$138 Find Cheap Flights from San Antonio 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 San Antonio to Caribbean Islands departing on 11/15. 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.
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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 72 hours
Punta Cana
Punta Cana2 stops$530
Santo Domingo
Santo Domingo2 stops$600
Montego Bay
Montego Bay1 stop$462
Oranjestad
Oranjestad1 stop$425
Nassau
Nassau1 stop$500
Kingston
Kingston1 stop$704
Simpson Bay
Simpson Bay1 stop$569
Providenciales
Providenciales2 stops$538
Port of Spain
Port of Spain1 stop$743
Bridgetown
Bridgetown1 stop$620
George Town
George Town1 stop$598
Aguadilla
Aguadilla1 stop$398
St. John's
St. John's1 stop$810
Puerto Plata
Puerto Plata2 stops$680
Punta Cana
Punta Cana2 stops$530
Santo Domingo
Santo Domingo2 stops$600
Montego Bay
Montego Bay1 stop$462
Oranjestad
Oranjestad1 stop$425
Nassau
Nassau1 stop$500
Kingston
Kingston1 stop$704
Simpson Bay
Simpson Bay1 stop$569
Providenciales
Providenciales2 stops$538
Port of Spain
Port of Spain1 stop$743
Bridgetown
Bridgetown1 stop$620
George Town
George Town1 stop$598
Aguadilla
Aguadilla1 stop$398
St. John's
St. John's1 stop$810
Puerto Plata
Puerto Plata2 stops$680

Book Cheap San Antonio 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 San Antonio 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 San Antonio to Caribbean Islands

Mon, Jan 4 - Thu, Feb 25
Delta Logo
6:45 am - 4:15 pm
SAT
-
STT
7h 30m
1 stop
Delta Logo
3:10 pm - 12:28 am
STT
-
SAT
11h 18m
1 stop
$280Delta
Mon, Jan 4 - Wed, Mar 3
Delta Logo
6:45 am - 4:15 pm
SAT
-
STT
7h 30m
1 stop
Delta Logo
3:10 pm - 12:28 am
STT
-
SAT
11h 18m
1 stop
$280Delta
Tue, Nov 3 - Mon, Nov 9
American Airlines Logo
7:06 pm - 4:03 pm
SAT
-
STT
18h 57m
2 stops
American Airlines Logo
3:15 pm - 8:29 am
STT
-
SAT
19h 14m
2 stops
$280American Airlines
Thu, Aug 27 - Tue, Sep 1
Multiple Airlines Logo
9:55 am - 11:59 pm
SAT
-
SJU
13h 04m
1 stop
Multiple Airlines Logo
5:37 pm - 4:13 pm
SJU
-
SAT
23h 36m
2 stops
$331Multiple Airlines
Sat, Aug 22 - Sun, Aug 30
Multiple Airlines Logo
5:38 pm - 12:34 am
SAT
-
SJU
29h 56m
2 stops
Multiple Airlines Logo
12:11 pm - 8:56 am
SJU
-
SAT
21h 45m
1 stop
$338Multiple Airlines
Tue, Sep 1 - Tue, Sep 1
United Airlines Logo
7:35 am - 3:42 pm
SAT
-
SJU
7h 07m
1 stop
United Airlines Logo
1:00 am - 11:51 am
SJU
-
SAT
11h 51m
1 stop
$351United Airlines
Tue, Sep 1 - Tue, Sep 1
United Airlines Logo
12:00 pm - 8:38 pm
SAT
-
SJU
7h 38m
1 stop
United Airlines Logo
1:00 am - 10:36 am
SJU
-
SAT
10h 36m
2 stops
$351United Airlines
Tue, Oct 6 - Fri, Oct 16
American Airlines Logo
8:16 pm - 2:55 pm
SAT
-
STT
17h 39m
2 stops
American Airlines Logo
1:48 pm - 10:53 am
STT
-
SAT
22h 05m
2 stops
$356American Airlines
Mon, Nov 2 - Fri, Nov 6
Southwest Logo
12:25 pm - 12:55 am
SAT
-
SJU
10h 30m
2 stops
Southwest Logo
6:05 am - 12:55 pm
SJU
-
SAT
8h 50m
2 stops
$356Southwest
Fri, Aug 28 - Wed, Sep 9
Southwest Logo
11:50 am - 10:50 pm
SAT
-
SJU
10h 00m
1 stop
Southwest Logo
6:00 am - 6:00 pm
SJU
-
SAT
13h 00m
1 stop
$356Southwest
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?

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

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 average price for all round-trip flights from San Antonio 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 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?

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 $388, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San Antonio 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 San Antonio to Caribbean Islands is February, when tickets cost $538 (return) on average. On the other hand, the most expensive months are June and December, when the average cost of round-trip tickets is $735 and $733 respectively.

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

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

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 calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from San Antonio 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 San Antonio to Caribbean Islands, you should book around 2 weeks before departure, which saves you about 18% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

Good to know

Low season

January

Cheapest flight

$138
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 19% increase in price.
Flight from San Antonio to Saint Thomas Island

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

 
See real verified KAYAK customer reviews for airlines flying from San Antonio 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 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 4229 reviews
7.0Food
8.0Comfort
8.1Boarding
7.5Entertainment
8.6Crew
Airline reviews

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

8.0 ExcellentSean, Jul 2026
HOU - LGB
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.

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.

flight was delayed 4+ hours. there was really no understanding of why? weather? the last hour of delay was post boarding. pilot seat was broken. was that the real reason? nonetheless, long day of inconveniences.

Flight got canceled 4 times, missed my connecting flight due to delays, have to wait to go home tomorrow

We departed and landed early which was a nice surprise. The boarding process was slow.

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.

The WiFi was not working. That made for a long flight.

Extremely disappointed with Delta. They canceled flight last minute and then I rebooked the other flights and with which were delayed as well

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.

The customer service was excellent! Check-in, baggage check-in, boarding, the flight went very smooth.

The flight I booked was conveniently timed, had one brief stop and was going to be quick. The flight I ended up getting was delayed, took longer, had a far longer layover and arrived hours later than planned. Thanks for nothing.

Bad experience going to DFW with an IT outage then bad on the way back with a nearly 5 hour delay that’s started as maintenance then caused us to wait further due to weather - which would not have happened if we had left on time.

Horrible experience flying with American. Flight was delayed due to inbound flight delay. Fine, it happens. Then, we were delayed an additional almost 30 minutes due to the paperwork for departure having a "clerical error." Then, upon landing at the destination airport we were stuck on the plane for an HOUR after we landed and pulled up to the gate because apparently there was another plane. An hour waiting for the gate 12:30 AM when the flight has already been delayed due to operational error feels like a complete failure of the ability to do the one thing they need to do apart from actually have the plane takeoff and land. Very disappointing.

It was a 3 hour flight from Dallas to Missoula. The aircraft did not have power plugs, internet or in-flight entertainment. When boarding, one flight attendant was "somewhere in the airport" so delayed the boarding process (not coming from another flight) although we did take off on time and landed early. In flight there was little to no service - we got the standard beverage but no real connection with the crew which feels unusual for a 3 hour flight. A passenger needed help stowing her bag and got no assistance, and actually some passive aggressive comments from the flight attendants about "she needs to remove the extender" and "she'll have to find a place for it". I have seen others be helpful and put a bag in the closet, or support assistance as the boarding door was already closed. Just not a great experience considering the cost of my round trip ticket {$1000}.

Horrible. No AC. No Air inside the plane. We had to deplane twice! It is late almost 5 hrs in total. I almost passed out and about to call 911. I asked the crew to be honest and open the door. The lady next to me was lay down in the floor due to heat and no air inside the plane. I got headaches, can’t wait the replacement flight about midnight Dallas time. I end it up rebook for next day flight and stay overnight using my own pocket in a hotel nearby due to headaches and can’t breath. I still have a headache this morning. Still not decided yes how to file this issue to AA and/or FAA.

Worst communication. Delayed boarding for two hours without a single announcement until hour 1 had passed - on time status showing until our flight was supposed to takeoff and the crew had already walked away. No one was boarding. Disgusting part of DFW overcrowded with no AC on a 97 degree day. Then the first app update is that we’d take off in 15 mins… but again no one had boarded a full flight. No announcement in the terminal so everyone is just crowded around a disgusting place with no info for over an hour which turned into two. This was an overfill flight and a disgrace to passenger decency all while likely just trying to fix their own issue of overbooking. The worst airline at the worst airport.

The flight was delayed almost three hours. I understand delays happen from time to time, but this flight was delayed no less than 10 times. I wish the amount of time of the delay was more accurate, versus delaying in 10 or 20 minute increments many, many times.

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 .

A more comfortable seat. Padding would be really helpful but I've read the airlines don't want customers to be satisfied with economy seats.

When I booked, I included my checked luggage and when the bill was sent there was no record of this. Its was costly since I am from Trinidad amd Tobago. Exchange rate over seven dollars to one US dollar.

Everything was good except checking bags . I had paid for two bags but it didn’t show so we had to do it again while people waited and we were struggling to get to our flight

Flight delayed 4 times on a non-stop from BOS to SFO. Then when landed in SFO had to wait for 30 mins for a gate AT 3:30AM.

Plane was delayed multiple times. I would like to request a refund. Was due to arrive Thursday evening ended up arriving Friday morning.

The seats were roomier than other airplanes I’ve been on.

The crew and the pilots. The pilots were amazing. The landing in Cancun was excellent.

The security line at JFK was one of the longest I’ve ever experienced - probably 45 minutes. I don’t know if JetBlue has control over it, but it detracted from the overall experience. Entertainment had good options, but the volume control was a bit small to tap on and the screen had a fair amount of interference blips. Clearer picture would have been better.

I liked the entertainment on JetBlue, the service from JFK to JAX was terrible at best

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!

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports