$158 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 4/24. 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 Cana2 stops$538
Santo Domingo
Santo Domingo1 stop$421
Montego Bay
Montego Bay1 stop$418
Oranjestad
Oranjestad1 stop$466
Nassau
Nassau1 stop$424
Kingston
Kingston1 stop$506
Simpson Bay
Simpson Bay1 stop$474
Providenciales
Providenciales1 stop$474
Port of Spain
Port of Spain1 stop$432
Bridgetown
Bridgetown1 stop$558
George Town
George Town1 stop$508
Willemstad
Willemstad1 stop$376
Castries
Castries3 stops$1,233
St. John's
St. John's1 stop$570
Puerto Plata
Puerto Plata1 stop$438
Aguadilla
Aguadilla1 stop$609
Punta Cana
Punta Cana2 stops$538
Santo Domingo
Santo Domingo1 stop$421
Montego Bay
Montego Bay1 stop$418
Oranjestad
Oranjestad1 stop$466
Nassau
Nassau1 stop$424
Kingston
Kingston1 stop$506
Simpson Bay
Simpson Bay1 stop$474
Providenciales
Providenciales1 stop$474
Port of Spain
Port of Spain1 stop$432
Bridgetown
Bridgetown1 stop$558
George Town
George Town1 stop$508
Willemstad
Willemstad1 stop$376
Castries
Castries3 stops$1,233
St. John's
St. John's1 stop$570
Puerto Plata
Puerto Plata1 stop$438
Aguadilla
Aguadilla1 stop$609

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

Fri, Apr 17 - Fri, Apr 24
Frontier Logo
11:16 pm - 2:01 am
SFO
-
SJU
23h 45m
2 stops
Frontier Logo
3:23 pm - 5:34 pm
SJU
-
SFO
29h 11m
1 stop
$348Frontier
Sat, May 2 - Sat, May 9
Multiple Airlines Logo
10:38 pm - 2:08 pm
SFO
-
SJU
12h 30m
1 stop
Multiple Airlines Logo
6:00 pm - 1:00 pm
SJU
-
SFO
22h 00m
2 stops
$350Multiple Airlines
Mon, Apr 20 - Wed, Apr 29
Copa Airlines Logo
1:23 am - 2:30 pm
SFO
-
CUR
10h 07m
1 stop
Copa Airlines Logo
3:35 pm - 11:40 pm
CUR
-
SFO
11h 05m
1 stop
$376Copa Airlines
Sun, Apr 12 - Wed, Apr 29
Copa Airlines Logo
1:23 am - 12:12 pm
SFO
-
CUR
31h 49m
1 stop
Copa Airlines Logo
1:19 pm - 11:40 pm
CUR
-
SFO
13h 21m
1 stop
$396Copa Airlines
Wed, Apr 8 - Wed, Apr 15
JetBlue Logo
11:10 am - 9:10 am
SFO
-
SDQ
19h 00m
1 stop
JetBlue Logo
1:40 pm - 11:56 pm
SDQ
-
SFO
13h 16m
1 stop
$427JetBlue
Fri, May 1 - Fri, May 8
JetBlue Logo
3:10 pm - 10:22 am
SFO
-
NAS
16h 12m
1 stop
JetBlue Logo
1:46 pm - 11:50 pm
NAS
-
SFO
13h 04m
1 stop
$428JetBlue
Fri, Apr 17 - Fri, Apr 24
American Airlines Logo
11:35 pm - 6:54 pm
SFO
-
KIN
17h 19m
1 stop
American Airlines Logo
2:27 pm - 10:31 pm
KIN
-
SFO
10h 04m
1 stop
$518American Airlines
Wed, Apr 15 - Wed, Apr 22
American Airlines Logo
12:30 am - 6:54 pm
SFO
-
KIN
16h 24m
2 stops
American Airlines Logo
7:00 am - 11:01 pm
KIN
-
SFO
18h 01m
1 stop
$523American Airlines
Wed, Apr 8 - Tue, Apr 14
United Airlines Logo
6:46 pm - 12:20 pm
SFO
-
STT
14h 34m
2 stops
United Airlines Logo
1:22 pm - 12:24 am
STT
-
SFO
14h 02m
2 stops
$608United Airlines
Tue, Apr 28 - Mon, May 4
United Airlines Logo
4:45 pm - 3:31 pm
SFO
-
STT
19h 46m
2 stops
United Airlines Logo
4:45 pm - 1:16 am
STT
-
SFO
11h 31m
1 stop
$619United Airlines
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 May, when tickets cost $414 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $568 and $548 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 2 weeks before departure, which saves you about 6% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$158
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 Punta Cana

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 8239 reviews
7.2Food
8.1Boarding
8.5Crew
7.8Entertainment
7.9Comfort
Airline reviews

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

4.0 OkayJahmes, Feb 2026
LAX - MCO
Read more Delta reviews

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

The crew, and fellow passengers, were super gracious and kind. There seemed to be plenty of bin space even though the plane was full. It’s nice to get a glass of wine with dinner in Premiere seating, and there was a lot of food.

Everything I mentioned earlier - the airbus was more comfortable indeed and the experience was further enhanced.

The plane was an older model, so it wasn’t as comfortable as others. The flight attendants were not helpful during onboarding. It was a full flight so there was chaos finding space for baggage.

Awesome! On time flight, early arrival, and a complimentary upgrade!

It was nt delta. It was aeromexo. Service was awful. They served a very small drink and NO snack for a 3hr and 35min flight. Then for the first 30 min of the flight is was talk and talk over head interruption the movie/ show i picked to watch.

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Delta’s staff is unmatched. From the gate agents, to the pilots, to the flight attendants… all top of the industry.

The flight was delayed for about 2 hrs. Other than it, it was good.

I am extremely disappointed that delta internal pilot manuals now refer to the Gulf of Mexico as the “gulf of America”. You can bow down to the Orange turd on your own. I will never fly delta again

We had turbulence ever 1/2 hr or so and the captains announcements were SOOOO LOUD

it was a very short flight so my expectations were low.

Entertainment kept turning itself off. Gave up on watching a movie.

Very disappointing given gate agent behavior. Filed a formal complaint with United.

Terrible. No customer service, no food, no drinks on a 6 hour premier economy booking.

The flight crew where really good. Better then the crew from BNE to SFO

Food should be changed in menu Many muslims travels in this airlime they need to add one Halal meal

left on time, reasonable boarding process arrived early luggage came out quickly

Some flight attendants were great others were cranky. Seats were very tight and sitting on an aisle was very hard as the carts and people walking constantly bumped shoulder and arm.

Pushed back only to get deplaned due to a tire damaged by ground crew. They did at least go pretty fast. The bathrooms should be banned under the Geneva convention. No room to even sit straight on the toilet. The under-seat entertainment units block what little leg room there is.

Experience was great. The best part is the free Wi-Fi connection which helps me to work on the flight

The flight was fine. It's the satellite terminal that supports American eagle flights is what sucks. There is only one food option and everything there is way overpriced. I mean I know it's airport pricing, but it's even crazier than that. I bought a sandwich in a plastic container for $18.

The flight was really crowded. Flight attendants were just ok.

Flight was delayed for 2 hours, then last minute the change to on time. The satélite location is far and a nightmare to get to.

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

For a 5 1/2 hour flite i considered the "business class" to be subpar. The seats were just ok, no amenities, really nothing more than a long domestic flight. Frankly disappointed.

It would be nice to have some low carb options in the snacks.

The entertainment options were at best, fair. It was exactly the same as my outbound flight. It would have been more entertaining if there were some series from Apple TV, HBO, Showtime or other carriers for me to catch up with.

The flight was on time and arrived early. The crew were friendly and helpful.

While I didn’t watch much tv I would have liked a few more options of TV series from Apple TV or hbo max ..

We were made to wait in the airport for six hours for a flight that was ultimately canceled.

Both flights were significantly delayed. The flight experience itself was great.

My flight got delayed and eventually canceled, then rescheduled. I and several others had a connection from Boston to Paris and asked several times if we would make it. They assured us we would and then rebooked us mid flight without our consent and closed doors early even though they said they communicated we were a bit delayed. We got stranded in Boston and I opted with being rebooked for a different connection to France since they refused to pay for a Hotel. I've now been in Europe for 5 days and still haven't recieved my bags. There was absolutely no urgency for the fact that I'm in a foreign country with absolutely no change of clothes or any of my medication. Such an overwhelming and frustrating experience.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

The crew for the flight was A+ top notch. They were friendly and professional and made the flight a very relaxing and enjoable.

Rude crew member. She seemed annoyed at me without me saying a single word. Also loudly admonished me for having my bag next to my seat instead of tucked away before landing. Just telling me to put it away and guiding me without giving me a lecture would have been enough.

No included food for a 5 hour flight and the entertainment was only accessible if you had wired headphones (not provided). Otherwise though, great and smooth flying and customer service.

Crew were fantastic and so catering and wonderful! Full score for the entire crew!

Because of weather and mechanical issues our flight was 4 hours late. The only compensation offered to us was a meal voucher to be used only at Boston Airport and only on the day issued. But by the time it was offered to us all the restaurants were closed, so there was no way to use that offer.

Friendly crew, efficient boarding and flight arrived early. Couldn’t ask for a better experience

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

First of all we hade waited 3 hours in the airplane waiting to leave. Second the return schedule was changed and it messed up my entire vaction. I won't buy never again another flight and recommend to nobody traveling with them.

There was no food and no entertainment, so I'm not sure why these are even in the survey, as my understanding is frontier does not ever offer food without a few, not even a snack, and there are no screens so unless the flight safety talk is our entertainment why ask how we liked it?. One of the flight attendants say in the back of the plane as people filed in to their seats, yelling orders about where to put baggage and telling people to hurry up. It was the least professional experience I've ever had on a flight.

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

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.

When I wanted to check in 3 hours prior to boarding time, the employees mentioned “a little over an hour delay” so I waited for an hour then I went to go look for food in the terminal and most people from that flight were in the same area looking for food. Finally I decided after food to check to see if it’s anytime closer and now it’s 2 mins until boarding closes?! What are you kidding me? I didn’t receive anything via sms about boarding now nor via email or on the intercom. I luckily made it through, barely, and then there’s no room for my carry on mind you I’m in the very first row so I had to place my purse in one further row back and my carry on sections down. Not sure who pays for better seats to get your stuff placed all over the plane but that was the worst experience I’ve ever had flying with anyone.

This airline sucks. They offer low rates then charge you for everything, the app does not work well, the seats are the most uncomfortable. Maintenance issues on the flight, and you still have to sit through their credit card commercials. People are nice enough but does not make up for overall poor experience.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports