$153 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 9/2. 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.
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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$530
Santo Domingo
Santo Domingo1 stop$540
Montego Bay
Montego Bay1 stop$530
Oranjestad
Oranjestad1 stop$494
Nassau
Nassau1 stop$396
Kingston
Kingston1 stop$556
Simpson Bay
Simpson Bay1 stop$503
Providenciales
Providenciales1 stop$591
Port of Spain
Port of Spain1 stop$694
Bridgetown
Bridgetown1 stop$530
George Town
George Town2 stops$530
Willemstad
Willemstad2 stops$541
Castries
Castries2 stops$882
Aguadilla
Aguadilla1 stop$414
St. John's
St. John's1 stop$637
Puerto Plata
Puerto Plata1 stop$607
Punta Cana
Punta Cana1 stop$530
Santo Domingo
Santo Domingo1 stop$540
Montego Bay
Montego Bay1 stop$530
Oranjestad
Oranjestad1 stop$494
Nassau
Nassau1 stop$396
Kingston
Kingston1 stop$556
Simpson Bay
Simpson Bay1 stop$503
Providenciales
Providenciales1 stop$591
Port of Spain
Port of Spain1 stop$694
Bridgetown
Bridgetown1 stop$530
George Town
George Town2 stops$530
Willemstad
Willemstad2 stops$541
Castries
Castries2 stops$882
Aguadilla
Aguadilla1 stop$414
St. John's
St. John's1 stop$637
Puerto Plata
Puerto Plata1 stop$607

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, Oct 9 - Sat, Oct 17
American Airlines Logo
9:46 pm - 9:27 amSFO  San Francisco-NAS Nassau Intl
8h 41m1 stop Miami
American Airlines Logo
7:30 am - 9:59 pmNAS  Nassau Intl-SFO San Francisco
17h 29m1 stop Miami
$396American Airlines
Sun, Nov 8 - Fri, Nov 13
American Airlines Logo
9:35 pm - 9:30 amSFO  San Francisco-NAS Nassau Intl
8h 55m1 stop Miami
American Airlines Logo
2:18 pm - 10:59 pmNAS  Nassau Intl-SFO San Francisco
11h 41m1 stop Charlotte Douglas
$396American Airlines
Mon, Nov 9 - Thu, Nov 12
Southwest Logo
6:00 pm - 12:15 pmSFO  San Francisco-NAS Nassau Intl
15h 15m2 stops Los Angeles Orlando
Southwest Logo
1:10 pm - 11:20 pmNAS  Nassau Intl-SFO San Francisco
13h 10m2 stops Orlando Nashville Intl
$424Southwest
Sun, Nov 8 - Thu, Nov 19
JetBlue Logo
10:10 pm - 3:13 pmSFO  San Francisco-SJU San Juan Luis Munoz Marin Intl
13h 03m1 stop Boston Logan Intl
JetBlue Logo
5:01 am - 2:15 pmSJU  San Juan Luis Munoz Marin Intl-SFO San Francisco
13h 14m1 stop Boston Logan Intl
$463JetBlue
Thu, Oct 22 - Sun, Oct 25
Frontier Logo
10:48 pm - 2:46 pmSFO  San Francisco-SJU San Juan Luis Munoz Marin Intl
12h 58m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
9:49 pm - 11:36 amSJU  San Juan Luis Munoz Marin Intl-SFO San Francisco
16h 47m2 stops Orlando Denver Intl
$464Frontier
Fri, Oct 23 - Mon, Oct 26
Frontier Logo
10:48 pm - 2:46 pmSFO  San Francisco-SJU San Juan Luis Munoz Marin Intl
12h 58m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
9:49 pm - 2:50 pmSJU  San Juan Luis Munoz Marin Intl-SFO San Francisco
20h 01m2 stops Orlando Las Vegas Harry Reid Intl
$464Frontier
Tue, Jan 19 - Fri, Jan 22
Southwest Logo
7:20 am - 10:00 pmSFO  San Francisco-SJU San Juan Luis Munoz Marin Intl
10h 40m2 stops San Diego Tampa
Southwest Logo
5:45 am - 1:55 pmSJU  San Juan Luis Munoz Marin Intl-SFO San Francisco
12h 10m2 stops Orlando Denver Intl
$464Southwest
Tue, Jan 12 - Wed, Jan 27
JetBlue Logo
8:26 am - 11:50 pmSFO  San Francisco-SJU San Juan Luis Munoz Marin Intl
11h 24m1 stop Boston Logan Intl
JetBlue Logo
6:01 am - 1:55 pmSJU  San Juan Luis Munoz Marin Intl-SFO San Francisco
11h 54m1 stop Boston Logan Intl
$466JetBlue
Sat, Aug 22 - Wed, Aug 26
Multiple Airlines Logo
10:35 pm - 2:16 pmSFO  San Francisco-SJU San Juan Luis Munoz Marin Intl
12h 41m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
9:42 am - 11:51 pmSJU  San Juan Luis Munoz Marin Intl-SFO San Francisco
17h 09m1 stop Fort Lauderdale
$466Multiple Airlines
Mon, Aug 24 - Fri, Aug 28
Multiple Airlines Logo
10:35 pm - 2:16 pmSFO  San Francisco-SJU San Juan Luis Munoz Marin Intl
12h 41m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
11:04 am - 11:51 pmSJU  San Juan Luis Munoz Marin Intl-SFO San Francisco
15h 47m1 stop Fort Lauderdale
$467Multiple 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 September, when tickets cost $588 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $794 and $727 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 8 weeks before departure, which saves you about 19% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 20 weeks before departure.

Good to know

Low season

September

Cheapest flight

$153
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 20% increase in price.
Flight from San Francisco to Nassau

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 8492 reviews
8.5Crew
8.1Boarding
7.8Comfort
7.8Entertainment
7.2Food
Airline reviews

Internet connectivity still seems to be touchy on these flights, making it difficult to rely on it for getting work done.

8.0 ExcellentMatthew, Aug 2026
Read more Delta reviews

Internet connectivity still seems to be touchy on these flights, making it difficult to rely on it for getting work done.

My son’s suitcase was left behind at SFO and did not make the flight.

Crew was absolutely fantastic and we’re so welcoming and friendly ❤️

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!!!

We where skipped for this flight will not head to Panama until tonight..

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.

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

Very good flight and crew Food was a surprise on a short flight

Biggest issue was that they only had two restrooms in the back of the aircraft. Too many people for only two restrooms. The trash was overflowing and there was paper on the floor too. Long lines in the isle to use it. Food was also a bit meh. They don’t offer snacks with drinks, so you might want to buy a snack to hold you off on a longer trip, since the meals are very small.

Everything was smooth and crew was very polite and friendly.

I like that they served a mail, I’m not sure about the in-flight entertainment. I didn’t really check. staff helped me with my luggage. Smooth boarding smooth takeoff smooth flight

The seats had plenty of leg room and the staff were very nice.

Copa performed as expected for the amount of money I was willing to spend for the flight; it wasn’t exceptional but it was not bad in any way either. The crew was good; friendly and straightforward. The food was airplane food, so no expectations there and the entertainment was lacking but that was my fault for owning an IPhone with a charging port that’s not compatible with the rest of the world. I’d fly Copa again.

Left my bags in origin city on a business class ticket , spent about 2-3 days in the same clothes plus the flight .

The pilot was late so we didn’t take off til almost 2 hours late.

It was a short, comfortable flight. It did leave an hour late due to the pilot having to be replaced (family emergency) but that didn’t inconvenience myself & my friend. The situation was explained, eventually.

Excellent communication from the staff. We actually arrived early. Very friendly and professional staff.

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

Flight attendant made the flight very enjoyable. He was courteous and gave great care to the passengers

Not good. Flight crew, was not friendly and just shoved stuff at us. Not the way I like to travel.

Aside from the little delay, overall was flight good. Made it safely. Thanks!

Over the course of 7 months of travel, I can count on my hand the number of times the flight has departed on time. Majority of the instances have been related to non-weather reasons. Would not recommend flying this Airline

The food was okay and the space in business class was smaller than we had to Singapore.

The plane was spartan, the seats not that comfortable. It was like flying a super low budget airline. They charged for coffee!!! I have never, ever experienced that before.

I had no problems but the changing of planes that I was supposed to be on was confusing. Maybe it would be helpful to let people know your flight changed. Not everyone understands airports or how flying works.

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

The flight was on time the crew was courteous that makes for a good flight.

The seats were roomier than other airplanes I’ve been on.

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.

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.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports