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Find cheap flights from San Francisco to Caribbean Islands from $138

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 Islands departing on 8/19. 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
0 bags
Wed 6/5
Wed 6/12

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Best Caribbean Islands Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana1 stop$305
Montego Bay
Montego Bay1 stop$424
Santo Domingo
Santo Domingo2 stops$372
Oranjestad
Oranjestad2 stops$432
Nassau
Nassau1 stop$382
Kingston
Kingston1 stop$538
Simpson Bay
Simpson Bay2 stops$374
Providenciales
Providenciales1 stop$512
Port of Spain
Port of Spain1 stop$606
Bridgetown
Bridgetown2 stops$513
George Town
George Town1 stop$677
Aguadilla
Aguadilla1 stop$629
Castries
Castries3 stops$2,748
Willemstad
Willemstad2 stops$432
St. John's
St. John's1 stop$704

Good to know

Low season

September

High season

December

Cheapest flight

$138
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 34% increase in price.
Flight from San Francisco to San Juan

FAQs - booking Caribbean Islands flights

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

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

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

See more FAQs

Top 5 airlines serving from San Francisco to Caribbean Islands

 
Need help choosing which airline to fly with from San Francisco 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
DeltaOverall score based on 10826 reviews
7.9Comfort
8.2Boarding
8.0Entertainment
8.6Crew
7.4Food
Airline reviews

There was a loud squeaky sound the whole time we were flying.

6.0 GoodEliza, Apr 2024SAN - LAX
Read more about Delta reviews

There was a loud squeaky sound the whole time we were flying.

I didn’t not like that I could not select my seat and ended up with the worse seat.

The landing was bad and the hostess came two times and i was sleeping but when she served the person that nexts to me I woke up and she didn’t even asked me if I need any drink or snacks two times!!!!

Plane was late because of a mechanical malfunction and the food listed as available was not. Flight attendants seem over worked and under paid. They just done seem happy. And that can be seen in their faces.

Waited 3 hours on a plane to de-ice due to manpower issues. Waited another hour and a half once we landed because of a gate issue. Missed my connections. Created. A total of 13 hours of delay.

Great, on time departure, friendly and accommodating crew, great leg room, Smith flight

Plane was turned around due to fog half way into the flight, Delta did not properly direct passengers to stay on same flight and instead failed to properly rebook on Alaska

Honestly, I didn’t expect that I will experience this long time wait during the check in. There was only one person who was taking care of the passengers for the economy class and it took us to wait about one hour to do our check i. As a result we barely get to the airplane as the gate was at the end of the airport. That is totally not professional where one crue is working at the registration desk with economy and 3-4 crues are helping for the business class.

Like most domestic flights in the US, you are basically on your own with this airline when it comes to food, so be sure to purchase meals and drinks ahead of time or expect to arrive starving and dehydrated (like I was).

You need to be a hacker to get the (Free) WiFi

Copa performed as expected for the amount of money I was willing to spend for the flight; it wasn’t exceptional but it was not bad in any way either. The crew was good; friendly and straightforward. The food was airplane food, so no expectations there and the entertainment was lacking but that was my fault for owning an IPhone with a charging port that’s not compatible with the rest of the world. I’d fly Copa again.

Left my bags in origin city on a business class ticket , spent about 2-3 days in the same clothes plus the flight .

the planes are not modern there are no phone chargers

As usual, the flight with normal legroom was not very comfortable, but the second flight was much better because we had paid for extra legroom. It was very nice to check our bags without an extra fee.

LOCKED MY BAG WITHOUT CONSENT. Had to have my zippers cut upon arrival in Costa Rica.

Pros: "The seats in economy were confortable. The best thing was Copa gave us seats in the second line and my family traveled together."
Cons: "Coffe service could better the experience"
Pros: "The crew was very interested on help and attentive with the passengers. But the seat wasn't comfortable. The design of the cushion is not the best to be seating"
Pros: "You were on time, that is the most important thing in a fly"
Cons: "You could improve your entertainment, you are not a cheap company"
Pros: "That there was seltzer"
Cons: "The management of preparing the flight and plane so that it was ready for the trip!!"
Pros: "Copa was convenient and easy. Very easy boarding process and I appreciated the day flight."
Cons: "This is a business class that is equivalent to a US carrier domestic first class. Good seats, not lay flat but wide on my 737-800. The food and service emulated say American Airlines Domestic 1C as well. Everything was just good enough, and much cheaper that international business on the majors."

Great. Loved that there was WiFi on flight to keep in touch and excellent service of beverages and snacks.

Business class is great. New airplane, very comfortable, better than some of the major airlines I am used to

Terrible. Flight was cancelled due to the weather in the east and sout east(florida). Did not get any compesation of any kind. According to them, it was not under their control so I lost all the money paid for the 2 fairs from Raleigh, NC to Orlando, Fl.

great flight. Pilot was communicative, flight attendants were excellent. Really nice experience except my tv didn’t work.

Overall, the flight was better than the flight I took to go to Florida, which had a bunch of problems. The crew is really nice and the plane was new so it had a small problem when we were on the runway, but the flight itself was great. They even made some time back up, which is always a good thing.

at the time for boarding the lady just call Group A and no other goups and everybody from A to F go inside without the right turn,and when we get in theres no more spsce for carry on , the ones that get in at not correct group from the back occupy our space !!!!! a mess !!!!

There were multiple delays but JetBlue tried to make the boarding and departure process as quick and efficient as possible. The crew was as detached from reality as could be, meaning: not very friendly and just doing things by the numbers.

I had back trouble prior to my flight and everyone was great about helping me.

Jetblue needs to improve on Onboarding as it seems to always be behind on departing. It never leaves on time. I would recommend to have an earlier Onboarding in order to leave on time and respect your customers time as well.

40 minute delay before take off after boarding flight. Bright lights throughout night flight due Issues with light panels. In flight Entertainment nonfunctional

Hated every minute of it. This flight should have only taken 1.5hrs but was delayed over 10hours. Now I am being told I cannot be compensated or refunded my ticket price or extra leg room, which I purchased but did not receive, because the airline is throwing the blame on the 3rd party I purchased tickets through and 3rd party putting the blame on airline. No one wants to help. They received their money and that's all they care about. Im going on 3 days of still trying to get to my final destination, had to cancel car rental, car insurance and hotel. Currently staying in airport until hotels open up. Thank you Lufthansa, Kayak, Underpricer and United for making this trip the worst ever.

Crew was great and did their best to make us comfortable and captain came out at the beginning to announce why the flight was delayed, weather situation up ahead, and kept us updated throughout the flight.

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Awful. I got stuck next to a person carrying a dog and behind someone with a dog. People need to board these dogs downstairs. The cabin is crowded enough with your pets

Packed in like sardines, very uncomfortable. Sitting the aisle my shoulder was rammed into numerous times by rushing flight attendants. Also flight was very cold.

Beverage and food services are excellent. We enjoy paying the extra for economy plus for the 3 inches more leg room to be exact.

Flight was delayed by 3 hours. The pilot made up 1 hour during the flight, but that made the wait at the airport 5 hours once you factor getting there 2 hours early.

Airline did not explain reasons why flight was delayed two hours. Explanations were badly needed and rarely provided. Problem seemed to clearly be the airline’s fault and not the fault of the weather or airport.

Very uncomfortable seats and seat backs, and I am only 5’9”. Delayed due to crew issues, spent a long time with no ventilation. Teeny overhead bins. Wifi worked well. Arrived safely.

I was delighted that we were able to get on the 4:40 pm flight rather than our original booking at 6:55 pm!! Other than that, the flight was comfortable and landed early😊

Horrible - they lied to me about baggage & boarding, even though I specifically spoke to their agents the day before my flight about my issue. When I showed up they did not let me board and stranded me at my airport until I bought a new flight with money I did not have to spend.

Not sure why JAL partnered with American Airlines because their service is no where near similar. Flight attendants were not friendly and didn’t smile. Food was horrible…

The experience was great and much better than the flight going out. of course I was in first class but the service was excellent

Comfort of seats, ease of boarding. Food selection could be better

Food options were limited which is absolutely embarrassing for a Flight of this size The staff did not come around as much and I am not accustomed to such poor service from American Airlines Drinks I believe were limited to soda and water

Crew were attentive and friendly. Flight was smooth and early! I enjoyed the less crowded plane. Thank you!

We are gluten free, there were not any available complimentary gluten free options.

No meal on a cross country flight? SFO-MiA is pretty much the definition of a coast to coast flight. No meal provided. Sky high wi-fi rates too. Stop nickel and diming your customers.

The staff was unprofessional and didn’t communicate very well. The boarding process was very disheveled, potentially due to a power outage the previous day but there was no contingency plan to properly get passengers boarded the following day. Once boarded the aircraft stayed on the tarmac for over 45 minutes due to high winds. The communication was sporadic but an announcement was finally made an additional 30 minutes later that the flight was cancelled but we couldn’t get off the plane. Prior to deplaning one of the gate agents came on the plane and made an announcement for everyone to pickup their checked bags and take a card to rebook a new reservation because they didn’t have adequate staff. Flights were missed, passengers went to different airports and there was little to no assistance from AA.

You cancelled my flight by email then made it very difficult to get in contact with you. Then put me in a flight with a long layover in Mexico returning to the wrong airport in uk. Mind blowing my stressful. I missed see my grand dad because of you.

Book cheap flights from San Francisco to Caribbean Islands

Recent round-trip flight deals

8/30Fri
1 stopAmerican Airlines
11h 50mSFO-SJU
9/4Wed
1 stopAmerican Airlines
19h 12mSJU-SFO
$276
9/14Sat
1 stopUnited Airlines
12h 07mSFO-SJU
9/20Fri
1 stopUnited Airlines
11h 25mSJU-SFO
$286
9/14Sat
1 stopUnited Airlines
12h 07mSFO-SJU
9/21Sat
2 stopsUnited Airlines
20h 23mSJU-SFO
$309
9/7Sat
1 stopAmerican Airlines
8h 40mSFO-SJU
9/11Wed
2 stopsAmerican Airlines
11h 39mSJU-SFO
$337
9/11Wed
1 stopJetBlue
11h 07mSFO-SJU
9/14Sat
1 stopJetBlue
13h 33mSJU-SFO
$356
10/14Mon
1 stopCopa Airlines
21h 37mSFO-PUJ
10/22Tue
1 stopCopa Airlines
20h 23mPUJ-SFO
$385
9/5Thu
1 stopCopa Airlines
12h 28mSFO-NAS
9/8Sun
1 stopCopa Airlines
14h 05mNAS-SFO
$400
9/8Sun
1 stopJetBlue
11h 07mSFO-SJU
9/14Sat
1 stopJetBlue
13h 33mSJU-SFO
$405
7/26Fri
1 stopDelta
10h 23mSFO-NAS
8/5Mon
1 stopDelta
11h 50mNAS-SFO
$567
10/10Thu
1 stopDelta
19h 08mSFO-NAS
10/17Thu
1 stopDelta
12h 02mNAS-SFO
$574

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Recent one-way flight deals

8/19Mon
1 stopAmerican Airlines
18h 54mSFO-SJU
$138
7/11Thu
1 stopUnited Airlines
12h 54mSFO-NAS
$174
6/16Sun
1 stopUnited Airlines
10h 51mSFO-NAS
$176
5/20Mon
1 stopJetBlue
11h 23mSFO-SJU
$181
10/9Wed
1 stopJetBlue
11h 16mSFO-SJU
$187
8/19Mon
2 stopsAmerican Airlines
19h 25mSFO-SJU
$194
9/1Sun
1 stopCopa Airlines
17h 00mSFO-SDQ
$204
6/16Sun
1 stopDelta
8h 02mSFO-NAS
$213
5/22Wed
1 stopDelta
7h 29mSFO-NAS
$219
6/19Wed
1 stopCopa Airlines
32h 50mSFO-BGI
$299

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Last minute flights from San Francisco to Caribbean Islands

Last minute flight, train and bus deals

5/10Fri
multi-stopFrontier
20h 47mSFO-MBJ
5/17Fri
multi-stopFrontier
26h 55mMBJ-SFO
$424
5/10Fri
multi-stop
14h 20mSFO-MBJ
5/17Fri
multi-stop
26h 55mMBJ-SFO
$568
5/8Wed
multi-stopFrontier
20h 37mSFO-MBJ
5/12Sun
multi-stopFrontier
31h 18mMBJ-SFO
$608
5/6Mon
multi-stopJetBlue
14h 56mSFO-PUJ
5/8Wed
multi-stopJetBlue
12h 11mPUJ-SFO
$642
5/8Wed
multi-stopAmerican Airlines
19h 24mSFO-SJU
5/22Wed
multi-stopAmerican Airlines
20h 18mSJU-SFO
$661
5/7Tue
multi-stopAmerican Airlines
10h 26mSFO-SJU
5/22Wed
multi-stopAmerican Airlines
20h 18mSJU-SFO
$662
5/11Sat
multi-stopUnited Airlines
11h 33mSFO-SJU
5/19Sun
multi-stopUnited Airlines
10h 41mSJU-SFO
$772
5/9Thu
multi-stopUnited Airlines
9h 58mSFO-SJU
5/10Fri
multi-stopUnited Airlines
13h 40mSJU-SFO
$784
5/7Tue
multi-stopJetBlue
15h 33mSFO-PUJ
5/8Wed
multi-stopJetBlue
12h 11mPUJ-SFO
$818
5/9Thu
multi-stopCopa Airlines
21h 33mSFO-PUJ
5/17Fri
multi-stopCopa Airlines
11h 41mPUJ-SFO
$1,773

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San Francisco - Caribbean Islands Flights

Departure:

San Francisco (SFO)United States

Return flight deals:

Caribbean Islands - San Francisco

Cabin classes:

$216
$248
$291
$29

Browse destinations:

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