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Caribbean Islands

$245+ 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 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
STS — SJU
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
1 adult, Economy
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Cheap 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 agosto 14, 2025.

Round-trip from

$245
(American Airlines)

Popular in

December

Cheapest in

May

Average price

$524
From Santa Rosa Sonoma County to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
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Find 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 agosto 14, 2025.

This American Airlines deal was found by Cheapflights users on 8/14. 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.
sáb. 9/207:03 amSTS - SJU
2 stops13h 34mAmerican Airlines
sáb. 9/277:05 pmSJU - STS
2 stops23h 43mAmerican Airlines
Deal found 8/14$245
This American Airlines deal was found by Cheapflights users on 8/13. 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.
mar. 10/712:31 pmSTS - SJU
2 stops19h 35mAmerican Airlines
mié. 10/84:45 pmSJU - STS
2 stops22h 36mAmerican Airlines
Deal found 8/13$304
This American Airlines deal was found by Cheapflights users on 8/13. 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.
vie. 10/31:00 pmSTS - SJU
2 stops22h 15mAmerican Airlines
mié. 10/84:45 pmSJU - STS
2 stops26h 02mAmerican Airlines
Deal found 8/13$309
This American Airlines deal was found by Cheapflights users on 8/13. 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.
jue. 10/912:41 pmSTS - SJU
2 stops23h 14mAmerican Airlines
sáb. 10/113:50 pmSJU - STS
2 stops26h 57mAmerican Airlines
Deal found 8/13$384
This American Airlines deal was found by Cheapflights users on 8/13. 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.
lun. 10/64:17 pmSTS - SJU
2 stops18h 51mAmerican Airlines
mar. 10/74:45 pmSJU - STS
2 stops22h 36mAmerican Airlines
Deal found 8/13$446
This American Airlines deal was found by Cheapflights users on 8/13. 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.
mié. 10/812:53 pmSTS - SJU
2 stops22h 27mAmerican Airlines
sáb. 10/113:50 pmSJU - STS
2 stops26h 57mAmerican Airlines
Deal found 8/13$451
This American Airlines deal was found by Cheapflights users on 8/13. 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.
jue. 10/97:00 amSTS - SJU
2 stops13h 54mAmerican Airlines
vie. 10/103:50 pmSJU - STS
2 stops23h 31mAmerican Airlines
Deal found 8/13$526
This American Airlines deal was found by Cheapflights users on 8/13. 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.
dom. 10/51:00 pmSTS - SJU
2 stops26h 10mAmerican Airlines
lun. 10/133:50 pmSJU - STS
2 stops26h 57mAmerican Airlines
Deal found 8/13$527
This American Airlines deal was found by Cheapflights users on 8/13. 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.
sáb. 10/41:00 pmSTS - SJU
2 stops22h 15mAmerican Airlines
dom. 10/127:10 amSJU - STS
2 stops19h 23mAmerican Airlines
Deal found 8/13$551
This American Airlines deal was found by Cheapflights users on 8/13. 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.
mar. 11/254:23 pmSTS - SJU
2 stops21h 29mAmerican Airlines
mié. 12/312:45 pmSJU - STS
2 stops27h 40mAmerican Airlines
Deal found 8/13$607
This American Airlines deal was found by Cheapflights users on 8/13. 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.
lun. 11/104:23 pmSTS - AUA
2 stops20h 17mAmerican Airlines
jue. 11/135:40 pmAUA - STS
2 stops23h 08mAmerican Airlines
Deal found 8/13$626
This American Airlines deal was found by Cheapflights users on 8/13. 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.
jue. 10/912:41 pmSTS - SJU
2 stops23h 14mAmerican Airlines
dom. 10/127:10 amSJU - STS
2 stops19h 23mAmerican Airlines
Deal found 8/13$626

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 agosto 14, 2025.
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

sáb. 9/20

7:03 am-11:37 pm

2 stops13h 34m

San Juan Luis Munoz Marin Intl

sáb. 9/27

7:05 pm-3:48 pm

2 stops23h 43m

$245

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

lun. 1/26

12:45 pm-12:00 pm

2 stops19h 15m

San Juan Luis Munoz Marin Intl

jue. 2/5

9:25 am-10:35 pm

2 stops17h 10m

$245

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

mar. 10/7

12:31 pm-11:06 am

2 stops19h 35m

San Juan Luis Munoz Marin Intl

mié. 10/8

4:45 pm-12:21 pm

2 stops22h 36m

$304

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

vie. 10/3

1:00 pm-2:15 pm

2 stops22h 15m

San Juan Luis Munoz Marin Intl

lun. 10/13

3:50 pm-3:47 pm

2 stops26h 57m

$309

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

lun. 10/6

4:17 pm-11:06 am

2 stops15h 49m

San Juan Luis Munoz Marin Intl

sáb. 10/11

3:50 pm-3:47 pm

2 stops26h 57m

$309

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

vie. 10/3

1:00 pm-2:15 pm

2 stops22h 15m

San Juan Luis Munoz Marin Intl

mié. 10/8

4:45 pm-3:47 pm

2 stops26h 02m

$309

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

mar. 10/7

12:31 pm-11:06 am

2 stops19h 35m

San Juan Luis Munoz Marin Intl

sáb. 10/11

3:50 pm-3:47 pm

2 stops26h 57m

$309

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

lun. 10/6

4:17 pm-6:25 pm

2 stops23h 08m

San Juan Luis Munoz Marin Intl

mié. 10/8

4:45 pm-3:47 pm

2 stops26h 02m

$309

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

sáb. 10/4

1:00 pm-2:15 pm

2 stops22h 15m

San Juan Luis Munoz Marin Intl

vie. 10/10

3:50 pm-12:21 pm

2 stops23h 31m

$309

Santa RosaSan Juan

STS - SJU

STSSJU

Santa Rosa Sonoma County

lun. 10/6

4:17 pm-10:10 pm

2 stops26h 53m

San Juan Luis Munoz Marin Intl

vie. 10/10

3:50 pm-12:21 pm

2 stops23h 31m

$309

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 30 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, September is the cheapest month in which you can book a flight from Santa Rosa to Caribbean Islands (average of $254). Flying from Santa Rosa to Caribbean Islands in June is currently the most expensive (average of $339). 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 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 agosto 14, 2025.
Read reviews from past customers who have flown American Airlines from Santa Rosa to Caribbean Islands. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Overall

7.2

Entertainment

6.9

Boarding

7.5

Crew

8.0

Comfort

7.2

Food

6.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Overall

7.2

Entertainment

6.9

Boarding

7.5

Crew

8.0

Comfort

7.2

Food

6.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

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.

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

    While some choose either Santa Rosa Sonoma County - Oranjestad Reina Beatrix or Santa Rosa Sonoma County - Havana Jose Marti Intl, Santa Rosa Sonoma County - San Juan Luis Munoz Marin Intl is the most popular route 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, September is the cheapest month in which you can book a flight from Santa Rosa to Caribbean Islands (average of $254). Flying from Santa Rosa to Caribbean Islands in June is currently the most expensive (average of $339). 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 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 agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$394Average$872FlexibilityNo cancel feeOn-time71%

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