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Caribbean Islands

$334+ Cheap flights from Vail (EGE) to Caribbean Islands

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 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
EGE — SJU
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from Vail to Caribbean Islands

Cheapest flights from Vail to Caribbean Islands
Explore the most affordable flight options available from Vail to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2025.

This American Airlines deal was found by Cheapflights users on 12/10. 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 12/2812:41 pmEGE - SJU
2 stops13h 53mAmerican Airlines
Thu 1/11:30 amSJU - EGE
2 stops13h 41mAmerican Airlines
Deal found 12/10$864
This American Airlines deal was found by Cheapflights users on 12/9. 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.
Thu 12/251:00 pmEGE - STT
2 stops20h 40mAmerican Airlines
Mon 12/296:36 pmSTT - EGE
2 stops18h 48mAmerican Airlines
Deal found 12/9$1,269
This United Airlines deal was found by Cheapflights users on 12/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/253:30 pmEGE - STT
2 stops44h 00mUnited Airlines
Mon 12/293:05 pmSTT - EGE
3 stops24h 00mUnited Airlines
Deal found 12/9$1,512

Find flight deals from Vail to Caribbean Islands

Keep the following information in mind while searching for Vail to Caribbean Islands flight deals. Data was last updated December 12, 2025.

Round-trip from

$433
(American Airlines)

One-way from

$334
(American Airlines)

Popular in

December

Cheapest in

August

Average price

$711
From Vail Eagle County to Caribbean Islands
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One-way flight from Vail Eagle County to Caribbean Islands
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Highest demand for flights based on searches. 16% potential increase in price ($96 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Vail 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 December 12, 2025.
Use the filters below to find and compare flights from Vail to Caribbean Islands that are best for you.

Fly from

Vail

Fly to

Caribbean Islands

Route

Depart

Return

Price

VailSan Juan

EGE - SJU

EGESJU

Vail Eagle County

Mon 2/2

8:30 am-9:00 pm

1 stop9h 30m

San Juan Luis Munoz Marin Intl

Thu 2/5

8:10 am-6:21 pm

2 stops13h 11m

$566

VailSan Juan

EGE - SJU

EGESJU

Vail Eagle County

Wed 3/4

2:35 pm-10:07 am

2 stops16h 32m

San Juan Luis Munoz Marin Intl

Fri 3/13

1:30 am-7:28 pm

1 stop19h 58m

$596

VailSan Juan

EGE - SJU

EGESJU

Vail Eagle County

Thu 3/5

10:24 am-11:32 pm

1 stop10h 08m

San Juan Luis Munoz Marin Intl

Fri 3/13

1:30 am-7:28 pm

1 stop19h 58m

$596

VailSaint Thomas Island

EGE - STT

EGESTT

Vail Eagle County

Sun 2/15

3:30 pm-1:56 pm

2 stops19h 26m

Saint Thomas Island Cyril E King

Thu 2/19

3:05 pm-9:42 pm

1 stop9h 37m

$775

VailSaint Thomas Island

EGE - STT

EGESTT

Vail Eagle County

Thu 12/25

1:00 pm-12:40 pm

2 stops20h 40m

Saint Thomas Island Cyril E King

Mon 12/29

6:36 pm-10:24 am

2 stops18h 48m

$1,269

VailSan Juan

EGE - SJU

EGESJU

Vail Eagle County

Sat 1/10

4:55 pm-1:41 pm

2 stops17h 46m

$334

VailSan Juan

EGE - SJU

EGESJU

Vail Eagle County

Sat 1/10

5:19 pm-3:04 pm

2 stops42h 45m

$392

VailSan Juan

EGE - SJU

EGESJU

Vail Eagle County

Sat 1/10

4:01 pm-1:17 pm

1 stop18h 16m

$458

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Best time to book a flight from Vail to Caribbean Islands

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

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

Currently, April is the cheapest month in which you can book a flight from Vail to Caribbean Islands (average of $130). Flying from Vail to Caribbean Islands in June is currently the most expensive (average of $273). 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 Vail 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 Vail to Caribbean Islands?

    If you book a flight to Caribbean Islands from Vail, you will be flying from Eagle County, which is the city’s only airport. Vail Eagle County (EGE) is located 28.9 mi from the center of Vail.

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

    A quick flight from Vail to Caribbean Islands can take about 9h 30m. United Airlines provides one of the quickest options available for as low as $566. Vail and Caribbean Islands are separated by a distance of 2836 mi.

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

    When deciding which route to take from Vail to Caribbean Islands consider Vail Eagle County - San Juan Luis Munoz Marin Intl, Vail Eagle County - Saint Thomas Island Cyril E King or Vail Eagle County - Puerto Plata La Union as they are the most popular.

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Vail to Caribbean Islands (average of $130). Flying from Vail to Caribbean Islands in June is currently the most expensive (average of $273). 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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