Caribbean Islands

$495+ Cheap flights from Santa Rosa (STS) to Caribbean Islands

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
STS — SJU
Mar 7 — Mar 141
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Cheap flight deals from Santa Rosa to Caribbean Islands

Cheapest flights from Santa Rosa to Caribbean Islands
Explore the most affordable flight options available from Santa Rosa to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 5, 2026.

This American Airlines deal was found by Cheapflights users on 2/4. 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.
Sat 2/214:17 pm
STS
-
SJU
2 stops15h 39m
American Airlines
Thu 2/266:00 am
SJU
-
STS
2 stops21h 57m
American Airlines
Deal found 2/4$495
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Fri 2/204:23 pm
STS
-
SJU
2 stops33h 01m
American Airlines
Tue 2/241:58 pm
SJU
-
STS
2 stops26h 35m
American Airlines
Deal found 2/3$546
This American Airlines deal was found by Cheapflights users on 2/4. 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.
Sat 2/214:17 pm
STS
-
SJU
2 stops15h 23m
American Airlines
Mon 2/237:01 pm
SJU
-
STS
2 stops21h 32m
American Airlines
Deal found 2/4$547
This American Airlines deal was found by Cheapflights users on 2/4. 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.
Fri 2/204:23 pm
STS
-
SJU
2 stops15h 33m
American Airlines
Wed 2/253:51 pm
SJU
-
STS
2 stops22h 20m
American Airlines
Deal found 2/4$564
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Mon 3/164:23 pm
STS
-
SJU
2 stops24h 16m
American Airlines
Thu 3/197:40 am
SJU
-
STS
2 stops19h 19m
American Airlines
Deal found 2/2$621
This American Airlines deal was found by Cheapflights users on 2/4. 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.
Sat 2/214:17 pm
STS
-
SJU
2 stops15h 23m
American Airlines
Tue 2/245:42 pm
SJU
-
STS
2 stops20h 29m
American Airlines
Deal found 2/4$622
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Mon 3/164:23 pm
STS
-
SJU
2 stops24h 16m
American Airlines
Mon 3/236:01 pm
SJU
-
STS
2 stops21h 25m
American Airlines
Deal found 2/2$631
This American Airlines deal was found by Cheapflights users on 2/4. 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.
Fri 2/204:23 pm
STS
-
SJU
2 stops13h 37m
American Airlines
Mon 2/237:33 am
SJU
-
STS
2 stops20h 24m
American Airlines
Deal found 2/4$640
This American Airlines deal was found by Cheapflights users on 2/4. 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.
Mon 3/164:23 pm
STS
-
SJU
2 stops16h 32m
American Airlines
Fri 3/2011:30 am
SJU
-
STS
2 stops15h 29m
American Airlines
Deal found 2/4$647
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:37 pm
STS
-
SJU
2 stops24h 54m
Alaska Airlines
Wed 3/47:33 am
SJU
-
STS
2 stops44h 18m
Alaska Airlines
Deal found 2/1$656
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Sat 5/164:23 pm
STS
-
SJU
2 stops17h 12m
American Airlines
Sun 5/174:30 pm
SJU
-
STS
2 stops22h 56m
American Airlines
Deal found 2/3$672
This American Airlines deal was found by Cheapflights users on 2/4. 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.
Thu 2/194:23 pm
STS
-
SJU
2 stops18h 48m
American Airlines
Mon 2/237:01 pm
SJU
-
STS
2 stops21h 32m
American Airlines
Deal found 2/4$675

Find flight deals from Santa Rosa to Caribbean Islands

Keep the following information in mind while searching for Santa Rosa to Caribbean Islands flight deals. Data was last updated February 5, 2026.

Round-trip from

$546
(American Airlines)

Popular in

December

Cheapest in

May

Average price

$474
From Santa Rosa Sonoma County to Caribbean Islands
Highest demand for flights based on searches. 4% potential increase in price ($24 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in February 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Santa Rosa 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 February 5, 2026.
Use the filters below to find and compare flights from Santa Rosa to Caribbean Islands that are best for you.

Fly from

Santa Rosa

Fly to

Caribbean Islands

Route

Depart

Return

Price

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Sat 2/21

4:17 pm-11:56 am

2 stops15h 39m

San Juan Luis Munoz Marin Intl

Thu 2/26

6:00 am-11:57 pm

2 stops21h 57m

$495

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Sat 2/21

4:17 pm-11:40 am

2 stops15h 23m

San Juan Luis Munoz Marin Intl

Mon 2/23

7:01 pm-12:33 pm

2 stops21h 32m

$547

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Mon 3/16

4:23 pm-7:39 pm

2 stops24h 16m

San Juan Luis Munoz Marin Intl

Wed 3/18

11:30 am-11:59 pm

2 stops15h 29m

$547

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Fri 2/20

4:23 pm-11:56 am

2 stops15h 33m

San Juan Luis Munoz Marin Intl

Wed 2/25

3:51 pm-10:11 am

2 stops22h 20m

$564

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Sat 2/21

4:17 pm-11:40 am

2 stops15h 23m

San Juan Luis Munoz Marin Intl

Tue 2/24

5:42 pm-10:11 am

2 stops20h 29m

$622

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Fri 2/20

4:23 pm-10:00 am

2 stops13h 37m

San Juan Luis Munoz Marin Intl

Mon 2/23

7:33 am-11:57 pm

2 stops20h 24m

$640

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Mon 3/2

6:37 pm-11:31 pm

2 stops24h 54m

San Juan Luis Munoz Marin Intl

Wed 3/4

7:33 am-11:51 pm

2 stops44h 18m

$656

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Sat 5/16

4:23 pm-12:35 pm

2 stops17h 12m

San Juan Luis Munoz Marin Intl

Tue 5/19

4:25 pm-12:26 pm

2 stops23h 01m

$672

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Mon 4/6

4:23 pm-10:05 pm

2 stops26h 42m

San Juan Luis Munoz Marin Intl

Thu 4/9

3:10 pm-3:53 pm

2 stops27h 43m

$672

Santa RosaNassau

STS - NAS

STSNAS

Santa Rosa Sonoma County

Sun 7/26

1:05 pm-11:35 am

2 stops19h 30m

Nassau Intl

Fri 7/31

1:16 pm-12:25 pm

2 stops26h 09m

$690

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

Showing 1-10 of 17 results
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Best time to book a flight from Santa Rosa to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Santa Rosa 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.

Cheapflights Insights

Everything you need to know about your flight from Santa Rosa to Caribbean Islands

What is the cheapest month to book a flight from Santa Rosa to Caribbean Islands?

Currently, April is the cheapest month in which you can book a flight from Santa Rosa to Caribbean Islands (average of $179). Flying from Santa Rosa to Caribbean Islands in June is currently the most expensive (average of $302). 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.

Related info for your journey

Find useful and relevant information for your journey from Santa Rosa 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 Santa Rosa to Caribbean Islands?

    If you book a flight to Caribbean Islands from Santa Rosa, you will be flying from Sonoma County, which is the city’s only airport. Santa Rosa Sonoma County (STS) is located 7.2 mi from the center of Santa Rosa.

  • How long is the flight from Santa Rosa to Caribbean Islands?

    For as low as $495, American Airlines can have you in Caribbean Islands from Santa Rosa in 15h 39m. There are 3652 mi between Santa Rosa and Caribbean Islands.

  • What are the most popular routes from Santa Rosa to Caribbean Islands?

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

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

  • How can I find direct flights from Santa Rosa to Caribbean Islands?

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

  • Can I find deals for business class flights from Santa Rosa to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Santa Rosa 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 Santa Rosa to Caribbean Islands?

    Currently, April is the cheapest month in which you can book a flight from Santa Rosa to Caribbean Islands (average of $179). Flying from Santa Rosa to Caribbean Islands in June is currently the most expensive (average of $302). 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 Santa Rosa to Caribbean Islands

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

Top airline flying from Santa Rosa to Caribbean Islands

Discover the top airline that operate flights from Santa Rosa 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 February 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$374Average$670FlexibilityNo cancel feeOn-time71%

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