flight left but they refused to let me on....and gave me no vouchers for hotel etc

The cancelled our flight 3 times and we never made it to our destination. Every single airplane had a maintenance problem. Never fly this airline

9 hrs wait in airport then flt redirected to airport an hour away from our booked airport. Then at 8:00pm flight Cancelled. Silver supposed to book us on American the next day. Booked my husband but not me. Cost me Ubers, hotel, meals, new ticket and 1 hour taxi Cuz no flights to our home airport. Absolute disaster. Silver staff had no idea what was going on or what to do. Never Again Silver

Nothing about this flight was good. They are always cancelling or grossly delayed. We were delayed for 45 minutes for no apparent reason with no explanation or anything we could see and I missed my connection to Durham NC. I was on my way to my best friends memorial and funeral. Now I'll missed them both!!

I will choose again the best fly to Miami excellent

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

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

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