$147 Find Cheap Flights from San Antonio to Caribbean Islands - Compare and Save

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Cheap Flights from San Antonio to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
San Juan
6h 20m2 stops
from $294per person
Saint Thomas Island
6h 48m2 stops
from $320per person
Montego Bay
5h 55m2 stops
from $387per person
Oranjestad
7h 20m2 stops
from $484per person
Providenciales
5h 51m2 stops
from $497per person
George Town
8h 42m2 stops
from $499per person
Punta Cana
6h 29m2 stops
from $515per person
Santiago de los Caballeros
6h 26m2 stops
from $620per person
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Booking Insights

KAYAK's insights & trends for San Antonio to Caribbean Islands flights

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

What is the cheapest San Antonio to Caribbean Islands flight route?

The cheapest ticket to Caribbean Islands from San Antonio found in the last 5 days was to San Juan, at $509 round-trip. The most popular route is from San Antonio (SAT) 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 $509.

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 $212 on average. Morning departures are around 36% 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 $376.

Can I save money by flying with a layover from San Antonio to Caribbean Islands?

No, with an average price for the route of $404, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from San Antonio to Caribbean Islands?

The cheapest month for flights from San Antonio to Caribbean Islands is February, when tickets cost $544 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $820 and $735 respectively.

What’s the cheapest day of the week to fly from San Antonio to Caribbean Islands?

If you are looking for a flight deal from San Antonio to Caribbean Islands, look for departures on Wednesdays and avoid leaving on a Saturday, as it's usually the priciest day. When flying back from Caribbean Islands, Thursday is the cheapest day to fly and Saturday is the most expensive.

How far in advance should I book a flight from San Antonio to Caribbean Islands?

To get a below average price on the flight from San Antonio to Caribbean Islands, you should book around 3 weeks before departure, which saves you about 21% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 18 weeks before departure.

Good to know

Low season

January

Cheapest flight

$147
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 13% increase in price.
Flight from San Antonio to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from San Antonio 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 San Antonio to Caribbean Islands.

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

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

Reviews of the top 5 airlines serving from San Antonio to Caribbean Islands

 
Need help choosing which airline to fly with from San Antonio 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
SouthwestOverall score based on 4192 reviews
7.0Food
8.0Comfort
8.6Crew
8.1Boarding
7.5Entertainment
Airline reviews

No wifi, seems to be very common with Southwest currently. Everything else was normal.

8.0 ExcellentSean, Jul 2026
Read more Southwest reviews

No wifi, seems to be very common with Southwest currently. Everything else was normal.

Flight was delayed by 2 hours, meaning that a flight to Dwnver which should have arrived at 11pm came into the airport at 1 am. Made for a very long day.

Great job! My family doesnt fly often but we felt safe 100%

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

I don't know why flying out of Sarasota requires two plane changes.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

The new seat assignment thing is wierd. If you don’t pay for a seat they always assign you a middle seat regardless of how many people are on the flight. Idk… the new company that bought Southwest is trying to make it more profitable, but I’m just not seeing it. The flight attendants aren’t having as much fun anymore. It just feels like the airline is slowly dying. IMO. We shall see if Southwest is the next Toy’s R Us.

Great vacation. Can't wait till next year for another one.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

It was good. I wish you had gluten free snacks for my husband.

It was delayed over an hour and a lot of announcements disrupting movie.

Delta has joint the nickel and diming airlines. The experience is getting worst by the day. 1,000,000 miles for a trip to Asia in Business Class where I got the same thing for just under 90,000 miles through an Asian airline. Where is Richard Anderson? Please come back!

Everything went smooth from check in, thru TSA, then boarding, and a smooth flight to ATL.

I had an extensive delay on my previous flight and we had another delay due to the crew not being there. We were scheduled to have a late arrival but due to the delay it was even longer.

overall the crew onboarding and providing service during our flight was great; they were friendly and helpful. I said ok to the entertainment because there was none, but the crew explained why which was very helpful. I am a diabetic and the type of snacks are not diabetic friendly (full of carbs and sugar). However, I am always prepared because I know the catering is for the larger population.

No tv. No free wifi. They need to ipgrade these planes - especially on a 2 hour flight.

delta wifi wouldn’t work boarding was not in sequence flight crew spent most of their time on the phone with the lights off pretending no one wanted or needed anything

Flight was 2 hr. delay, making me miss my connection to my final flight home to Roanoke. Now 12:38am in the morning and I just got the first available ticket at 5:30 pm tomorrow evening. Sleeping in the airport.

I am a die hard Delta flyer, but they missed it on this flight. It was on their very dated 717-200 aircraft, which I knew when I booked it so I knew it wouldn’t have seatback screens. However, the internet was awful and it wouldn’t even send texts a lot of the time, much less even connect to the delta app. It was also very hot while in the air, which never happens. What was even more disappointing is that the crew only gave me cheezits and a beverage, even though I was in Delta Comfort. The main cabin fare gets these items. I didn’t get any kind of improved snacks and that was unacceptable. The crew wasn’t very visible at all either. If this was my first delta flight, it would be my last. I am just going to assume it was a one-off flight.

Arlene was a great flight attendant. I also liked how one of the other flight attendants gave us a heads up about snacks and asked everyone to remove their headphones when it was their turn to order. Good idea.

Just having a little bit more legroom would've been nice.

Awful. Delayed flights, missed connection to Toronto. Hotel vouchers were for already booked hotels x3. Giant waste of my time

The entertainment is a bit limited, it would be better if they added some games to play besides the movies and tv shows. But the seats are comfortable and the crew is polite

The pilot had to extend the flight time from san antonio to Houston to burn off fuel. This caused a lot of unnecessary stress since we had a tight connection to Aruba. And with no other flights going to Aruba we were worried about spending a night in Houston. We had to to run to our connection because of the flight crews mistake. Not happy.

Fine. The issues I had were associated with luggage being delayed from Turkey to Tanzania

Do not like the size of the overhead bin. I think staff should monitor the size of suitcases that are being carried on by passengers to ensure they meet the size requirement.

Flight was good and crew was super polite. However, there were around 5 kids screaming the WHOLE 2 hours. I understand kids have to come but parents need to do something to control their children. They make the experience terrible, especially after finishing 16 hour shifts at the hospital I needed some sleep, which I did not get.

Gate agent did not hold flight for connection, provided no assistance to get new flight

Nothing they cancelled my connection and couldn't get me on a flight for 3 more days

The plane was dirty and the in seat air wasn't blowing as planes usually do.

I propose enhancing the legroom across the entire cabin seating area and expanding the snack selection. The airline companies should prioritize customer needs over the extravagant and unjustified salaries of upper management.

KUDOS TO ALL THE CREW PROVIDING ASSISTANCE WITH PASSENGERS ON A WHEELCHAIR. ON BOTH FLIGHTS THEY HUSTLED TO TAKE MY RELATIVE TO CONNECTION ON TIME. THEY DESERVE A LOT OF CREDIT!

Good experience with this flight. Boarding was smooth with no issues. The short flight was good with quick drink & snack service. Nice easy way to get back from DC.

Very good flight that left on time and arrived earlier than anticipated, which was a plus! The crew members were very welcoming and helpful. However, the temperature on the flight was very cold - almost to the point of extreme discomfort. Additionally, requiring passengers to pay $8 for headphones to access the JetBlue entertainment was disappointing. Those earbud jacks are not used with most technology and would not be able to be used. There was no option to use Bluetooth for my own earbuds. Beyond those inconveniences, the flight was good.

My original flight was cancelled. My replacement flight was delayed over 2 hours. I lost my whole day in NY

Delays were crazy long (over an hour) both for boarding and baggage claim

awful expereince. boarding was a mess and not communicated, then we sat on a hot plane and were at risk of getting kicked off

2 hour delay and a lack of air conditioning on the plane. Not a good combination

The wifi didn't work and I needed to do some work. This was a business trip.

Jet blue just had great service overall! Only a little turbulence heading out of Austin, otherwise the jet stream helped the speed of the trip!

I am absolutely furious with American. they shut the door in my face when I was trying to board the flight and kicked me off of it. They made no attempt to call my name or contact me or anything. They just said they gave my seat away. The customer service response has been atrocious. I will never fly this airline again as long as I live.

I liked the fact that I was able to choose different food than typical all-in-one or two options. The refreshments kept coming so I really did not sleep & I am adjusting time different much better than the past experiences. I like the variety of movies & shows that I was able to watch.

We had to de-board do to maintenance and there was ZERO help with getting rebooked. The flight was delayed by over 24 hours. Quite ridiculous. When I. called Kayak to get help to rebook, they said they couldn't and that it had to be done at the American counter that didn't exist without going outside TSA security, which I did.

I spent 12 hrs getting home and had a direct flight that should have taken no more than 3 hrs. The first plane has an issue, was on the plane for over an hour before we had to deplane and move from A19 to A39 to board another plane. Boarded that plane to wait for another 45 minutes for it to also have an issue where we had to deboard. After everyone had went to get something to eat the food vouchers came out and half of us could not use. We then had to wait until 8:00 pm to board and finally got to Columbus Ohio at midnight. We were told that our luggage was on baggage 5. I waited 30 minutes to then realize my luggage was on 4. No notification sent. Horrible communication and I have a priority status.

As with most flights these days it was delayed by about 30 min.

We were stuck with no gate upon landing for 90 minutes. Unacceptable.

The forward head smelled putrid and urine soaked, worse than any head in even transoceanic flights. The wifi stopped working after about an hour of flight.

Deplaning time. Having to wait 10 to 25 minutes after boarding to leave the gate. Having to wait 10 minutes to park at the gate to deplane.☹️

When you pay for Premium Economy on an 787 and you’re promised amenities for the extra money, you expect them to work. They didn’t. USB connector wouldn’t charge continuously. 120v outlet wouldn’t hold anything you plugged into it. The adapter would just fall out. The noise canceling headphones stopped noise cancelling in the first 15 minutes for EVERYONE. No one on the plane knew how to fix it so I couldn’t listen to any movies. I just put in my AirPods and went to sleep. Very unhappy with the crappy Panasonic entertainment system. I won’t buy premium again.

My first time flying American Airlines, my first flight to CLT was wonderful and flight attendants was nice and had great customer service. My second flight from CLT to NY was very delayed due to whatever reason the crew was not greeting other than that I’m rate 8 .

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