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$550+ 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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
MRY — SJU
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
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 November 26, 2025.

Round-trip from

$550
(American Airlines)

Popular in

December

Cheapest in

May

Average price

$509
From Monterey Regional to Caribbean
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 26, 2025.

This United Airlines deal was found by Cheapflights users on 11/24. 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.
Wed 11/266:11 pmMRY - NAS
2 stops16h 22mUnited Airlines
Tue 12/22:55 pmNAS - MRY
2 stops21h 45mUnited Airlines
Deal found 11/24$1,074
This United Airlines deal was found by Cheapflights users on 11/24. 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.
Wed 11/266:11 pmMRY - NAS
2 stops16h 22mUnited Airlines
Mon 12/12:35 pmNAS - MRY
2 stops22h 58mUnited Airlines
Deal found 11/24$1,103

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 November 26, 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

MontereySimpson Bay

MRY - SXM

MRYSXM

Monterey Regional

Mon 2/9

4:22 pm-2:31 pm

2 stops18h 09m

Simpson Bay Princess Juliana

Thu 2/12

3:30 pm-12:23 pm

2 stops24h 53m

$550

MontereyGeorge Town

MRY - GCM

MRYGCM

Monterey Regional

Mon 2/2

12:52 pm-11:26 am

2 stops19h 34m

George Town Owen Roberts Intl

Thu 2/5

3:45 pm-9:12 am

2 stops20h 27m

$605

MontereyGeorge Town

MRY - GCM

MRYGCM

Monterey Regional

Mon 1/26

4:22 pm-2:45 pm

2 stops19h 23m

George Town Owen Roberts Intl

Thu 1/29

8:50 am-9:12 am

2 stops27h 22m

$605

MontereyNassau

MRY - NAS

MRYNAS

Monterey Regional

Sun 2/22

12:40 pm-2:20 pm

1 stop22h 40m

Nassau Intl

Thu 2/26

8:00 am-10:55 pm

2 stops17h 55m

$684

MontereyChristiansted

MRY - STX

MRYSTX

Monterey Regional

Mon 1/26

9:52 am-5:05 pm

2 stops27h 13m

Christiansted Henry Rohlsen

Fri 1/30

8:30 am-9:12 am

2 stops28h 42m

$709

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/23

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, December is the cheapest month in which you can book a flight from Monterey to Caribbean (average of $169). Flying from Monterey to Caribbean 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 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 November 26, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 42% on flights from Monterey to Caribbean by exploring options for tickets in the morning.

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 November 26, 2025.
Peruse reviews from past customers who have flown with United Airlines and 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.
United Airlines
7.4
Good
9,050 reviews

Comfort

7.3

Food

6.6

Entertainment

7.1

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
9,050 reviews
United Airlines
7.4
Good
9,050 reviews

Comfort

7.3

Food

6.6

Entertainment

7.1

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
11,038 reviews
United Airlines
7.4
Good
9,050 reviews

Comfort

7.3

Food

6.6

Entertainment

7.1

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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.

  • How long is the flight from Monterey to Caribbean?

    For as low as $550, American Airlines can have you in Caribbean from Monterey in 18h 09m. Monterey and Caribbean are separated by a distance of 3762 mi.

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

    Most travelers choose Monterey Regional - George Town Owen Roberts Intl, Monterey Regional - Nassau Intl or Monterey Regional - Simpson Bay Princess Juliana 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, December is the cheapest month in which you can book a flight from Monterey to Caribbean (average of $169). Flying from Monterey to Caribbean 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

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 November 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$355Average$529FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$357Average$505FlexibilityNo cancel feeOn-time71%

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