$185 Find Cheap Flights from San Francisco to Caribbean - Compare and Save

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 8/26. 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 Cana1 stop$502
Santo Domingo
Santo Domingo1 stop$520
Montego Bay
Montego Bay1 stop$536
Oranjestad
Oranjestad1 stop$583
Nassau
Nassau2 stops$524
Kingston
Kingston1 stop$596
Simpson Bay
Simpson Bay1 stop$538
Providenciales
Providenciales2 stops$591
Port of Spain
Port of Spain1 stop$738
Bridgetown
Bridgetown1 stop$630
George Town
George Town2 stops$568
Willemstad
Willemstad1 stop$516
Castries
Castries2 stops$1,254
Aguadilla
Aguadilla1 stop$441
Puerto Plata
Puerto Plata2 stops$685
St. John's
St. John's2 stops$637
Punta Cana
Punta Cana1 stop$502
Santo Domingo
Santo Domingo1 stop$520
Montego Bay
Montego Bay1 stop$536
Oranjestad
Oranjestad1 stop$583
Nassau
Nassau2 stops$524
Kingston
Kingston1 stop$596
Simpson Bay
Simpson Bay1 stop$538
Providenciales
Providenciales2 stops$591
Port of Spain
Port of Spain1 stop$738
Bridgetown
Bridgetown1 stop$630
George Town
George Town2 stops$568
Willemstad
Willemstad1 stop$516
Castries
Castries2 stops$1,254
Aguadilla
Aguadilla1 stop$441
Puerto Plata
Puerto Plata2 stops$685
St. John's
St. John's2 stops$637

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

Tue, Sep 22 - Tue, Sep 29
Frontier Logo
10:48 pm - 3:25 pm
SFO
-
SJU
13h 37m
1 stop
Frontier Logo
4:39 pm - 4:57 pm
SJU
-
SFO
27h 18m
2 stops
$410Frontier
Tue, Aug 18 - Tue, Aug 25
Multiple Airlines Logo
10:35 pm - 2:16 pm
SFO
-
SJU
12h 41m
1 stop
Multiple Airlines Logo
5:00 pm - 11:51 pm
SJU
-
SFO
9h 51m
1 stop
$421Multiple Airlines
Wed, Nov 11 - Tue, Nov 17
Copa Airlines Logo
7:36 pm - 2:37 pm
SFO
-
CUR
15h 01m
1 stop
Copa Airlines Logo
3:34 pm - 5:25 pm
CUR
-
SFO
29h 51m
1 stop
$516Copa Airlines
Wed, Oct 14 - Wed, Oct 21
Copa Airlines Logo
8:21 pm - 10:54 am
SFO
-
SDQ
11h 33m
1 stop
Copa Airlines Logo
12:42 pm - 11:40 pm
SDQ
-
SFO
13h 58m
1 stop
$520Copa Airlines
Sat, Aug 29 - Fri, Sep 11
American Airlines Logo
9:35 pm - 1:40 pm
SFO
-
CUR
13h 05m
1 stop
American Airlines Logo
4:57 pm - 10:18 am
CUR
-
SFO
20h 21m
1 stop
$529American Airlines
Sat, Aug 29 - Fri, Sep 11
American Airlines Logo
3:46 pm - 1:40 pm
SFO
-
CUR
18h 54m
2 stops
American Airlines Logo
4:57 pm - 1:10 pm
CUR
-
SFO
23h 13m
2 stops
$533American Airlines
Tue, Sep 15 - Sun, Sep 20
JetBlue Logo
10:28 am - 12:01 pm
SFO
-
NAS
22h 33m
1 stop
JetBlue Logo
5:57 pm - 9:05 am
NAS
-
SFO
18h 08m
1 stop
$533JetBlue
Wed, Sep 2 - Wed, Sep 9
Delta Logo
10:00 pm - 2:14 pm
SFO
-
UVF
13h 14m
1 stop
Delta Logo
3:32 pm - 11:57 pm
UVF
-
SFO
11h 25m
1 stop
$536Delta
Wed, Sep 2 - Wed, Sep 9
Delta Logo
4:05 pm - 2:14 pm
SFO
-
UVF
19h 09m
2 stops
Delta Logo
3:32 pm - 11:57 pm
UVF
-
SFO
11h 25m
1 stop
$541Delta
Wed, Aug 26 - Tue, Sep 1
JetBlue Logo
10:59 am - 2:55 pm
SFO
-
STT
24h 56m
2 stops
JetBlue Logo
1:53 pm - 11:20 am
STT
-
SFO
24h 27m
3 stops
$546JetBlue
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 September, when tickets cost $134 (return) on average. On the other hand, the most expensive months are May and November, when the average cost of round-trip tickets is $972 and $854 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 3 weeks before departure, which saves you about 14% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$185
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 20% increase in price.
Flight from San Francisco to San Juan

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.
7.8
DeltaOverall score based on 8455 reviews
7.2Food
8.1Boarding
8.5Crew
7.8Comfort
7.8Entertainment
Airline reviews

Flight delayed four separate times. I’m now one hour hours late to landing.

2.0 MediocreTravis, Jun 2026
SFO - LAX
Read more Delta reviews

Flight delayed four separate times. I’m now one hour hours late to landing.

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!

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

Our flight from SFO to MSP was right on time on 11/15/2025. No delays. As we approached MSP at about 8 pm, we circled in the air until 8:40 pm so I don't call that efficient for MSP. I think the captain should announce the delay and why. (as if we all don't know that we are just circling around the area, slowing down, speeding up, slowing down.) Thank you. Marilyn Fischer

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

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

New boarding doesn't make sense. Filling front first is slow.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

No extra snacks were available. Meals quality is terrible. Crew was not friendly.

Lost one piece of luggage even though I checked in 2.5 hours before the flight

It was perfect! United Airlines staff was extremely caring, super friendly and professional

United has maintenance issues and can then never recover. No operations ability and simple issues always turn into multiple hours long cascading delays. Worst airline on earth.

I paid for a confirmed upgraded aisle seat and was moved to a center seat in the back of the plane at the last minute.

Horrifying Almost 2 million miles. Bring your own food and drink. One coffee or drink every three hours. Have to order meals on app more than 24 hours ahead Tiny and dirty bathrooms

Easy of boarding, helpfully staff at check in, surprisingly comfortable seating

Lost of requested seat assignments. Lost my husband's meal choice

My service dog and I were asked to deplane just before they closed the door - clearly very last minute they couldn’t find the documentation that I have filled out many many times before that is for flying service animals. I purposely purchase 3seats (a whole row) since he is large and not all passengers want to sit next to a dog on a cross country flight. The plane departed with my husband on it!!! They made me fill out a hard copy of the same form and had to reschedule me on a later flight where they could find 3 seats together!! I’ve done this so many times before - clearly the error was on their part in a technology glitch - but really people - do better!! Very traumatic - and my husband had to wait for us when he landed ….so bad. Poor pup was confused and tired.

My flight time was changed without any notification to me which ruined my time sensitive plans so I ended up completely changing my travel plans and no reimbursement.

Flight was delayed multiple times without giving any particular reason and the only thing that was communicated was that 'Aircraft is getting ready'. I was stuck at SFO airport for 15 hours and finally took Southwest Airlines flight back home to Dallas.

I was not clear if food was offered or not.

Agency very bad had to cancelled my booking too many changes in the flight changed my flight to 1 week

Take-off delayed an hour because of a missing flight officer, so,arrived in Charlotte lates causing many passengers to miss connections. Otherwise a very good flight, safe and comfortable, with an excellent professional crew.

B-class on an old plane with antiquated amenities and poor service. Landed in Rome w/o bag that didn’t make the connection (plenty of time in London). Bag will come to hotel NOT the day it lands but the following night!! Still waiting for bag…BA had nothing to offer in support and couldn’t even tell me their comp, told to submit receipts and then I’ll learn what is or isn’t covered.

Premium Economy Good crew, good service, excellent food. Seat back screen just not bright enough.

The SFO Lounge crew were amazing. The bartender Faris was great. Thanks!

Not good. One of my luggage is missing. And until now they can’t find it

Dloght delayed by 2.5 hrs . Common theme in my last four american floghts

The worst Airline ever. They centered my second flight and leave me in NY. They don’t have any representatives at the airport and they don’t respond to calls. Basically I got stuck. I will never purchase through there again.

Seats were great, the staff was great, and the food was about the best I've had on a plane, and is especially the best of any US-based carrier I've flown. Free Wi-Fi was also great.

It was inexplicably canceled and we are stuck in LA, haven't gotten home and it has been an inconvenience having lost work (on unpaid leave for my husband).

It was good. I’m very disappointed that they don’t give commentary ear pods for the movie. I forgot mine at home

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.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

Little snafu at boarding. Staff communicated with gate poorly. Flight attendant was rude making disembark early. This was an older mint class. Needs an overhaul for sure. Food was good. The male flight attendant was really nice.

I really liked the way snacks and drinks were available throughout the flight!!! The flight attendants were also all fantastic!

Always like Jet Blue! It seems, however, that people are getting bigger & seats are getting smaller! We had a very full flight and I couldn't get an aisle seat like I always do. I wish there were more leg room. People sitting next to me were very nice though so it was fine to disturb them if I needed to use the restroom. Otherwise the flight was fine but a bit long.

None of the in flight Direct TV worked. A better selection of Shows would have been better. The baggage was s low. Otherwise we enjoyed our flight!

the staff was very helpful and the airline was very good.

They didn’t offer a water, even after I asked

Frontier had yet another flight cancellation. Have never made a complete round trip with this airline without at least one leg getting cancelled. Miserable flights - dirty, uncomfortable planes that apparently always have issues since I've had multiple delays and cancellations with them.

No frills for sure. No gate announcements about flight delay, not even water to drink on the flight.

I loked walking out on the tarmac to board and no first class. I didn't like that they have no snacks or onboard wifi to bide your time.

It was a redeye flight, so every passenger just wanted to sleep, but through the entire flight, the flight crew made announcements over the loudspeaker at maximum volume every few minutes making sleep impossible. For example: it’s 2am, and the crew decides to give an extremely detailed announcement about snacks and beverages for sale. And 3am is the perfect time to wake up everyone with a lengthy announcement about how to get a coffee refill and how to take advantage of new offer from frontier for a credit card.

While booking it was not obvious that I had to pay for carryon. Realized it only during check-in. Overall, meh!

Stop changing gates at sfo. When you are elderly going back for it’s not fun.

After 5 hours of delay, they cancelled the flight. Very disappointed

My flight to LA was cancelled. I waited at the airport for 3 hrs saying it was delayed and then all of a sudden it was cancelled. Frontier only gave me a voucher and refund but could not rebook me. Flights on other airlines were too expensive last minute. I had to drive down to LA and didn’t even take my return flight home since I had to drive. One of the worst airline experiences in my life. It’s crazy how airlines can just upend people’s plans just like that.

The flight attendence were extremely rude and I am disabled

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports