Caribbean Islands

$141+ Cheap flights from San Francisco (SFO) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/27. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — SJU
Thg. 2 27 — Thg. 3 61
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Cheap flight deals from San Francisco to Caribbean Islands

Keep the following information in mind while searching for San Francisco to Caribbean Islands flight deals. Data was last updated Tháng Hai 22, 2025.

Round-trip from

$311
(Booking.com)

One-way from

$141
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$468
From San Francisco to Caribbean Islands
One-way flight from San Francisco to Caribbean Islands
Highest demand for flights based on searches. 5% potential increase in price ($29 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($24 potential savings vs. average RT price).
Average for round-trip flights in February 2025

Find flight deals from San Francisco to Caribbean Islands

Cheapest flights from San Francisco to Caribbean Islands
Explore the most affordable flight options available from San Francisco to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on Tháng Hai 22, 2025.

This Booking.com deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Th. 7 4/1210:30 pmSFO - SJU
1 stop24h 39mFrontier
Th. 4 4/169:35 pmSJU - SFO
1 stop26h 55mFrontier
Deal found 2/21$311
This JetBlue deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
CN 3/99:00 amSFO - SJU
1 stop8h 45mJetBlue
CN 3/161:45 pmSJU - SFO
1 stop13h 14mJetBlue
Deal found 2/22$332
This Expedia deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Th. 3 4/17:35 amSFO - SJU
2 stops18h 25mMultiple Airlines
Th. 5 5/110:46 amSJU - SFO
1 stop14h 47mMultiple Airlines
Deal found 2/22$340
This United Airlines deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Th. 2 3/3112:43 amSFO - SJU
1 stop11h 57mUnited Airlines
Th. 3 4/87:45 amSJU - SFO
1 stop11h 01mUnited Airlines
Deal found 2/21$349
This American Airlines deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Th. 7 5/177:03 amSFO - SJU
1 stop10h 30mAmerican Airlines
Th. 3 5/203:07 pmSJU - SFO
1 stop12h 16mAmerican Airlines
Deal found 2/21$351
This Booking.com deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Th. 2 4/77:47 pmSFO - SDQ
2 stops14h 57mFrontier
Th. 3 4/152:54 pmSDQ - SFO
2 stops35h 04mFrontier
Deal found 2/21$379
This Trip.com deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Th. 2 3/38:13 pmSFO - STT
2 stops13h 25mMultiple Airlines
Th. 5 3/62:40 pmSTT - SFO
2 stops20h 36mMultiple Airlines
Deal found 2/21$394
This Kiwi.com deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Th. 7 3/2911:52 pmSFO - SDQ
2 stops36h 57mMultiple Airlines
Th. 3 4/12:54 pmSDQ - SFO
1 stop32h 53mMultiple Airlines
Deal found 2/21$444
This Kiwi.com deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
CN 4/611:49 pmSFO - AUA
2 stops35h 56mMultiple Airlines
Th. 5 4/103:54 pmAUA - SFO
1 stop10h 46mMultiple Airlines
Deal found 2/20$463
This Delta deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Th. 2 3/1012:30 amSFO - SJU
2 stops12h 36mDelta
Th. 3 3/1812:54 pmSJU - SFO
1 stop12h 24mDelta
Deal found 2/21$465
This JetBlue Airways deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Th. 4 3/126:00 amSFO - SDQ
1 stop14h 59mJetBlue
Th. 3 3/183:28 amSDQ - SFO
1 stop12h 05mJetBlue
Deal found 2/20$465
This JetBlue deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Th. 4 4/210:21 pmSFO - AUA
1 stop15h 04mJetBlue
Th. 3 4/151:20 pmAUA - SFO
1 stop14h 00mJetBlue
Deal found 2/20$468

Find flights from San Francisco to Caribbean Islands within your budget

Customize your flight search to find flights from San Francisco to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated Tháng Hai 22, 2025.

Fly from

San Francisco

Fly to

Caribbean Islands

Route

Depart

Return

Price

San FranciscoSan Juan

SFO - SJU

SFOSJU

San Francisco

Th. 7 4/12

10:30 pm-2:09 am

1 stop24h 39m

San Juan Luis Munoz Marin Intl

Th. 4 4/16

9:35 pm-9:30 pm

1 stop26h 55m

$311

San FranciscoSan Juan

SFO - SJU

SFOSJU

San Francisco

CN 3/9

9:00 am-8:45 pm

1 stop8h 45m

San Juan Luis Munoz Marin Intl

CN 3/16

1:45 pm-11:59 pm

1 stop13h 14m

$332

San FranciscoSan Juan

SFO - SJU

SFOSJU

San Francisco

Th. 3 4/1

7:35 am-5:00 am

2 stops18h 25m

San Juan Luis Munoz Marin Intl

Th. 5 5/1

10:46 am-10:33 pm

1 stop14h 47m

$340

San FranciscoSan Juan

SFO - SJU

SFOSJU

San Francisco

Th. 2 3/31

12:43 am-3:40 pm

1 stop11h 57m

San Juan Luis Munoz Marin Intl

Th. 3 4/8

7:45 am-3:46 pm

1 stop11h 01m

$349

San FranciscoSan Juan

SFO - SJU

SFOSJU

San Francisco

Th. 7 5/17

7:03 am-8:33 pm

1 stop10h 30m

San Juan Luis Munoz Marin Intl

Th. 3 5/20

3:07 pm-12:23 am

1 stop12h 16m

$351

San FranciscoSanto Domingo

SFO - SDQ

SFOSDQ

San Francisco

Th. 2 4/7

7:47 pm-1:44 pm

2 stops14h 57m

Santo Domingo Las Americas

Th. 3 4/15

2:54 pm-10:58 pm

2 stops35h 04m

$379

San FranciscoSaint Thomas Island

SFO - STT

SFOSTT

San Francisco

Th. 2 3/3

8:13 pm-1:38 pm

2 stops13h 25m

Saint Thomas Island Cyril E King

Th. 5 3/6

2:40 pm-7:16 am

2 stops20h 36m

$394

San FranciscoSanto Domingo

SFO - SDQ

SFOSDQ

San Francisco

Th. 7 3/29

11:52 pm-3:49 pm

2 stops36h 57m

Santo Domingo Las Americas

Th. 3 4/1

2:54 pm-8:47 pm

1 stop32h 53m

$444

San FranciscoOranjestad

SFO - AUA

SFOAUA

San Francisco

CN 4/6

11:49 pm-2:45 pm

2 stops35h 56m

Oranjestad Reina Beatrix

Th. 5 4/10

3:54 pm-11:40 pm

1 stop10h 46m

$463

San FranciscoSan Juan

SFO - SJU

SFOSJU

San Francisco

Th. 2 3/10

12:30 am-4:06 pm

2 stops12h 36m

San Juan Luis Munoz Marin Intl

Th. 3 3/18

12:54 pm-10:18 pm

1 stop12h 24m

$465

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

Showing 1-10 of 60 results
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Best time to book a flight from San Francisco to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from San Francisco with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from San Francisco to Caribbean Islands

Get recent, data-driven insights about flights from San Francisco to Caribbean Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from San Francisco to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from San Francisco to Caribbean Islands (average of $254). Flying from San Francisco to Caribbean Islands in March is currently the most expensive (average of $363). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from SFO to EPX?

Find hourly flight availability from San Francisco to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated Tháng Hai 22, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from San Francisco to Caribbean Islands as you normally would.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated Tháng Hai 22, 2025.
Get a feel of what it's like to fly with Southwest, Delta and Alaska Airlines from San Francisco to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

8.1

Comfort

8.1

Boarding

8.2

Crew

8.7

Food

7.1

Entertainment

7.6

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Overall

8.1

Comfort

8.1

Boarding

8.2

Crew

8.7

Food

7.1

Entertainment

7.6

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

8.0
Very good

Overall

8.1

Comfort

8.1

Boarding

8.2

Crew

8.7

Food

7.1

Entertainment

7.6

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Overall

8.1

Comfort

8.1

Boarding

8.2

Crew

8.7

Food

7.1

Entertainment

7.6

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Overall

8.1

Comfort

8.1

Boarding

8.2

Crew

8.7

Food

7.1

Entertainment

7.6

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Overall

8.1

Comfort

8.1

Boarding

8.2

Crew

8.7

Food

7.1

Entertainment

7.6

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Related info for your journey

Find useful and relevant information for your journey from San Francisco to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from San Francisco to Caribbean Islands?

    San Francisco (SFO) is the airport you will fly out of if you book a flight from San Francisco to Caribbean Islands. It is only a 11.8 mi journey to San Francisco (SFO) from San Francisco’s city center.

  • What are the cheapest airlines to fly from San Francisco to Caribbean Islands one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $141. JetBlue flights start at $159 while deals on American Airlines start at $176 one-way.

  • What are the most popular routes from San Francisco to Caribbean Islands?

  • Can I find deals for flights from San Francisco to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on San Francisco to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Francisco to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Francisco to Caribbean Islands.

  • Can I find deals for business class flights from San Francisco to Caribbean Islands?

    Yes. Cheapflights offers flight deals from San Francisco to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from San Francisco to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from San Francisco to Caribbean Islands (average of $254). Flying from San Francisco to Caribbean Islands in March is currently the most expensive (average of $363). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for San Francisco to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.

Top 10 airlines flying from San Francisco to Caribbean Islands

Discover the top 10 airlines that operate flights from San Francisco to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated Tháng Hai 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$154Average$407FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$276Average$595FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$285Average$698FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$296Average$598FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$319Average$736FlexibilityNo cancel feeOn-time71%
DeltaCheapest$333Average$724FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$334Average$886FlexibilityNo cancel feeOn-time83%
Alaska AirlinesCheapest$358Average$657FlexibilityNo cancel feeOn-time75%
Copa AirlinesCheapest$415Average$608FlexibilityNo cancel feeOn-time70%
SouthwestCheapest$479Average$687FlexibilityNo cancel feeOn-time63%
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