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$229+ 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 6/27. Fares are subject to change and may not be available on all flights or dates of travel.
STS — SJU
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
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 January 27, 2026.

This American Airlines deal was found by Cheapflights users on 1/25. 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 3/94:23 pm
STS
-
NAS
2 stops17h 34m
American Airlines
Thu 3/195:45 pm
NAS
-
STS
2 stops21h 41m
American Airlines
Deal found 1/25$522
This American Airlines deal was found by Cheapflights users on 1/25. 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 4/712:56 pm
STS
-
SJU
2 stops18h 57m
American Airlines
Mon 4/1311:59 pm
SJU
-
STS
2 stops22h 14m
American Airlines
Deal found 1/25$621
This American Airlines deal was found by Cheapflights users on 1/27. 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 6/94:26 pm
STS
-
NAS
2 stops14h 36m
American Airlines
Wed 6/172:59 pm
NAS
-
STS
1 stop24h 26m
American Airlines
Deal found 1/27$627
This American Airlines deal was found by Cheapflights users on 1/25. 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 3/104:23 pm
STS
-
NAS
2 stops16h 25m
American Airlines
Thu 3/194:36 pm
NAS
-
STS
2 stops22h 50m
American Airlines
Deal found 1/25$628
This American Airlines deal was found by Cheapflights users on 1/25. 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 2/104:23 pm
STS
-
NAS
2 stops14h 34m
American Airlines
Tue 3/105:00 pm
NAS
-
STS
2 stops22h 26m
American Airlines
Deal found 1/25$643
This American Airlines deal was found by Cheapflights users on 1/25. 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 3/84:23 pm
STS
-
NAS
2 stops41h 34m
American Airlines
Thu 3/194:36 pm
NAS
-
STS
2 stops22h 50m
American Airlines
Deal found 1/25$650
This American Airlines deal was found by Cheapflights users on 1/25. 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 3/912:56 pm
STS
-
NAS
2 stops21h 01m
American Airlines
Tue 3/1710:14 am
NAS
-
STS
2 stops32h 39m
American Airlines
Deal found 1/25$657
This American Airlines deal was found by Cheapflights users on 1/25. 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 2/111:15 pm
STS
-
NAS
2 stops17h 18m
American Airlines
Mon 3/95:45 pm
NAS
-
STS
2 stops21h 41m
American Airlines
Deal found 1/25$668
This American Airlines deal was found by Cheapflights users on 1/25. 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 3/84:23 pm
STS
-
NAS
2 stops41h 34m
American Airlines
Tue 3/1710:14 am
NAS
-
STS
2 stops32h 39m
American Airlines
Deal found 1/25$678
This Alaska Airlines deal was found by Cheapflights users on 1/25. 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 2/26:30 pm
STS
-
SJU
2 stops23h 09m
Alaska Airlines
Fri 2/67:07 am
SJU
-
STS
2 stops20h 52m
Alaska Airlines
Deal found 1/25$692
This Southwest deal was found by Cheapflights users on 1/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/92:15 pm
STS
-
NAS
2 stops20h 00m
Southwest
Wed 6/178:45 am
NAS
-
STS
2 stops17h 00m
Southwest
Deal found 1/27$696
This American Airlines deal was found by Cheapflights users on 1/25. 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 3/84:23 pm
STS
-
NAS
2 stops19h 20m
American Airlines
Wed 3/1812:48 pm
NAS
-
STS
2 stops14h 11m
American Airlines
Deal found 1/25$703

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 January 27, 2026.

Round-trip from

$522
(American Airlines)

One-way from

$229
(American Airlines)

Popular in

December

Cheapest in

May

Average price

$459
From Santa Rosa Sonoma County to Caribbean
Search Deals
One-way flight 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. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 27, 2026.
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 4/7

12:56 pm-10:53 am

2 stops18h 57m

San Juan Luis Munoz Marin Intl

Mon 4/13

11:59 pm-7:13 pm

2 stops22h 14m

$621

Santa RosaNassau

STS - NAS

STSNAS

Santa Rosa Sonoma County

Tue 6/9

4:26 pm-10:02 am

2 stops14h 36m

Nassau Intl

Wed 6/17

2:59 pm-12:25 pm

1 stop24h 26m

$627

Santa RosaNassau

STS - NAS

STSNAS

Santa Rosa Sonoma County

Tue 2/10

4:23 pm-9:57 am

2 stops14h 34m

Nassau Intl

Tue 3/10

5:00 pm-12:26 pm

2 stops22h 26m

$643

Santa RosaNassau

STS - NAS

STSNAS

Santa Rosa Sonoma County

Tue 6/9

2:15 pm-1:15 pm

2 stops20h 00m

Nassau Intl

Wed 6/17

8:45 am-10:45 pm

2 stops17h 00m

$696

Santa RosaNassau

STS - NAS

STSNAS

Santa Rosa Sonoma County

Tue 3/10

4:23 pm-3:36 pm

2 stops20h 13m

Nassau Intl

Wed 3/18

12:48 pm-11:59 pm

2 stops14h 11m

$703

Santa RosaKingston

STS - KIN

STSKIN

Santa Rosa Sonoma County

Mon 3/30

4:23 pm-9:22 am

2 stops38h 59m

Kingston Norman Manley

Fri 4/3

6:32 am-12:26 pm

2 stops31h 54m

$710

Santa RosaKingston

STS - KIN

STSKIN

Santa Rosa Sonoma County

Mon 3/30

4:23 pm-9:22 am

2 stops14h 59m

Kingston Norman Manley

Sat 4/4

2:34 pm-12:26 pm

2 stops23h 52m

$710

Santa RosaKingston

STS - KIN

STSKIN

Santa Rosa Sonoma County

Sun 3/29

4:23 pm-9:22 am

2 stops38h 59m

Kingston Norman Manley

Fri 4/3

6:32 am-12:26 pm

2 stops31h 54m

$710

Santa RosaKingston

STS - KIN

STSKIN

Santa Rosa Sonoma County

Sun 3/29

4:23 pm-9:22 am

2 stops38h 59m

Kingston Norman Manley

Sat 4/4

2:34 pm-12:26 pm

2 stops23h 52m

$729

Santa RosaNassau

STS - NAS

STSNAS

Santa Rosa Sonoma County

Fri 2/13

4:23 pm-11:48 am

2 stops16h 25m

Nassau Intl

Tue 3/10

3:48 pm-12:26 pm

2 stops23h 38m

$741

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 32 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 $179). 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 January 27, 2026.
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
11,197 reviews

Food

6.4

Boarding

7.5

Overall

7.2

Comfort

7.2

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,197 reviews
American Airlines
7.2
Good
11,197 reviews

Food

6.4

Boarding

7.5

Overall

7.2

Comfort

7.2

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 18h 57m. American Airlines provides one of the quickest options available for as low as $621. Santa Rosa and Caribbean are separated by a distance of 3652 mi. This flight may include one or multiple stops.

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

    Most travelers choose Santa Rosa Sonoma County - Santiago de los Caballeros, Santa Rosa Sonoma County - San Juan Luis Munoz Marin Intl or Santa Rosa Sonoma County - Georgetown Exuma 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 $179). 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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$374Average$670FlexibilityNo cancel feeOn-time71%

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