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$604+ Cheap flights from Monterey (MRY) 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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
MRY — SJU
Aug 16 — Aug 231
Sat 8/16
Sat 8/23
1 adult, Economy
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Cheap flight deals from Monterey to Caribbean

Keep the following information in mind while searching for Monterey to Caribbean flight deals. Data was last updated August 11, 2025.

Round-trip from

$604
(American Airlines)

Popular in

December

Cheapest in

May

Average price

$524
From Monterey Regional to Caribbean
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 Monterey to Caribbean

Cheapest flights from Monterey to Caribbean
Explore the most affordable flight options available from Monterey to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 11, 2025.

This American Airlines deal was found by Cheapflights users on 8/9. 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 10/254:07 pmMRY - GCM
2 stops17h 03mAmerican Airlines
Wed 10/2912:10 pmGCM - MRY
2 stops23h 09mAmerican Airlines
Deal found 8/9$604
This American Airlines deal was found by Cheapflights users on 8/9. 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 9/2712:46 pmMRY - SXM
2 stops21h 33mAmerican Airlines
Tue 9/302:20 pmSXM - MRY
2 stops24h 19mAmerican Airlines
Deal found 8/9$670
This American Airlines deal was found by Cheapflights users on 8/9. 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.
Mon 12/810:00 amMRY - STX
2 stops27h 25mAmerican Airlines
Wed 12/106:05 pmSTX - MRY
2 stops19h 15mAmerican Airlines
Deal found 8/9$679

Cheapflights Fare Finder

 
Customize your flight search to find flights from Monterey 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 August 11, 2025.
Use the filters below to find and compare flights from Monterey to Caribbean that are best for you.

Fly from

Monterey

Fly to

Caribbean

Route

Depart

Return

Price

MontereyGeorge Town

MRY - GCM

MRYGCM

Monterey Regional

Sat 10/25

4:07 pm-11:10 am

2 stops17h 03m

George Town Owen Roberts Intl

Wed 10/29

12:10 pm-9:19 am

2 stops23h 09m

$604

MontereySimpson Bay

MRY - SXM

MRYSXM

Monterey Regional

Sat 9/27

12:46 pm-1:19 pm

2 stops21h 33m

Simpson Bay Princess Juliana

Tue 9/30

2:20 pm-11:39 am

2 stops24h 19m

$670

MontereyChristiansted

MRY - STX

MRYSTX

Monterey Regional

Mon 12/8

10:00 am-5:25 pm

2 stops27h 25m

Christiansted Henry Rohlsen

Wed 12/10

6:05 pm-9:20 am

2 stops19h 15m

$679

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/9

Best time to book a flight from Monterey to Caribbean

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

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

Currently, September is the cheapest month in which you can book a flight from Monterey to Caribbean (average of $254). Flying from Monterey to Caribbean 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.

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

Find hourly flight availability from Monterey to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Monterey to Caribbean as you normally would.

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 August 11, 2025.
Peruse reviews from past customers who have flown with American Airlines from Monterey to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Comfort

7.2

Crew

8.0

Food

6.5

Overall

7.2

Entertainment

6.9

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

Boarding

7.5

Comfort

7.2

Crew

8.0

Food

6.5

Overall

7.2

Entertainment

6.9

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 Monterey 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 Monterey to Caribbean?

    Monterey Regional (MRY) is the airport you will fly out of if you book a flight from Monterey to Caribbean. It is only a 3.2 mi journey to Monterey Regional (MRY) from Monterey’s city center.

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

    Most travelers choose Monterey Regional - Nassau Intl, Monterey Regional - George Town Owen Roberts Intl or Monterey Regional - Christiansted Henry Rohlsen when deciding on the best route from Monterey to Caribbean.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Monterey to Caribbean (average of $254). Flying from Monterey to Caribbean 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.

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Top 2 airlines flying from Monterey to Caribbean

Discover the top 2 airlines that operate flights from Monterey 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 August 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$314Average$560FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$357Average$505FlexibilityNo cancel feeOn-time71%

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