$123 Find Cheap Flights from San Francisco to Caribbean

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 Francisco to Caribbean departing on 7/27. 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, 0 bags

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Cheap Flights from San Francisco to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$535
Santo Domingo
Santo Domingo1 stop$510
Montego Bay
Montego Bay1 stop$593
Oranjestad
Oranjestad1 stop$589
Nassau
Nassau1 stop$556
Kingston
Kingston1 stop$604
Simpson Bay
Simpson Bay1 stop$590
Providenciales
Providenciales1 stop$695
Port of Spain
Port of Spain2 stops$712
Bridgetown
Bridgetown1 stop$630
George Town
George Town1 stop$558
Willemstad
Willemstad1 stop$506
Castries
Castries2 stops$1,269
Aguadilla
Aguadilla1 stop$446
Puerto Plata
Puerto Plata1 stop$660
St. John's
St. John's1 stop$650
Punta Cana
Punta Cana1 stop$535
Santo Domingo
Santo Domingo1 stop$510
Montego Bay
Montego Bay1 stop$593
Oranjestad
Oranjestad1 stop$589
Nassau
Nassau1 stop$556
Kingston
Kingston1 stop$604
Simpson Bay
Simpson Bay1 stop$590
Providenciales
Providenciales1 stop$695
Port of Spain
Port of Spain2 stops$712
Bridgetown
Bridgetown1 stop$630
George Town
George Town1 stop$558
Willemstad
Willemstad1 stop$506
Castries
Castries2 stops$1,269
Aguadilla
Aguadilla1 stop$446
Puerto Plata
Puerto Plata1 stop$660
St. John's
St. John's1 stop$650

Book Cheap San Francisco to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San Francisco to Caribbean 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 Francisco to Caribbean

Wed, Aug 12 - Wed, Aug 19
Frontier Logo
10:10 pm - 2:16 pm
SFO
-
SJU
13h 06m
1 stop
Frontier Logo
6:00 am - 10:29 am
SJU
-
SFO
31h 29m
1 stop
$426Frontier
Mon, Oct 26 - Thu, Oct 29
JetBlue Logo
10:55 pm - 3:51 pm
SFO
-
SJU
13h 56m
1 stop
JetBlue Logo
1:00 pm - 11:58 pm
SJU
-
SFO
13h 58m
1 stop
$436JetBlue
Tue, Sep 1 - Sat, Sep 5
Southwest Logo
10:30 pm - 12:50 pm
SFO
-
SJU
11h 20m
1 stop
Southwest Logo
5:05 am - 2:45 pm
SJU
-
SFO
12h 40m
2 stops
$446Southwest
Thu, Aug 13 - Mon, Aug 17
Southwest Logo
3:20 pm - 9:10 am
SFO
-
SJU
14h 50m
2 stops
Southwest Logo
5:30 am - 1:00 pm
SJU
-
SFO
10h 30m
1 stop
$458Southwest
Thu, Aug 13 - Sun, Aug 16
Delta Logo
11:50 pm - 4:33 pm
SFO
-
SJU
13h 43m
1 stop
Delta Logo
12:56 pm - 11:44 pm
SJU
-
SFO
13h 48m
2 stops
$470Delta
Thu, Aug 27 - Tue, Sep 1
American Airlines Logo
10:50 pm - 2:38 pm
SFO
-
SJU
12h 48m
2 stops
American Airlines Logo
6:00 am - 2:55 pm
SJU
-
SFO
11h 55m
2 stops
$480American Airlines
Wed, Aug 5 - Tue, Aug 11
American Airlines Logo
9:35 pm - 2:38 pm
SFO
-
SJU
14h 03m
1 stop
American Airlines Logo
6:00 am - 7:43 pm
SJU
-
SFO
16h 43m
1 stop
$485American Airlines
Wed, Sep 9 - Wed, Sep 23
Copa Airlines Logo
8:21 pm - 2:36 pm
SFO
-
CUR
15h 15m
1 stop
Copa Airlines Logo
1:23 pm - 11:40 pm
CUR
-
SFO
13h 17m
1 stop
$506Copa Airlines
Sun, Oct 18 - Wed, Oct 28
Copa Airlines Logo
1:12 am - 10:56 pm
SFO
-
SDQ
18h 44m
1 stop
Copa Airlines Logo
8:50 am - 6:10 pm
SDQ
-
SFO
12h 20m
1 stop
$510Copa Airlines
Sun, Jul 12 - Fri, Jul 17
Delta Logo
9:56 pm - 3:20 pm
SFO
-
STT
14h 24m
1 stop
Delta Logo
1:21 pm - 11:52 pm
STT
-
SFO
13h 31m
2 stops
$542Delta
Booking Insights

KAYAK's insights & trends for San Francisco to Caribbean flights

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

What is the cheapest month to fly from San Francisco to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San Francisco to Caribbean, 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 Francisco to Caribbean is September, when tickets cost $134 (return) on average. On the other hand, the most expensive months are August and May, when the average cost of round-trip tickets is $1,251 and $910 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from San Francisco to Caribbean, 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 Francisco to Caribbean, you should book around 3 weeks before departure, which saves you about 12% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$123
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 26% increase in price.
Flight from San Francisco to Saint Thomas Island

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from San Francisco to Caribbean?

    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 Francisco to Caribbean.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from San Francisco to Caribbean 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 Francisco to Caribbean?

    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 Francisco to Caribbean 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 Francisco to Caribbean?

    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 Francisco to Caribbean 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 Francisco to Caribbean

 
Need help choosing which airline to fly with from San Francisco to Caribbean? 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.
7.9
DeltaOverall score based on 8453 reviews
7.8Entertainment
8.5Crew
7.2Food
7.8Comfort
8.1Boarding
Airline reviews

While they turned off most cabin lights to allow people to sleep, I was bothered by how bright the side lights still were. It was still quite bright for me in a window seat, when I wish I could have slept!

10.0 ExcellentTeresa, Apr 2026
SMF - LAX
Read more Delta reviews

While they turned off most cabin lights to allow people to sleep, I was bothered by how bright the side lights still were. It was still quite bright for me in a window seat, when I wish I could have slept!

Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).

N Everything was perfect from boarding to assistance to baggage in Tampa

Loved the crew! Sucks that we went from 1 hour and 8 minute layover to a 3 hour layover. But weather sucks like that.

Fast, lovely scenery, great info on the Delta flight screen about landmarks we were flying over. Great landing!

Long flight but comfortable and not freezing as I have experienced on Hawaiian flights to the islands. They gave us blankets just in case. Nice touch.

I took seat 15A in anticipation of window seat, there is no window.

Flight late, the waited for a long time for “personal” to arrive at gate to dock the plane in Rochester. So annoying. This flight was expected, why aren’t personel available for the jet bridge?

My recent experience was excellent on Delta! I flew with Delta Comfort and I was really comfortable in my seat. I enjoyed the in-flight service. The flight attendants were so friendly and hospitable. I love the snack on the flight as well. This was my first time flying on Delta and I will definitely consider flying with them again.

My flight was canceled on Sunday. Rebooking took three hours. Had to pay for accommodations another night. New flight was delayed for 5 hours, all that was sent was a 12 dollar food voucher, which doesn’t tell you how to use it. Then when we landed we had to sit on the plane for an hour before we could get off.

My flight time was changed without any notification to me which ruined my time sensitive plans so I ended up completely changing my travel plans and no reimbursement.

No screens or meal options. Freezing cold. Dirty seats. Left late.

I liked that my son and I were reseated next to each other (we had different bookings). I liked that it was a directg flight and mostly on time. I liked that you provided pillows and blankets. Flight attendants were generally courteous. The messaging through wifi did not work well. The food was not good. Seats are very narrow and I felt slightly claustraphobic in the window seat.

Some crew were unfriendly or in some cases just straight up rude.

Outstanding service, efficient & friendly crew, flight was safe, comfortable & on time

United Airline crews were very friendly and very attentive. 12 hours flight was gone like in a shorter one.

Flight itself excellent, but delayed so missed connection & got to destination 2 hrs later

Due to cancellation of connecting flight (Lufthansa) I didn’t fly with United

It was a red-eye, but the flight felt surprisingly quick. The seats were very comfortable, and that made resting much easier. I also want to thank the gentleman seated next to me, who graciously moved so my mom could sit beside me. We slept almost the entire way. The cabin crew was respectful in not disturbing us, while also being courteous and professional throughout. Thank you, United.

Boarding was again a "free for all". We were boarding group 4, and almost the entire plane was able to board before us. It's a shame that someone who follows the rules, gets the short end of the stick. Not fair.

All airline travel outside of First or Business class is an ordeal to be endured. This trip was ok, small o, small k.

TV was broken and could not shut it off. The flicking was bother me and gave me a headache. The WiFi wouldn’t work correctly, I was able to text but not search the web or surf social media. The plane itself had a lot of wear and tear it is due for an update.

JetBlue not only has the most comfortable planes, but also used to have the best customer service. Lorie Wright, the lady at the gate was very rude not only to me, but to other passengers as well. Her colleague, the gentleman was also not very friendly. They both were acting like they were doing passengers a favor. The crew on board was very nice.

Flight was on time and smooth. Customer service was decent

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.

Kayak sucked. You gave me a confirmation number that was not useable by the jet blue system. Nor did you send any check in emails. I’ll not be using your site again. Nice work.

Direct tv did not work on flight Short flight so no good service offered Arrived early to destination and had to wait for gate to open. Deplaned LATER than if we arrived on time!! Poor planning Jet blue has had something go wrong on every flight I’ve taken with them in last five years. Terribly run airline

Given us a free miles or free flight for waiting for 9 hours I didn’t get home till 5am in the morning and I was supposed to be home at 9:30 touch down.

Excellent price. Everything on time. two bad parts. Kayak said I couldn't sign in for the flight online, but I got an email at the same time from Jet Blue and they let me sign in online. Second bad part was that, although I had provided my known traveler number, neither of my boarding passes, for this flight and the previous one, had TSA pre-check showing.

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.

Premium Economy Good crew, good service, excellent food. Seat back screen just not bright enough.

The crew was very attentive through out the flight. Seats were comfortable, nice flight bag with pillow and blanket. Food was okay, since it was a overnight flight seemed to go by fast.

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

Boarding gate at LAX was too crowded—two gates next to one another

On time departure and early arrival. Flight attendant very nice.

The business class layout of chairs was weired. You are sitting directly across stranger.,

The SFO Lounge crew were amazing. The bartender Faris was great. Thanks!

Friendly crew is the only nice thing. Seats uncomfortable. Food and snacks horrible. Movies were the same as the first 10 hour flight two weeks before

Was not able to do a online check-in because the American Airlines system doesn't store our visa or other passport information, allowing us to have a trouble-free check-in. We were forced to have to check-in at the counter which Changes are upgrade status given that we were not able to check in much earlier.

Good flight, seated and had a water within 5 minutes. Crew was hospitable.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

Remind customers of the need to have passport or new ID for boarding.

The flight never took off and we spent 7 hours at the airport

It was ok. It was expensive to check 2 bags ($75.00 per bag), and then it took a long time to wait for shuttle to take us from one terminal to the terminal where the plane was taking off at LAX. And all of this for a flight where we had to pay for any food or drink that was not water.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports