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$265+ Cheap flights from Santa Rosa (STS) to Caribbean

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 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
STS — SJU
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap 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 December 12, 2025.

This American Airlines deal was found by Cheapflights users on 12/10. 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 - SJU
2 stops27h 38mAmerican Airlines
Wed 12/3110:03 pmSJU - STS
2 stops21h 48mAmerican Airlines
Deal found 12/10$851
This American Airlines deal was found by Cheapflights users on 12/10. 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 12/1912:59 pmSTS - SJU
2 stops16h 36mAmerican Airlines
Wed 12/3110:03 pmSJU - STS
2 stops21h 48mAmerican Airlines
Deal found 12/10$886
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Wed 12/243:53 pmSTS - NAS
2 stops17h 19mAmerican Airlines
Wed 1/76:45 pmNAS - STS
2 stops24h 08mAmerican Airlines
Deal found 12/10$909
This American Airlines deal was found by Cheapflights users on 12/11. 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.
Wed 12/243:53 pmSTS - SJU
2 stops17h 37mAmerican Airlines
Fri 1/93:54 pmSJU - STS
2 stops27h 59mAmerican Airlines
Deal found 12/11$910
This American Airlines deal was found by Cheapflights users on 12/9. 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 - SJU
2 stops27h 38mAmerican Airlines
Thu 1/84:28 pmSJU - STS
2 stops27h 25mAmerican Airlines
Deal found 12/9$926
This American Airlines deal was found by Cheapflights users on 12/11. 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 12/274:21 pmSTS - SJU
2 stops27h 38mAmerican Airlines
Fri 1/93:54 pmSJU - STS
2 stops24h 31mAmerican Airlines
Deal found 12/11$929
This American Airlines deal was found by Cheapflights users on 12/10. 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 stops22h 34mAmerican Airlines
Wed 1/76:45 pmNAS - STS
2 stops24h 08mAmerican Airlines
Deal found 12/10$934
This American Airlines deal was found by Cheapflights users on 12/9. 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.
Sun 12/214:21 pmSTS - SJU
2 stops23h 22mAmerican Airlines
Fri 1/93:54 pmSJU - STS
2 stops24h 31mAmerican Airlines
Deal found 12/9$935
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Wed 12/243:53 pmSTS - NAS
2 stops20h 14mAmerican Airlines
Tue 1/66:45 pmNAS - STS
2 stops20h 40mAmerican Airlines
Deal found 12/10$939
This American Airlines deal was found by Cheapflights users on 12/11. 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 stops16h 04mAmerican Airlines
Fri 1/93:54 pmSJU - STS
2 stops27h 59mAmerican Airlines
Deal found 12/11$954
This American Airlines deal was found by Cheapflights users on 12/10. 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 stops22h 34mAmerican Airlines
Tue 1/62:58 pmNAS - STS
2 stops24h 27mAmerican Airlines
Deal found 12/10$964
This American Airlines deal was found by Cheapflights users on 12/11. 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.
Wed 12/243:53 pmSTS - SJU
2 stops19h 55mAmerican Airlines
Thu 1/85:23 pmSJU - STS
2 stops26h 30mAmerican Airlines
Deal found 12/11$985

Find 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 December 12, 2025.

Round-trip from

$265
(American Airlines)

Popular in

December

Cheapest in

May

Average price

$596
From Santa Rosa Sonoma County to Caribbean
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 12, 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 2/3

4:23 pm-8:50 pm

2 stops24h 27m

San Juan Luis Munoz Marin Intl

Mon 2/9

4:28 pm-12:25 pm

2 stops23h 57m

$337

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Sat 1/17

4:23 pm-10:48 am

2 stops14h 25m

San Juan Luis Munoz Marin Intl

Wed 1/21

6:00 am-9:56 am

2 stops31h 56m

$412

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Tue 1/13

12:55 pm-10:48 am

2 stops17h 53m

San Juan Luis Munoz Marin Intl

Thu 1/22

4:28 pm-12:25 pm

2 stops23h 57m

$466

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Sat 1/17

4:23 pm-3:59 pm

2 stops19h 36m

San Juan Luis Munoz Marin Intl

Tue 1/20

5:51 pm-3:53 pm

2 stops26h 02m

$466

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Tue 1/13

12:55 pm-10:48 am

2 stops17h 53m

San Juan Luis Munoz Marin Intl

Wed 1/21

5:51 pm-9:56 am

2 stops20h 05m

$541

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Wed 2/4

12:55 pm-1:08 pm

2 stops20h 13m

San Juan Luis Munoz Marin Intl

Mon 2/9

7:00 am-10:58 pm

2 stops19h 58m

$541

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Wed 1/14

4:23 pm-5:01 pm

2 stops20h 38m

San Juan Luis Munoz Marin Intl

Thu 1/22

5:51 pm-12:25 pm

2 stops22h 34m

$541

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Sat 1/17

4:23 pm-5:01 pm

2 stops20h 38m

San Juan Luis Munoz Marin Intl

Mon 1/19

4:28 pm-12:25 pm

2 stops23h 57m

$541

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Mon 1/26

6:52 pm-10:26 pm

2 stops23h 34m

San Juan Luis Munoz Marin Intl

Thu 1/29

3:54 pm-11:11 pm

2 stops35h 17m

$553

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

Thu 1/15

4:23 pm-10:48 am

2 stops14h 25m

San Juan Luis Munoz Marin Intl

Thu 1/22

4:49 pm-12:25 pm

2 stops23h 36m

$622

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 30 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 $177). Flying from Santa Rosa to Caribbean 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.

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 December 12, 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
11,050 reviews

Entertainment

6.9

Food

6.5

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,050 reviews
American Airlines
7.2
Good
11,050 reviews

Entertainment

6.9

Food

6.5

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

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 24h 27m. American Airlines provides one of the quickest options available for as low as $337. 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 - Nassau Intl or Santa Rosa Sonoma County - Havana Jose Marti Intl 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 $177). Flying from Santa Rosa to Caribbean 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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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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$374Average$872FlexibilityNo cancel feeOn-time71%

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