$95 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 8/30. 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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Flights Deals

Best Caribbean Islands Flight Deals from San Francisco

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$438
Santo Domingo
Santo Domingo1 stop$446
Montego Bay
Montego Bay1 stop$462
Oranjestad
Oranjestad1 stop$466
Nassau
Nassau1 stop$474
Kingston
Kingston1 stop$455
Simpson Bay
Simpson Bay1 stop$531
Providenciales
Providenciales1 stop$524
Port of Spain
Port of Spain1 stop$602
Bridgetown
Bridgetown1 stop$525
George Town
George Town1 stop$492
Willemstad
Willemstad1 stop$482
Castries
Castries3 stops$1,565
St. John's
St. John's2 stops$523
Puerto Plata
Puerto Plata1 stop$505
Aguadilla
Aguadilla1 stop$361
Punta Cana
Punta Cana1 stop$438
Santo Domingo
Santo Domingo1 stop$446
Montego Bay
Montego Bay1 stop$462
Oranjestad
Oranjestad1 stop$466
Nassau
Nassau1 stop$474
Kingston
Kingston1 stop$455
Simpson Bay
Simpson Bay1 stop$531
Providenciales
Providenciales1 stop$524
Port of Spain
Port of Spain1 stop$602
Bridgetown
Bridgetown1 stop$525
George Town
George Town1 stop$492
Willemstad
Willemstad1 stop$482
Castries
Castries3 stops$1,565
St. John's
St. John's2 stops$523
Puerto Plata
Puerto Plata1 stop$505
Aguadilla
Aguadilla1 stop$361

Cheap Flights from San Francisco to Caribbean Islands

 
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, Jul 4 - Tue, Jul 8
Frontier Logo
8:53 pm - 3:54 pmSFO-SJU
16h 01m1 stop
Frontier Logo
3:40 am - 10:25 amSJU-SFO
9h 45m1 stop
$210Frontier
Find Deal
Mon, Jul 7 - Sat, Jul 12
Frontier Logo
8:53 pm - 2:39 amSFO-SJU
26h 46m1 stop
Frontier Logo
9:30 pm - 10:25 amSJU-SFO
15h 55m1 stop
$229Frontier
Find Deal
Sun, Aug 31 - Wed, Oct 1
Delta Logo
7:29 am - 10:07 pmSFO-SJU
11h 38m1 stop
Delta Logo
7:30 am - 2:04 pmSJU-SFO
9h 34m1 stop
$369Delta
Find Deal
Tue, Sep 2 - Sat, Sep 13
JetBlue Logo
8:15 am - 1:31 amSFO-SJU
14h 16m1 stop
JetBlue Logo
2:05 pm - 12:59 amSJU-SFO
13h 54m1 stop
$370JetBlue
Find Deal
Tue, Aug 12 - Tue, Aug 19
American Airlines Logo
6:28 am - 10:49 pmSFO-SJU
13h 21m1 stop
American Airlines Logo
7:05 pm - 11:15 amSJU-SFO
19h 10m1 stop
$392American Airlines
Find Deal
Wed, Dec 3 - Thu, Jan 8
JetBlue Logo
7:45 am - 10:29 pmSFO-SJU
10h 44m1 stop
JetBlue Logo
6:15 am - 2:19 pmSJU-SFO
12h 04m1 stop
$411JetBlue
Find Deal
Fri, Jul 4 - Thu, Jul 10
American Airlines Logo
6:15 am - 9:45 pmSFO-SJU
12h 30m2 stops
American Airlines Logo
6:15 am - 3:56 pmSJU-SFO
12h 41m2 stops
$415American Airlines
Find Deal
Sun, Aug 10 - Wed, Aug 20
United Airlines Logo
12:30 am - 3:42 pmSFO-SJU
12h 12m1 stop
United Airlines Logo
3:56 pm - 11:59 pmSJU-SFO
11h 03m1 stop
$416United Airlines
Find Deal
Tue, Sep 30 - Wed, Oct 8
United Airlines Logo
12:43 am - 3:42 pmSFO-SJU
11h 59m1 stop
United Airlines Logo
4:55 pm - 12:55 amSJU-SFO
11h 00m1 stop
$437United Airlines
Find Deal
Sat, Nov 8 - Thu, Nov 13
Delta Logo
10:30 pm - 8:00 pmSFO-KIN
18h 30m1 stop
Delta Logo
9:00 am - 9:37 pmKIN-SFO
15h 37m1 stop
$455Delta
Find Deal
Useful Info

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 $1,542, 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 September, when tickets cost $412 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $764 and $574 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. For the absolute cheapest price, our data suggests you should book 20 weeks before departure.


Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$95
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 49% 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.
8.0
DeltaOverall score based on 7965 reviews
7.9Entertainment
8.2Boarding
8.5Crew
7.9Comfort
7.3Food
Airline reviews

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

8.0 ExcellentBrian, Jun 2025LAX - SFO
Read more Delta reviews

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.

Delta flight was on time, seats were comfortable, and crew was nice.

Bathrooms dirty sinks clogged. No one seemed to clean them. Plane very old

Thank you for not flipping the plane on the run way. You guys get a 5 star rating for the flight!!!

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

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....

It would have been better if they don't separate families in seating. We were seated in the aile row in the middle of a family of four. It would have been better if they they seat the family of four together than separated.

I upgraded myself to Business Class at the last minute so I had a DREAMS window seat. Seeing as I've never flown Business before everything was novel and fun for me and it made the 7 hour flight much more enjoyable for sure.

No headphones given for inflight entertainment. I missed my flight from the previous day and the customer service agent tried to extort an additional $100.00 US from me for missing my flight. Really?!

The flight was delayed about 4 hours without any explanation. No wifi or entertainment at all on planes. Had to pay for checked bags I was allowed according to reservations.

It was good, plane is a bit older so seats are somewhat flat

Well the airline was fine. The only thing is I was charged for a checked in luggage. But when I reserved the ticket it showed a check in bag allowed. Who can I get in contact with for reimbursement.? The airline said I had to speak to whoever I booked ticket with.

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.

Breakfast was not loaded at SFO due to catering company change. Seems like a major airline at a major hub would have thought of something else or warned passengers to pick up food before boarding a 3 hour flight.

Boarding seemed to be organized bedlam. For what ever reason, preboarding took longer than 20 minutes. Made the plane 20 minutes late taking off. Luckily we arrived on time. Flight crew seemed very friendly. Only slight turbulence.

They hired a new catering company the same day of my flight. They botched the job by not delivering the right carts and after THREE HOURS waiting, the flight crew timed out (flight was 19 hours long and FAA rules state crew can’t work more than 14 hours long). So they CANCELED OUR FLIGHT!! Worst experience ever. Avoid UAL at all costs.

The personnel were professional and friendly. The Boeing 737 Max 9 is too claustrophobic and was very warm at both airport gates, and still warm in the air.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

get E+, a must for 5 hours flight if you are tall

Liked fold flat bed. Didn’t like having no window. Didn’t like poor choice of food and being served dinner very late, hours after take off of a 7:40pm flight. Servers not friendly. Food horrible in business class.

Everything is good except the dinner and breakfast. The sandwich is very delicious. Toilet is clean, I only use one of them. Flight attendants are very nice. 👍👍

Seats were not too comfortable; it was impossible to locate the underseat power outlet.

You get what you pay for with JetBlue. Every little thing costs more, you are nickel and dimed until the end. Entertainment doesn’t function. Flight attendants do the bare minimum.

The check in and boarding process was a bit of a cluster. Two people at the counter to check in, three random lines that nobody knew which was for what, and people kept getting shuffled from one line to another for no apparent reason because then they’d get shuffled back and end up getting out further back in the line than they were originally. I only had to hand my already checked bag over and it took 45 minutes. I was never assigned a seat so when I tried to board I was pulled out of line again while someone had to try to manually assign me a seat. During the flight I got up to go to the bathroom, and there was an attendant in the aisle offering pillows etc and it was a 30 min wait unbuckled standing by the bathrooms because she said I couldn’t go past her. First and last time flying jet blue to be honest.

Communication since no reason or explanation was given for 3 hrs delay

The flight departed more than 1 hour late. Leg room is bigger than most airlines

Flight was delayed several 3 hours - no reason was given and no communication what so ever.

No overhead baggage room even though I was seated in row 2. Consequently had to check in my carry on bag. Baggage carousel was jammed. Took 45 min to get my bag.

Excellent from start to finish. All staff members were amazing!

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

The chair cushions may need an upgrade. I have been noticing they are so worn out, thin so you’d sit in a dip 😄. Other than that, all was an enjoyable trip. Thanks AA!

Cramped seats. FAA should make airlines have more legroom, for even short people complain

Flight was full, and would have preferred an aisle seat, but due to getting a late ticket ,the seat I had was adequate. The flight crew were very help full and hard working. Food and drink were excellent for the 11hr flight. Overall I was pleased with flight, and would recommend British Airways again.

Eventless. It was a good flight and good crew. Can’t complaint.

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

British Airways staff are very polite and willing to help.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

We kept being told that the flight was full and that all overhead compartments were full and therefore had to check in our hand luggage. We were some of the last people to board and noticed that there was still sufficient space in the overhead compartments. We were obliged to check in hand luggage when there was space and so had to wait at luggage retrieval which took a while to then noticed damage to our luggage - not a great experience!

Worst seats I’ve ever had !!! The seats were very narrow and uncomfortable and misaligned with the seats in front of mine leading to bottom of the seat in front of mine pressing on my legs for 15.5 hours !

This was an overnight flight. There was no meal service in first class, just a simple snack basket was offered along with beverages. There should have been some type of continental breakfast prior to arrival in PHL. As an Executive Platinum American Airlines Advantage member, I received no name recognition from the first class flight attendant. When disembarking at PHL, the flight attendants were more interested in their cell phones than saying "thank you" to the passengers as they disembarked.

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