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Caribbean Islands

$550+ 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 4/6. Fares are subject to change and may not be available on all flights or dates of travel.
MRY — SJU
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Find 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 November 3, 2025.

This American Airlines deal was found by Cheapflights users on 11/1. 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 12/64:23 pmMRY - GCM
2 stops16h 37mAmerican Airlines
Wed 12/103:45 pmGCM - MRY
2 stops20h 37mAmerican Airlines
Deal found 11/1$605
This American Airlines deal was found by Cheapflights users on 11/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/14:26 pmMRY - NAS
2 stops13h 59mAmerican Airlines
Mon 12/811:09 amNAS - MRY
2 stops14h 19mAmerican Airlines
Deal found 11/3$644
This American Airlines deal was found by Cheapflights users on 11/1. 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 12/84:23 pmMRY - STX
2 stops21h 20mAmerican Airlines
Wed 12/106:35 pmSTX - MRY
2 stops31h 53mAmerican Airlines
Deal found 11/1$709
This American Airlines deal was found by Cheapflights users on 10/31. 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 11/512:31 pmMRY - SXM
2 stops23h 51mAmerican Airlines
Sun 11/93:20 pmSXM - MRY
2 stops25h 21mAmerican Airlines
Deal found 10/31$954

Cheap 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 November 3, 2025.

Round-trip from

$605
(American Airlines)

Popular in

December

Cheapest in

May

Average price

$551
From Monterey Regional to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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 November 3, 2025.
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 4/6

9:59 am-1:10 pm

2 stops24h 11m

Simpson Bay Princess Juliana

Wed 4/8

3:55 pm-12:03 pm

2 stops23h 08m

$550

MontereyGeorge Town

MRY - GCM

MRYGCM

Monterey Regional

Sat 12/6

12:45 pm-12:10 pm

2 stops20h 25m

George Town Owen Roberts Intl

Wed 12/10

1:25 pm-9:22 am

2 stops22h 57m

$605

MontereyNassau

MRY - NAS

MRYNAS

Monterey Regional

Mon 12/1

4:26 pm-9:25 am

2 stops13h 59m

Nassau Intl

Mon 12/8

11:09 am-10:28 pm

2 stops14h 19m

$644

MontereyChristiansted

MRY - STX

MRYSTX

Monterey Regional

Mon 12/8

4:23 pm-5:43 pm

2 stops21h 20m

Christiansted Henry Rohlsen

Wed 12/10

6:35 pm-12:15 pm

2 stops21h 40m

$709

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

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, December 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.

What is the cheapest time of day to fly from MRY to EPX?

Find hourly flight availability from Monterey to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 3, 2025.

A simple way to save on the total cost of your ticket is to fly from Monterey to Caribbean Islands in the morning. If you’re flexible enough to do this you can expect to save up to 42% on your trip compared to booking a flight in the afternoon.

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 November 3, 2025.
Read through reviews of airlines operating flights from Monterey to Caribbean Islands, such as American Airlines. 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
11,037 reviews

Entertainment

6.9

Overall

7.2

Food

6.4

Boarding

7.5

Comfort

7.2

Crew

8.0

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
11,037 reviews
American Airlines
7.2
Good
11,037 reviews

Entertainment

6.9

Overall

7.2

Food

6.4

Boarding

7.5

Comfort

7.2

Crew

8.0

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 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 24h 11m. American Airlines provides one of the quickest options available for as low as $550. The distance from Monterey to Caribbean Islands is about 3762 mi.

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

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

  • 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, December 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.

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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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$355Average$442FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$357Average$505FlexibilityNo cancel feeOn-time71%

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