$201 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 6/8. 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 Cana1 stop$571
Santo Domingo
Santo Domingo1 stop$510
Montego Bay
Montego Bay1 stop$570
Oranjestad
Oranjestad1 stop$577
Nassau
Nassau1 stop$511
Kingston
Kingston1 stop$584
Simpson Bay
Simpson Bay1 stop$611
Providenciales
Providenciales1 stop$691
Port of Spain
Port of Spain1 stop$698
Bridgetown
Bridgetown1 stop$672
George Town
George Town2 stops$618
Willemstad
Willemstad1 stop$506
Castries
Castries3 stops$1,297
Aguadilla
Aguadilla1 stop$486
Puerto Plata
Puerto Plata1 stop$626
St. John's
St. John's1 stop$650
Punta Cana
Punta Cana1 stop$571
Santo Domingo
Santo Domingo1 stop$510
Montego Bay
Montego Bay1 stop$570
Oranjestad
Oranjestad1 stop$577
Nassau
Nassau1 stop$511
Kingston
Kingston1 stop$584
Simpson Bay
Simpson Bay1 stop$611
Providenciales
Providenciales1 stop$691
Port of Spain
Port of Spain1 stop$698
Bridgetown
Bridgetown1 stop$672
George Town
George Town2 stops$618
Willemstad
Willemstad1 stop$506
Castries
Castries3 stops$1,297
Aguadilla
Aguadilla1 stop$486
Puerto Plata
Puerto Plata1 stop$626
St. John's
St. John's1 stop$650

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

Tue, Sep 1 - Mon, Sep 7
Frontier Logo
10:15 pm - 2:15 pm
SFO
-
SJU
13h 00m
1 stop
Frontier Logo
4:05 pm - 10:29 am
SJU
-
SFO
21h 24m
1 stop
$396Frontier
Tue, Sep 1 - Mon, Sep 7
Frontier Logo
10:15 pm - 2:15 pm
SFO
-
SJU
13h 00m
1 stop
Frontier Logo
6:16 pm - 10:29 am
SJU
-
SFO
19h 13m
1 stop
$406Frontier
Sat, Aug 29 - Fri, Sep 4
Frontier Logo
8:51 pm - 1:16 pm
SFO
-
SJU
13h 25m
1 stop
Frontier Logo
3:06 am - 10:29 am
SJU
-
SFO
10h 23m
1 stop
$416Frontier
Tue, Sep 15 - Fri, Sep 18
JetBlue Logo
11:59 pm - 1:34 pm
SFO
-
SJU
10h 35m
1 stop
JetBlue Logo
1:00 pm - 11:31 pm
SJU
-
SFO
13h 31m
1 stop
$440JetBlue
Mon, Aug 17 - Wed, Sep 16
JetBlue Logo
10:40 pm - 12:45 pm
SFO
-
SJU
11h 05m
1 stop
JetBlue Logo
1:00 pm - 9:28 pm
SJU
-
SFO
11h 28m
1 stop
$441JetBlue
Fri, Aug 14 - Sun, Aug 23
Delta Logo
4:05 pm - 1:49 pm
SFO
-
CUR
18h 44m
1 stop
Delta Logo
3:15 pm - 11:54 pm
CUR
-
SFO
11h 39m
1 stop
$519Delta
Mon, Oct 26 - Sun, Nov 1
American Airlines Logo
7:19 pm - 1:10 pm
SFO
-
CUR
14h 51m
2 stops
American Airlines Logo
5:40 pm - 12:20 pm
CUR
-
SFO
22h 40m
2 stops
$528American Airlines
Mon, Jun 29 - Mon, Jul 13
American Airlines Logo
11:59 pm - 1:40 pm
SFO
-
CUR
10h 41m
1 stop
American Airlines Logo
4:40 pm - 10:24 am
CUR
-
SFO
20h 44m
1 stop
$552American Airlines
Thu, Sep 24 - Sat, Oct 3
Delta Logo
4:00 pm - 1:55 pm
SFO
-
CUR
18h 55m
1 stop
Delta Logo
3:10 pm - 11:57 pm
CUR
-
SFO
11h 47m
1 stop
$596Delta
Fri, Sep 11 - Sat, Sep 26
United Airlines Logo
8:50 am - 12:58 pm
SFO
-
STT
25h 08m
2 stops
United Airlines Logo
4:45 pm - 7:24 am
STT
-
SFO
17h 39m
2 stops
$720United Airlines
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 $639, 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 August, when tickets cost $184 (return) on average. On the other hand, the most expensive months are March and January, when the average cost of round-trip tickets is $1,896 and $1,529 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 3 weeks before departure, which saves you about 12% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 20 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$201
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 25% increase in price.
Flight from San Francisco to Nassau

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 8423 reviews
7.2Food
7.8Entertainment
8.1Boarding
7.8Comfort
8.5Crew
Airline reviews

While they turned off most cabin lights to allow people to sleep, I was bothered by how bright the side lights still were. It was still quite bright for me in a window seat, when I wish I could have slept!

10.0 ExcellentTeresa, Apr 2026
SMF - LAX
Read more Delta reviews

While they turned off most cabin lights to allow people to sleep, I was bothered by how bright the side lights still were. It was still quite bright for me in a window seat, when I wish I could have slept!

Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).

N Everything was perfect from boarding to assistance to baggage in Tampa

Loved the crew! Sucks that we went from 1 hour and 8 minute layover to a 3 hour layover. But weather sucks like that.

Fast, lovely scenery, great info on the Delta flight screen about landmarks we were flying over. Great landing!

Long flight but comfortable and not freezing as I have experienced on Hawaiian flights to the islands. They gave us blankets just in case. Nice touch.

I took seat 15A in anticipation of window seat, there is no window.

Flight late, the waited for a long time for “personal” to arrive at gate to dock the plane in Rochester. So annoying. This flight was expected, why aren’t personel available for the jet bridge?

My recent experience was excellent on Delta! I flew with Delta Comfort and I was really comfortable in my seat. I enjoyed the in-flight service. The flight attendants were so friendly and hospitable. I love the snack on the flight as well. This was my first time flying on Delta and I will definitely consider flying with them again.

My flight was canceled on Sunday. Rebooking took three hours. Had to pay for accommodations another night. New flight was delayed for 5 hours, all that was sent was a 12 dollar food voucher, which doesn’t tell you how to use it. Then when we landed we had to sit on the plane for an hour before we could get off.

Boarding was a mess, they call all priority members without distinction so gold, platinum, silver were all mixed together in a long line which defeats the purpose

Avoid at all costs. My wife had to stay back on a connecting flight as her parents flight was delayed. 10 days later on the way back they cancelled all our flights. We had to rebook all four of us on the next days flight.

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.

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.

No screens or meal options. Freezing cold. Dirty seats. Left late.

I liked that my son and I were reseated next to each other (we had different bookings). I liked that it was a directg flight and mostly on time. I liked that you provided pillows and blankets. Flight attendants were generally courteous. The messaging through wifi did not work well. The food was not good. Seats are very narrow and I felt slightly claustraphobic in the window seat.

Some crew were unfriendly or in some cases just straight up rude.

Outstanding service, efficient & friendly crew, flight was safe, comfortable & on time

United Airline crews were very friendly and very attentive. 12 hours flight was gone like in a shorter one.

Flight itself excellent, but delayed so missed connection & got to destination 2 hrs later

On time, friendly attendants, quick wheelchair assistance and help checking in bags. Also appreciated change in seats, more forward to make it easier for my 97 year old mother to board and exit the plane. Thank you, JetBlue!

Flight did not have onboard charging and TV screen flickering.

I was seated next to an autistic child who was out of control and had a child behind me kicking my seat for most of the trip. I will never fly JetBlue again. Ever. I don't care how cheap it is. It's terrible.

Boarding process was terrible. No assigned seat until the gate, then a long line to get seat assignment.

This was the first flight I've taken since pre-pandemic. I was pleased with how orderly the boarding and disembarking went. The seats were comfortable. I loved that there was no "first class'. The attendants and passengers I met were all very friendly and welcoming.

Boarding was easy. Provided drinks and snacks. Good aircraft and staff

Not very happy because of the long delaying which causes our luggages were not on the connection flight and nearly missed our connection flight.

JetBlue was good. Kayak offered us a deal if we bundled the rental car. This was a complete scam. Kayak said the total was $222... but when we went to pick up the car the agent at Rent a wreck said that we had to pay "fees and taxes" for a grand total of $750. I would recommend not using kayak or rent a wreck. They are both complicit in this scam. JetBlue worked out well.

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

Great price, easy check in, love the free drinks and snacks, and nice crew. The only negative part was waiting for your seat assignment 5 minutes before boarding, and the seats are a bit uncomfortable.

Ontario airport boarding was very easy to park and access, is clean and TSA took 10 minutes total. Check-in was a breeze and cruise was very nice.

It's a long flight and that is always difficult. I was comfortable and well. The movies available were great and the crew was good.

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

The crew was very attentive through out the flight. Seats were comfortable, nice flight bag with pillow and blanket. Food was okay, since it was a overnight flight seemed to go by fast.

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

Boarding gate at LAX was too crowded—two gates next to one another

On time departure and early arrival. Flight attendant very nice.

The business class layout of chairs was weired. You are sitting directly across stranger.,

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

Friendly crew is the only nice thing. Seats uncomfortable. Food and snacks horrible. Movies were the same as the first 10 hour flight two weeks before

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports