$99 Find Cheap Flights from Saint Thomas Island to Caribbean Islands - Compare and Save

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 9/8. 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 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$522
Montego Bay
Montego Bay2 stops$824
Simpson Bay
Simpson Bay1 stop$814
Santo Domingo
Santo Domingo1 stop$522
Montego Bay
Montego Bay2 stops$824
Simpson Bay
Simpson Bay1 stop$814

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

Thu, Sep 10 - Mon, Sep 14
JetBlue Logo
3:40 pm - 4:25 pm
STT
-
SJU
0h 45mnonstop
JetBlue Logo
2:05 pm - 2:41 pm
SJU
-
STT
0h 36mnonstop
$179JetBlue
Mon, Aug 17 - Sat, Aug 22
JetBlue Logo
4:27 pm - 5:11 pm
STT
-
SJU
0h 44mnonstop
JetBlue Logo
2:40 pm - 3:17 pm
SJU
-
STT
0h 37mnonstop
$189JetBlue
Sun, Oct 18 - Tue, Oct 20
JetBlue Logo
4:54 pm - 5:36 pm
STT
-
SJU
0h 42mnonstop
JetBlue Logo
3:19 pm - 3:54 pm
SJU
-
STT
0h 35mnonstop
$199JetBlue
Tue, Jul 28 - Sat, Aug 15
JetBlue Logo
4:08 pm - 4:50 pm
STT
-
SJU
0h 42mnonstop
JetBlue Logo
2:40 pm - 3:17 pm
SJU
-
STT
0h 37mnonstop
$229JetBlue
Sun, Jun 28 - Fri, Jul 3
Cape Air Logo
9:28 am - 9:53 am
STT
-
STX
0h 25mnonstop
Cape Air Logo
7:50 am - 8:14 am
STX
-
STT
0h 24mnonstop
$236Cape Air
Mon, Jun 29 - Fri, Jul 3
Cape Air Logo
8:15 am - 8:40 am
STT
-
STX
0h 25mnonstop
Cape Air Logo
9:59 am - 10:23 am
STX
-
STT
0h 24mnonstop
$250Cape Air
Tue, Jul 14 - Tue, Jul 21
Multiple Airlines Logo
12:57 pm - 1:32 pm
STT
-
SJU
0h 35mnonstop
Multiple Airlines Logo
2:41 pm - 3:18 pm
SJU
-
STT
0h 37mnonstop
$254Multiple Airlines
Fri, Jul 10 - Sat, Jul 18
Multiple Airlines Logo
12:48 pm - 1:29 pm
STT
-
SJU
0h 41mnonstop
Multiple Airlines Logo
2:20 pm - 2:57 pm
SJU
-
STT
0h 37mnonstop
$259Multiple Airlines
Mon, Aug 24 - Sat, Aug 29
American Airlines Logo
4:42 pm - 1:51 pm
STT
-
MBJ
22h 09m
1 stop
American Airlines Logo
5:08 pm - 12:53 pm
MBJ
-
STT
18h 45m
1 stop
$840American Airlines
Tue, Jul 21 - Fri, Jul 31
American Airlines Logo
1:49 pm - 8:12 pm
STT
-
KIN
7h 23m
1 stop
American Airlines Logo
6:20 am - 4:00 pm
KIN
-
STT
8h 40m
1 stop
$1,020American Airlines
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?

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

The cheapest ticket to Caribbean Islands from Saint Thomas Island found in the last 5 days was to San Juan, at $252 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 5 days was $252.

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

The average price for all round-trip flights from Saint Thomas Island 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 evening, when round-trip flights cost $247 on average. Morning departures are around 35% 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 $334.

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 $660, 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 February, when tickets cost $104 (return) on average. On the other hand, the most expensive months are November and August, when the average cost of round-trip tickets is $286 and $244 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 Monday and more expensive on a Tuesday. On your return trip to Saint Thomas Island, you should consider flying back on a Monday, and avoid Tuesdays 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 31% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Good to know

Low seasonApril
Cheapest flight$99
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 27% 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.

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: Santo Domingo $362 one-way - $565 round-trip; San Juan $230 one-way - $293 round-trip; Christiansted $130 one-way - $259 round-trip

Reviews of the top 4 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 33 reviews
8.9Entertainment
9.0Boarding
9.4Crew
8.7Food
8.6Comfort
Airline reviews

We were the only ones on the plane to Culebra, and left 24 minutes early. Flight was beautiful to boot!

10.0 ExcellentAnonymous, Oct 2025
CPX - SJU
Read more Cape Air reviews

We were the only ones on the plane to Culebra, and left 24 minutes early. Flight was beautiful to boot!

Cape Air was great. Kayak was very poor. No ticket to print or explanation that they transferred to another service.

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.

I’ve flown Contour on 4 different flights in the last couple weeks and every one of the flights were significantly delayed. Like over 2 hours delayed. 3 of the 4 were due to maintenance and one was weather, which is beyond their control. If this continues, I will not fly them anymore. It makes me concerned that they don’t have great maintenance practices. The planes are very old and worn out and the interiors need improvement. I do like the amount of space you have between seats for legroom. They also started charging for bags recently, which I think the did when they partnered up with American Airlines as a codeshare partner. American is also a disaster of an airline so I wish they had some agreement with Delta. I am glad they offer a major airline parternership though. That is certainly giving people more opportunities. I won’t fly Contour unless they have a direct flight to where I am going. If I have to connect then I am going to take Delta. The bus at the DFW airport to get on and off the aircraft is a pain and adds so much extra time to your travel experience. I hope this is temporary while they are building a new terminal, but I don’t know.

Short flight so no entertainment and none expected or appropriate. Everyone I dealt with was professional and helpful. A good experience.

Love it. No Frills but better than Spirit No Frills. It's like a simple luxury private plane especially if you've got five or six people on it because then you probably got your own section of the plane.

All the staff were amazing! The flight was quick, everything went smoothly, I have nothing but good things to say about this flight. Thank you Contour!

It was easy, efficient from start to finish. The flight attendant was amazing. Smooth ride. It was just perfect.

We had a great experience on both of our flights! Crew was great…..the ride was smooth…and checking in was easy. We will definitely fly with them again.

This was my first time flying with Contour and the Greenbrier Valley Airport. It both were excellent and the price couldn’t be beat!

Not on time. Taxied around the airport for 30 MINUTES! The pilot never said a word. Ai

Great flight, professional crew, convenient and interesting nonstop routes. Had trouble with getting precheck listed on boarding pass, but found that customer service was remarkably responsive via email — unheard of with other carriers. A great experience overalll.

I felt like a sardine in my seat. We all did. The plane was so small that I hit my head on the roof when I stood up from my seat. The service was good and the crew were nice.

They lost my luggage and refuse to help. Terrible airline. I've never experienced worse customer service in my life. Pretty much just told me too bad that I lost all my luggage, not caring that I am stuck in Europe for 2 weeks with absolutely nothing.

The flight was delayed after already taxiing from the gate due to a malfunction. After 3 hours we were told the flight was canceled. The next flight available was Sunday. My daughter and I stayed overnight in the airport due to this issue. I was given a $12 meal voucher. Unacceptable

My bag was not loaded on my flight. it was not communicated to me until i was waiting for my bag at my destination. there was no confirmation of when my bag was arriving and no way to track it.

Nice plane, clean, wifi available and movies. All the flight attendants were courteous.

Boarding was easy. Provided drinks and snacks. Good aircraft and staff

Great price, easy check in, love the free drinks and snacks, and nice crew. The only negative part was waiting for your seat assignment 5 minutes before boarding, and the seats are a bit uncomfortable.

What a great flight. Seats were more comfortable than other airlines. Flight was full but very easy to navigate. No stress no drama

The space between seat rows seemed to be larger than other airlines. I didn’t check their food or entertainment since I slept most of the way. They do seem to have a lot of options for purchase though.

The comfortability was very good. Except, when entering the craft the the first steward never greeted us upon entering the airplane. He spoke too fast where his words were all jumbled and difficult to understand.

Jet blue was great But the Jayak system Wasa pure nightmare and wasted so much of my time and energy by not giving me a way to access jet blue to check in the flight back I didn’t even get the number confirmation code 24 hours before. Because I didn’t receive the email with the confirmation code I could NoT CHECk IN. I spoke to a kayak third party and they informed me I could not carry a carry on, on the flight which caused me so much extra stress it was just too much. You can be sure I will not be using it recommending your site. Again.

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