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$169+ Cheap flights from Santa Rosa (STS) to Caribbean

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 2/17. Fares are subject to change and may not be available on all flights or dates of travel.
STS — SJU
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheap flight deals from Santa Rosa to Caribbean

Keep the following information in mind while searching for Santa Rosa to Caribbean flight deals. Data was last updated October 28, 2025.

Round-trip from

$265
(American Airlines)

One-way from

$169
(American Airlines)

Popular in

December

Cheapest in

May

Average price

$443
From Santa Rosa Sonoma County to Caribbean
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One-way flight from Santa Rosa Sonoma County to Caribbean
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Highest demand for flights based on searches. 9% potential increase in price ($51 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Santa Rosa to Caribbean

Cheapest flights from Santa Rosa to Caribbean
Explore the most affordable flight options available from Santa Rosa to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

This American Airlines deal was found by Cheapflights users on 10/27. 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 11/244:23 pmSTS - SJU
2 stops13h 47mAmerican Airlines
Thu 12/43:58 pmSJU - STS
2 stops24h 29mAmerican Airlines
Deal found 10/27$465
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/244:23 pmSTS - SJU
2 stops13h 47mAmerican Airlines
Wed 12/36:42 pmSJU - STS
2 stops25h 14mAmerican Airlines
Deal found 10/27$593
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Tue 11/251:18 pmSTS - SJU
2 stops16h 52mAmerican Airlines
Sat 12/68:18 amSJU - STS
2 stops32h 09mAmerican Airlines
Deal found 10/27$621
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/244:23 pmSTS - SJU
2 stops13h 47mAmerican Airlines
Tue 12/26:42 pmSJU - STS
2 stops21h 45mAmerican Airlines
Deal found 10/27$669
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/284:23 pmSTS - SJU
2 stops13h 47mAmerican Airlines
Thu 12/46:42 pmSJU - STS
2 stops21h 45mAmerican Airlines
Deal found 10/27$711
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Tue 11/251:18 pmSTS - SJU
2 stops16h 52mAmerican Airlines
Wed 12/34:50 pmSJU - STS
2 stops27h 06mAmerican Airlines
Deal found 10/27$749
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Tue 12/233:53 pmSTS - SJU
2 stops26h 12mAmerican Airlines
Wed 12/318:35 pmSJU - STS
2 stops19h 54mAmerican Airlines
Deal found 10/27$781
This American Airlines deal was found by Cheapflights users on 10/27. 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 12/204:21 pmSTS - AUA
2 stops44h 29mAmerican Airlines
Thu 12/255:55 pmAUA - STS
2 stops25h 56mAmerican Airlines
Deal found 10/27$807
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Tue 11/251:18 pmSTS - SJU
2 stops16h 52mAmerican Airlines
Tue 12/26:42 pmSJU - STS
2 stops21h 45mAmerican Airlines
Deal found 10/27$825
This American Airlines deal was found by Cheapflights users on 10/27. 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 12/204:21 pmSTS - AUA
2 stops44h 29mAmerican Airlines
Wed 12/245:55 pmAUA - STS
2 stops49h 56mAmerican Airlines
Deal found 10/27$832
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/284:23 pmSTS - SJU
2 stops13h 47mAmerican Airlines
Wed 12/34:50 pmSJU - STS
2 stops27h 06mAmerican Airlines
Deal found 10/27$839
This American Airlines deal was found by Cheapflights users on 10/27. 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 12/204:21 pmSTS - NAS
2 stops20h 52mAmerican Airlines
Mon 12/226:45 pmNAS - STS
2 stops32h 33mAmerican Airlines
Deal found 10/27$844

Cheapflights Fare Finder

 
Customize your flight search to find flights from Santa Rosa to Caribbean 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 October 28, 2025.
Use the filters below to find and compare flights from Santa Rosa to Caribbean that are best for you.

Fly from

Santa Rosa

Fly to

Caribbean

Route

Depart

Return

Price

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Tue 3/17

12:47 pm-7:45 pm

2 stops27h 58m

San Juan Luis Munoz Marin Intl

Tue 3/24

5:45 pm-3:50 pm

2 stops25h 05m

$465

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Tue 3/17

12:47 pm-7:45 pm

2 stops27h 58m

San Juan Luis Munoz Marin Intl

Mon 3/23

5:45 pm-3:50 pm

2 stops25h 05m

$541

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Tue 3/3

4:27 pm-12:57 pm

2 stops16h 30m

San Juan Luis Munoz Marin Intl

Wed 3/4

4:37 pm-12:28 pm

2 stops23h 51m

$593

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Wed 11/26

4:23 pm-3:09 pm

2 stops18h 46m

San Juan Luis Munoz Marin Intl

Fri 12/5

3:58 pm-12:27 pm

2 stops24h 29m

$621

Santa RosaOranjestad

STS - AUA

STSAUA

Santa Rosa Sonoma County

Sun 3/29

12:47 pm-3:15 pm

2 stops23h 28m

Oranjestad Reina Beatrix

Wed 4/1

5:10 pm-3:50 pm

2 stops25h 40m

$647

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Tue 3/17

12:47 pm-7:45 pm

2 stops27h 58m

San Juan Luis Munoz Marin Intl

Fri 3/20

11:40 am-12:19 pm

2 stops27h 39m

$706

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Mon 3/16

4:12 pm-7:45 pm

2 stops24h 33m

San Juan Luis Munoz Marin Intl

Fri 3/20

3:35 pm-12:19 pm

2 stops23h 44m

$706

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Sun 1/25

4:23 pm-1:08 pm

2 stops16h 45m

San Juan Luis Munoz Marin Intl

Fri 1/30

6:00 am-3:53 pm

3 stops13h 53m

$747

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Tue 11/25

1:18 pm-6:10 am

1 stop12h 52m

San Juan Luis Munoz Marin Intl

Thu 12/4

3:58 pm-12:27 pm

2 stops24h 29m

$750

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Thu 11/27

12:37 pm-8:58 pm

2 stops28h 21m

San Juan Luis Munoz Marin Intl

Fri 12/5

3:58 pm-12:27 pm

2 stops24h 29m

$750

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 50 results
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Best time to book a flight from Santa Rosa to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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

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

Currently, April is the cheapest month in which you can book a flight from Santa Rosa to Caribbean (average of $180). Flying from Santa Rosa to Caribbean in June is currently the most expensive (average of $318). 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.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated October 28, 2025.
Read reviews from past customers who have flown American Airlines from Santa Rosa to Caribbean. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,032 reviews

Crew

8.0

Boarding

7.5

Overall

7.2

Comfort

7.2

Food

6.4

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
11,032 reviews
American Airlines
7.2
Good
11,032 reviews

Crew

8.0

Boarding

7.5

Overall

7.2

Comfort

7.2

Food

6.4

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

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

    Santa Rosa Sonoma County (STS), located 7.2 mi from the city center, is the airport you fly out of when you book flights from Santa Rosa to Caribbean.

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

    A quick flight from Santa Rosa to Caribbean can take about 27h 58m. American Airlines provides one of the quickest options available for as low as $465. Santa Rosa and Caribbean are separated by a distance of 3652 mi.

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

    Most travelers choose Santa Rosa Sonoma County - San Juan Luis Munoz Marin Intl, Santa Rosa Sonoma County - Kingston Norman Manley or Santa Rosa Sonoma County - Oranjestad Reina Beatrix when deciding on the best route from Santa Rosa to Caribbean.

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

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

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

    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.

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

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

    Currently, April is the cheapest month in which you can book a flight from Santa Rosa to Caribbean (average of $180). Flying from Santa Rosa to Caribbean in June is currently the most expensive (average of $318). 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

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Santa Rosa to Caribbean

Discover the top airline that operate flights from Santa Rosa to Caribbean. 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$374Average$872FlexibilityNo cancel feeOn-time71%

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