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Caribbean Islands

$480+ Cheap flights from Monterey (MRY) 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 3/23. Fares are subject to change and may not be available on all flights or dates of travel.
MRY — SJU
Mar 7 — Mar 141
Sat 3/7
Sat 3/14
1 adult, Economy
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Cheap flight deals from Monterey to Caribbean Islands

Cheapest flights from Monterey to Caribbean Islands
Explore the most affordable flight options available from Monterey 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 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/2312:42 pm
MRY
-
SXM
2 stops21h 39m
American Airlines
Sun 3/292:17 pm
SXM
-
MRY
2 stops22h 15m
American Airlines
Deal found 2/1$480
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/247:21 pm
MRY
-
SXM
2 stops16h 39m
American Airlines
Sun 3/294:28 pm
SXM
-
MRY
2 stops22h 52m
American Airlines
Deal found 2/1$572
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/2612:42 pm
MRY
-
NAS
2 stops17h 52m
American Airlines
Wed 4/810:19 am
NAS
-
MRY
2 stops15h 27m
American Airlines
Deal found 2/1$643
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:03 pm
MRY
-
GCM
2 stops16h 12m
United Airlines
Thu 3/55:45 pm
GCM
-
MRY
2 stops27h 15m
United Airlines
Deal found 2/1$675
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2110:02 am
MRY
-
SXM
2 stops24h 19m
American Airlines
Sun 3/294:28 pm
SXM
-
MRY
2 stops22h 52m
American Airlines
Deal found 2/1$767
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:50 am
MRY
-
GCM
2 stops28h 40m
United Airlines
Sun 9/271:35 pm
GCM
-
MRY
2 stops22h 05m
United Airlines
Deal found 2/3$772
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/2510:02 am
MRY
-
SXM
2 stops26h 26m
American Airlines
Sun 3/294:28 pm
SXM
-
MRY
2 stops22h 52m
American Airlines
Deal found 2/1$777
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:03 pm
MRY
-
NAS
2 stops14h 50m
United Airlines
Thu 3/53:35 pm
NAS
-
MRY
2 stops29h 25m
United Airlines
Deal found 2/1$810
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/512:05 pm
MRY
-
SXM
2 stops21h 28m
United Airlines
Fri 5/81:35 pm
SXM
-
MRY
2 stops31h 36m
United Airlines
Deal found 2/2$814
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/146:03 pm
MRY
-
GCM
2 stops40h 42m
United Airlines
Sat 2/215:45 pm
GCM
-
MRY
2 stops26h 35m
United Airlines
Deal found 2/4$928
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/45:00 am
MRY
-
NAS
1 stop8h 10m
United Airlines
Sat 4/113:10 pm
NAS
-
MRY
1 stop8h 57m
United Airlines
Deal found 2/2$1,107

Find flight deals from Monterey to Caribbean Islands

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

Round-trip from

$643
(American Airlines)

Popular in

December

Cheapest in

May

Average price

$474
From Monterey Regional to Caribbean Islands
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 February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Monterey 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 Monterey to Caribbean Islands that are best for you.

Fly from

Monterey

Fly to

Caribbean Islands

Route

Depart

Return

Price

MontereySimpson Bay

MRY - SXM

MRYSXM

Monterey Regional

Mon 3/23

12:42 pm-1:21 pm

2 stops21h 39m

Simpson Bay Princess Juliana

Sun 3/29

2:17 pm-9:32 am

2 stops22h 15m

$480

MontereySimpson Bay

MRY - SXM

MRYSXM

Monterey Regional

Tue 3/24

7:21 pm-3:00 pm

2 stops16h 39m

Simpson Bay Princess Juliana

Sun 3/29

4:28 pm-12:20 pm

2 stops22h 52m

$572

MontereyNassau

MRY - NAS

MRYNAS

Monterey Regional

Thu 3/26

12:42 pm-9:34 am

2 stops17h 52m

Nassau Intl

Wed 4/8

10:19 am-10:46 pm

2 stops15h 27m

$643

MontereyGeorge Town

MRY - GCM

MRYGCM

Monterey Regional

Mon 3/2

6:03 pm-1:15 pm

2 stops16h 12m

George Town Owen Roberts Intl

Thu 3/5

2:50 pm-6:00 pm

2 stops30h 10m

$675

MontereySimpson Bay

MRY - SXM

MRYSXM

Monterey Regional

Sat 3/21

10:02 am-1:21 pm

2 stops24h 19m

Simpson Bay Princess Juliana

Sun 3/29

4:28 pm-12:20 pm

2 stops22h 52m

$767

MontereySimpson Bay

MRY - SXM

MRYSXM

Monterey Regional

Sun 3/22

10:02 am-3:00 pm

2 stops25h 58m

Simpson Bay Princess Juliana

Sun 3/29

4:28 pm-12:20 pm

2 stops22h 52m

$767

MontereySimpson Bay

MRY - SXM

MRYSXM

Monterey Regional

Wed 3/25

10:02 am-3:28 pm

2 stops26h 26m

Simpson Bay Princess Juliana

Sun 3/29

4:28 pm-12:20 pm

2 stops22h 52m

$777

MontereyNassau

MRY - NAS

MRYNAS

Monterey Regional

Mon 3/2

6:03 pm-2:32 pm

2 stops17h 29m

Nassau Intl

Thu 3/5

3:35 pm-6:00 pm

2 stops29h 25m

$810

MontereySimpson Bay

MRY - SXM

MRYSXM

Monterey Regional

Tue 5/5

12:05 pm-12:33 pm

2 stops21h 28m

Simpson Bay Princess Juliana

Fri 5/8

1:35 pm-6:11 pm

2 stops31h 36m

$814

MontereyGeorge Town

MRY - GCM

MRYGCM

Monterey Regional

Sat 2/14

6:03 pm-1:45 pm

2 stops40h 42m

George Town Owen Roberts Intl

Sat 2/21

5:45 pm-5:20 pm

2 stops26h 35m

$928

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

Showing 1-10 of 11 results
1
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Best time to book a flight from Monterey to Caribbean Islands

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

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

Currently, January is the cheapest month in which you can book a flight from Monterey to Caribbean Islands (average of $169). Flying from Monterey to Caribbean Islands in June is currently the most expensive (average of $296). 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 Monterey 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 Monterey to Caribbean Islands?

    Most people fly from Monterey Regional (MRY) if they book a flight from Monterey to Caribbean Islands. Monterey Regional is conveniently located just 3.2 mi from Monterey’s city center.

  • How long is the flight from Monterey to Caribbean Islands?

    A quick flight from Monterey to Caribbean Islands can take about 16h 12m. American Airlines provides one of the quickest options available for as low as $675. The distance from Monterey to Caribbean Islands is about 2716 mi. This flight may include one or multiple stops.

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

    The most popular flight routes from Monterey to Caribbean Islands are Monterey Regional - Nassau Intl, Monterey Regional - George Town Owen Roberts Intl and Monterey Regional - Simpson Bay Princess Juliana.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Monterey 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 Monterey to Caribbean Islands?

    Currently, January is the cheapest month in which you can book a flight from Monterey to Caribbean Islands (average of $169). Flying from Monterey to Caribbean Islands in June is currently the most expensive (average of $296). 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 Monterey to Caribbean Islands

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Top 2 airlines flying from Monterey to Caribbean Islands

Discover the top 2 airlines that operate flights from Monterey 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
United AirlinesCheapest$355Average$490FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$357Average$357FlexibilityNo cancel feeOn-time71%

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