$134 Find Cheap Flights from San Francisco to Caribbean Islands

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 11/1. 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

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 San Francisco to Caribbean Islands.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Francisco to Caribbean Islands.
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Flight Deals

Cheap Flights from San Francisco to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$523
Santo Domingo
Santo Domingo1 stop$419
Montego Bay
Montego Bay1 stop$440
Oranjestad
Oranjestad1 stop$546
Nassau
Nassau1 stop$411
Simpson Bay
Simpson Bay1 stop$491
Kingston
Kingston1 stop$462
Providenciales
Providenciales1 stop$438
Port of Spain
Port of Spain1 stop$659
Bridgetown
Bridgetown1 stop$541
George Town
George Town1 stop$465
Willemstad
Willemstad2 stops$541
Castries
Castries2 stops$1,716
St. John's
St. John's1 stop$519
Puerto Plata
Puerto Plata1 stop$511
Aguadilla
Aguadilla1 stop$350
Punta Cana
Punta Cana1 stop$523
Santo Domingo
Santo Domingo1 stop$419
Montego Bay
Montego Bay1 stop$440
Oranjestad
Oranjestad1 stop$546
Nassau
Nassau1 stop$411
Simpson Bay
Simpson Bay1 stop$491
Kingston
Kingston1 stop$462
Providenciales
Providenciales1 stop$438
Port of Spain
Port of Spain1 stop$659
Bridgetown
Bridgetown1 stop$541
George Town
George Town1 stop$465
Willemstad
Willemstad2 stops$541
Castries
Castries2 stops$1,716
St. John's
St. John's1 stop$519
Puerto Plata
Puerto Plata1 stop$511
Aguadilla
Aguadilla1 stop$350

Book Cheap San Francisco 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 Francisco 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 Francisco to Caribbean Islands

Fri, Dec 5 - Fri, Dec 12
Multiple Airlines Logo
9:17 am - 4:39 amSFO-SJU
15h 22m1 stop
Multiple Airlines Logo
5:50 pm - 10:22 pmSJU-SFO
32h 32m2 stops
$368Multiple Airlines
Find Deal
Mon, Oct 20 - Wed, Nov 5
JetBlue Logo
11:25 pm - 9:24 pmSFO-SJU
18h 59m1 stop
JetBlue Logo
12:30 pm - 11:31 pmSJU-SFO
15h 01m1 stop
$370JetBlue
Find Deal
Mon, Mar 2 - Tue, Mar 10
Delta Logo
6:00 am - 11:49 pmSFO-SJU
13h 49m1 stop
Delta Logo
6:15 am - 10:30 pmSJU-SFO
19h 15m2 stops
$375Delta
Find Deal
Tue, Oct 14 - Fri, Oct 24
Delta Logo
6:10 am - 9:59 pmSFO-SJU
12h 49m1 stop
Delta Logo
7:15 am - 12:05 amSJU-SFO
19h 50m2 stops
$380Delta
Find Deal
Fri, Feb 6 - Wed, Feb 11
American Airlines Logo
7:01 pm - 10:48 amSFO-SJU
11h 47m2 stops
American Airlines Logo
6:00 am - 4:01 pmSJU-SFO
14h 01m2 stops
$389American Airlines
Find Deal
Sat, Oct 25 - Wed, Oct 29
American Airlines Logo
6:00 am - 11:05 pmSFO-SJU
14h 05m1 stop
American Airlines Logo
2:35 pm - 11:29 pmSJU-SFO
11h 54m2 stops
$390American Airlines
Find Deal
Mon, Nov 3 - Fri, Nov 7
United Airlines Logo
8:25 am - 10:22 pmSFO-SJU
9h 57m1 stop
United Airlines Logo
2:05 am - 10:22 amSJU-SFO
12h 17m1 stop
$426United Airlines
Find Deal
Tue, Dec 2 - Wed, Dec 10
United Airlines Logo
8:25 am - 12:00 pmSFO-STT
23h 35m2 stops
United Airlines Logo
2:15 pm - 7:44 amSTT-SFO
21h 29m2 stops
$522United Airlines
Find Deal
Wed, Nov 12 - Tue, Nov 18
Copa Airlines Logo
12:36 am - 5:39 pmSFO-PUJ
13h 03m1 stop
Copa Airlines Logo
1:53 pm - 11:17 pmPUJ-SFO
13h 24m1 stop
$555Copa Airlines
Find Deal
Tue, Oct 28 - Wed, Nov 5
Copa Airlines Logo
1:36 am - 2:45 pmSFO-AUA
10h 09m1 stop
Copa Airlines Logo
1:15 pm - 11:17 pmAUA-SFO
14h 02m1 stop
$612Copa Airlines
Find Deal
Booking Insights

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

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

Can I save money by flying with a layover from San Francisco 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 $540, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from San Francisco 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 Francisco 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 Francisco to Caribbean Islands is May, when tickets cost $429 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $677 and $562 respectively.

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

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

For San Francisco to Caribbean Islands, Tuesday is the cheapest day to fly on average and Friday is the most expensive. Flying from Caribbean Islands back to San Francisco, the best deals are generally found on Saturday, with Monday being the most expensive.

How far in advance should I book a flight from San Francisco 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 Francisco 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 Francisco to Caribbean Islands, you should book around 2 weeks before departure, which saves you about 8% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$134
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 37% 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 from San Francisco 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 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 from San Francisco 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 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 from San Francisco to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • 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 $377 on average. Morning departures are around 20% 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 $549.

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

 
See real verified KAYAK customer reviews for airlines flying from San Francisco 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 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.
7.9
DeltaOverall score based on 7962 reviews
7.9Entertainment
8.2Boarding
7.3Food
7.9Comfort
8.5Crew
Airline reviews

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

2.0 MediocreAnonymous, Sep 2025SNA - SEA
Read more Delta reviews

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

My husband upgraded our seats and I don't know if it was due to the type of planet was or if they didn't upgrade our seats. We were supposed to be in I believe comfort seats and they were just as tight as any other seat- no leg room and we are very tall people but at least it wasn't extremely cold. My husband did put in a complaint about our seating because he paid extra and if we would have known that the space and the tightness would have been the same, we just would have gotten the emergency row emergency row seats that we normally get. We love Delta but both our flights coming home we're not good. Oh I forgot to mention that on our flight to Hawaii our luggage wheels got broke and we had to purse new luggage on vacation then we never had this problem so we didn't know protocol and reported it after we got home only for them to tell is we only had 24hrs to report the damage. Not sure what was going on with Delta this vacation trip.

Crew was excellent. Comfort seats not as nice as other kinds of planes.

It was a great flight and the stewards and stewardess were all kind and accommodating!! The seats were comfortable and entertainment screen excellent!

There are 4 flights in consecutive gates with about the same departure time. Two flights were boarding at the same time. One was delayed or boarding would be happening at the same time. I am not sure what Delta and LAX need to do to have a better layout at the end of Terminal 2

There was a security issue at the airport and we were unable to land. We circled endlessly and then landed at another airfield for fuel. We then circled the airport again, almost landed but didn’t fully touch down before circling again. I am thankful to the crew for keeping us safe- the issue was the airline and staff at the airport getting us seats on our connecting flights. That part was hours of searching for someone and getting in double my steps.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

737-800 in first class was pretty dumpy. Seat had an uncomfortable angle, storage under the seat was blocked so even my very modest backpack didn't fit, power outlet was flaky. Weird tiny seat pockets that couldn't hold a gallon ziploc bag, emesis bag missing, etc. etc. No in-flight service due to turbulence. Crew was excellent, boarding was smooth despite a full flight.

Boarding was quick & efficient; they gave boarding groups due priority; staff & air crew were very cordial and helpful, pleasant flight.

As always, Copa Airlines is great to fly on. The flights are always on time, the staff are pleasant and helpful and it's always a wonderful flying experience.

the food served was an embarrassment. No connection for charging the cellphone... What a crappy airline.

The flighr attandants were very rude they ignored me didnt offer me anything to drink throughoit the 4 hour flight i feel i was targeted and ignored because i was a darkskin latino man.

Very happy with my flight. I would definitely recommend it.

Did upgrade, travel in business it was great (more room I could sleep)

Placed us in the last rear row of the plane so could not recline seats because of the rear wall, and also made it more of a tight space when the passenger in front reclined their seat. While understand seat assignments, every passenger should be afforded a reclining seat. The odor control scent from the restrooms was overwhelming strong. My wife and I could not deal with it, and she suffered a terrible headache as a result. I kept getting hit by the crew since I was on the ilse seat. No apologies, nothing. They made me feel like I was supposed to take the beating for a 3 hr flight.

There was no individual at the front check in when I arrived. I waited for at least 15 minutes and walked around asking security/janitors if they could help and they did not have a solution. So I had to take my checked bag through security and they threw away some of my items. I ended up making it to the gate only a few minutes before it closed due to my waiting for an agent at check in.

The flight was delayed twice and I could not speak with anyone at the airport about checking in. The phone number to Copa - the customer service agents were polite. They are just limited at helping because they are not at the airport

We were in transit from Lima (flight at 1.10am) and we were in stand by in our flight from Panama to Washington. We wait from 4.30 am to 18.30pm in the Airport. The company give us 2 x 15 dollars for eat during the day and a personnal travel voucher of 400 dollars each. Do they buy food one time something in the Airport ??? And one of us live in France so the voucher is not usable. More than 24 hours travel !! And our place were near the toilets, with 8 children around us. The boy behind my seat stamped his feet on my back all the flight. Really Wonder full ! So we are totally unhappy with our travel. Thanks Copa Airlines....

We had to deboard 2 times due to maintenance issues. They changed the plane, and then we got deviated to LAX due to maibtenance issues on the other plane, had to sleep at LAX and los a full day.

From the first moment you interact with United Airlines, you can expect nothing less but extreme frustration. The baggage handler at the bag drop seems completely unbothered by the presence of customers waiting in line. No help was extended to load the baggage whatsoever. And if any of your bags is overweight by 0.01 pound they will make you re-distribute everything in your suitcase just to play power trip. When it was time to board no help was extended to customers to locate their seats. Moreover. It was a chaotic mess at the gate when it was unclear who should board first and everyone just bunched up, trying to get on the plane. I am sure the crew was doing their best to perform their jobs while being paid their wages however it shouldn’t be that hard to smile once or twice when you’re in the business if serving customers. It is a shame for the United States of America to have a flagship carrier of such low caliber. Our flight was also delayed by about an hour and a half due to further delays prior to our inbound flight. Being someone who has travelled for both business and leisure in Asia, Europe, and South America I have never experienced such poor quality of service.

The pilots were late and it made us 1 hour late. The meat was tough and bok choy was also tough.

Stuck on tarmac for two hours plus a 5.5 hour flight. Rude flight attendant. And no meals, not even for purchase!

I learned that seating towards the end of plane that a line forms for the restroom and people use your chair as a hand railing, bumping your seat consistently. I was seated in the aisle. I think that next time if I am towards the back row I would want to sit in the middle or window seat.

The best airline I have ever travel , really good customer service, attention and service !!

Everything was great. Only thing that could’ve made it better was buy on board options for hot food, but the snacks were decent. The flight attendants were great. I had no complaints. I was able to make it to my destination safely

Horrific. They missed my connecting flight to San Diego. I didn’t get there until Monday at 9am when I had a mandatory court settlement conference scheduled at 6am since we had parties on the east coast. This caused many issues. All because United apparently forgot to hold the doors open until my flight landed that only had a 10 minute delay. This was the last flight to Southern California. So I couldn’t even rent a car to finish the trip. United cannot be trusted when traveling on specific days and times since weather didn’t have anything to do with the delays.

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

Flight was late as pilot crew had to land at different airport in their previous flight. Passengers boarded and had to wait for pilots inside plane. Series of incomplete and unnecessary announcements by an annoying voice, rather than complete, informative announcements.

It was a red eye flight, so no meals were provided, but it was fine with snacks. The seats felt cramped and almost too narrow.

Very crowded flight but what can you expect these days?? Crew was accommodating.

The seats in economy were appeared to be quite thin and lack sufficient cushioning to be comfortable. Perhaps it was my seating position but the plane seemed notably load.

The entertainment package was vast and the selections were very current. Keep updating it was great.

The seat was so hard my tailbone was aching The crew was kind of a b**** because I made a joke that I didn't care if they close the door I total c*** when she was trying to f****** act like she was mad at me because I said that The flight was bumpy. Sure you didnt have control over that.

4 hours late, including over +1 hour waiting in plane to take off. Baggage left behind too.

While waiting to claim my checked luggage, I discovered the airline had lost it. After a long wait and inquiries, I discovered it was on another flight. Fortunately, the airline finally sent my luggage home.

Was not able to watch most shows on the entertainment site. They would not load

Our flight was 1.5 hours delayed. There was no weather for the inbound flight, so I don't understand why. This meant a VERY late arrival and only a quick nap before my morning flight.

Delayed flight, so I switched fights to SFO to Phoenix , Phoenix to DSM. Excellent service through American Airlines

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

There was a fowl odour coming from the lavatory the entire flight

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

No internet on a flight over three hours in this age is criminal. Staff inattentive and dismissive

They have the most inexperienced / rude flight staff I’ve encountered

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

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