$155 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 5/12. 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

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 Cana2 stops$504
Santo Domingo
Santo Domingo1 stop$421
Montego Bay
Montego Bay1 stop$413
Oranjestad
Oranjestad1 stop$454
Nassau
Nassau1 stop$424
Kingston
Kingston1 stop$506
Simpson Bay
Simpson Bay1 stop$389
Providenciales
Providenciales1 stop$435
Port of Spain
Port of Spain1 stop$373
Bridgetown
Bridgetown1 stop$500
George Town
George Town1 stop$417
Willemstad
Willemstad2 stops$367
Castries
Castries3 stops$1,233
St. John's
St. John's1 stop$570
Puerto Plata
Puerto Plata1 stop$438
Aguadilla
Aguadilla1 stop$420
Punta Cana
Punta Cana2 stops$504
Santo Domingo
Santo Domingo1 stop$421
Montego Bay
Montego Bay1 stop$413
Oranjestad
Oranjestad1 stop$454
Nassau
Nassau1 stop$424
Kingston
Kingston1 stop$506
Simpson Bay
Simpson Bay1 stop$389
Providenciales
Providenciales1 stop$435
Port of Spain
Port of Spain1 stop$373
Bridgetown
Bridgetown1 stop$500
George Town
George Town1 stop$417
Willemstad
Willemstad2 stops$367
Castries
Castries3 stops$1,233
St. John's
St. John's1 stop$570
Puerto Plata
Puerto Plata1 stop$438
Aguadilla
Aguadilla1 stop$420

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

Sat, May 16 - Wed, May 27
Multiple Airlines Logo
10:38 pm - 2:08 pm
SFO
-
SJU
12h 30m
1 stop
Multiple Airlines Logo
6:30 pm - 6:51 pm
SJU
-
SFO
27h 21m
1 stop
$348Multiple Airlines
Thu, Apr 30 - Mon, May 4
Multiple Airlines Logo
10:38 pm - 2:13 pm
SFO
-
SJU
12h 35m
1 stop
Multiple Airlines Logo
11:25 pm - 10:29 am
SJU
-
SFO
14h 04m
1 stop
$351Multiple Airlines
Sun, Apr 12 - 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
Tue, May 5 - Tue, May 12
American Airlines Logo
11:30 pm - 2:32 pm
SFO
-
CUR
12h 02m
1 stop
American Airlines Logo
4:49 pm - 11:02 am
CUR
-
SFO
21h 13m
1 stop
$379American Airlines
Mon, Mar 16 - Tue, Mar 24
American Airlines Logo
12:25 am - 3:41 pm
SFO
-
CUR
12h 16m
2 stops
American Airlines Logo
4:41 pm - 10:41 am
CUR
-
SFO
21h 00m
2 stops
$383American 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
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
Wed, Apr 8 - Wed, Apr 15
JetBlue Logo
12:10 pm - 3:54 am
SFO
-
SDQ
12h 44m
1 stop
JetBlue Logo
1:40 pm - 11:56 pm
SDQ
-
SFO
13h 16m
1 stop
$446JetBlue
Wed, Apr 8 - Mon, Apr 13
Delta Logo
10:35 pm - 2:20 pm
SFO
-
BGI
12h 45m
1 stop
Delta Logo
3:30 pm - 2:44 pm
BGI
-
SFO
26h 14m
2 stops
$597Delta
Sun, Mar 29 - Wed, Apr 8
Delta Logo
11:35 pm - 2:20 pm
SFO
-
BGI
11h 45m
1 stop
Delta Logo
3:30 pm - 10:52 am
BGI
-
SFO
22h 22m
1 stop
$617Delta
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 $573, 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 $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 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 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$155
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 Willemstad

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.

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 8240 reviews
7.8Entertainment
8.1Boarding
8.5Crew
7.9Comfort
7.2Food
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

Horrible. No TV or any type of entertainment on board. Passwnger listening to/watching stuff on their own phone with no headphones making it noise and uncomfortable for everyone else, little/tiny food portions, old seats, useless wifi (cant access anything). Horrible exlerience especially it was a lomg distance flight with kids.

There should be a warning regarding the quality of the aircraft on the website as we reserve the tickets. There was no TV or any type of screen onboard. The wifi they offer is good for nothing. Traveling 9 hours straight with kids and no type of entetainment was horrible. I wish I had been informed prior so I could buy a ticket with another airline. The food was a joke too. A very tiny portion per passenger. They also charged $100 per checked bag. With United I used to pay $60. So, fair to say that I wont be flying Copa anymore. Their aircraft was super old, outdated, no entertainment, with nearly no onboard food.

Very strict carry on rules meant most of the plane had to gate check their luggage. As is often the case had things that were broken because of this, but I appreciated not being charged to gate check. Otherwise good flight and great crew once on the plane

Some of the Air hostesses are not that friendly. Need improvement

I liked the meatloaf the chicken was awful but the plane was on time and got there and the staff was nice.

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.

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

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

Enforce the boarding process by group numbers. Tell people to stay seated during the meal/drink distribution. It took forever to get food and drinks because people would not stay out the isle and let the crew do their jobs. Everyone wanted to go to the bathroom forcing the crew to enter and leave the isle constantly so people can pass. Tell people to keep their electronics off speaker mode. No one wants to hear phone conversations and music playing.

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.

United airlines has the best customer experience from booking to arrival. I always fly United airlines. The mileage program is excellent

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 ..

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

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports