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$328+ Cheap flights from Vail (EGE) to Caribbean

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
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Vail to Caribbean

Keep the following information in mind while searching for Vail to Caribbean flight deals. Data was last updated October 30, 2025.

Round-trip from

$450
(United Airlines)

One-way from

$328
(American Airlines)

Popular in

December

Cheapest in

August

Average price

$486
From Vail Eagle County to Caribbean
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One-way flight from Vail Eagle County to Caribbean
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Highest demand for flights based on searches. 15% potential increase in price ($86 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Vail to Caribbean

Cheapest flights from Vail to Caribbean
Explore the most affordable flight options available from Vail to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/28. 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 12/68:00 amEGE - STT
2 stops28h 26mAmerican Airlines
Wed 12/106:17 pmSTT - EGE
2 stops27h 55mAmerican Airlines
Deal found 10/28$815
This United Airlines deal was found by Cheapflights users on 10/28. 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 12/612:45 pmEGE - STT
1 stop24h 33mUnited Airlines
Wed 12/102:15 pmSTT - EGE
2 stops27h 01mUnited Airlines
Deal found 10/28$967

Cheapflights Fare Finder

 
Customize your flight search to find flights from Vail 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 October 30, 2025.
Use the filters below to find and compare flights from Vail to Caribbean that are best for you.

Fly from

Vail

Fly to

Caribbean

Route

Depart

Return

Price

VailSan Juan

EGE - SJU

EGESJU

Vail Eagle County

Thu 1/29

12:30 pm-12:36 am

1 stop9h 06m

San Juan Luis Munoz Marin Intl

Tue 2/3

8:10 am-8:49 pm

2 stops15h 39m

$455

VailSan Juan

EGE - SJU

EGESJU

Vail Eagle County

Thu 1/29

12:30 pm-12:36 am

1 stop9h 06m

San Juan Luis Munoz Marin Intl

Sun 2/1

2:05 am-11:12 am

1 stop12h 07m

$455

VailSan Juan

EGE - SJU

EGESJU

Vail Eagle County

Sat 1/31

12:13 pm-10:48 am

2 stops19h 35m

San Juan Luis Munoz Marin Intl

Sun 2/1

7:12 pm-11:13 am

1 stop19h 01m

$473

VailSan Juan

EGE - SJU

EGESJU

Vail Eagle County

Mon 1/26

12:13 pm-3:59 pm

2 stops24h 46m

San Juan Luis Munoz Marin Intl

Tue 2/3

6:00 am-2:10 pm

2 stops11h 10m

$473

VailSan Juan

EGE - SJU

EGESJU

Vail Eagle County

Tue 1/27

7:00 am-12:36 am

2 stops14h 36m

San Juan Luis Munoz Marin Intl

Sun 2/1

2:05 am-11:12 am

1 stop12h 07m

$490

VailSan Juan

EGE - SJU

EGESJU

Vail Eagle County

Thu 1/29

12:30 pm-12:36 am

1 stop9h 06m

San Juan Luis Munoz Marin Intl

Wed 2/4

8:35 am-8:49 pm

2 stops15h 14m

$490

VailSan Juan

EGE - SJU

EGESJU

Vail Eagle County

Tue 1/27

7:00 am-10:22 pm

2 stops12h 22m

San Juan Luis Munoz Marin Intl

Mon 2/2

2:05 am-11:12 am

1 stop12h 07m

$490

VailSaint Thomas Island

EGE - STT

EGESTT

Vail Eagle County

Fri 1/23

2:52 pm-3:56 pm

2 stops22h 04m

Saint Thomas Island Cyril E King

Fri 1/30

6:39 pm-10:17 am

2 stops18h 38m

$699

VailPuerto Plata

EGE - POP

EGEPOP

Vail Eagle County

Sun 3/29

12:13 pm-2:05 pm

2 stops23h 52m

Puerto Plata La Union

Wed 4/1

3:35 pm-9:30 am

2 stops19h 55m

$812

VailSaint Thomas Island

EGE - STT

EGESTT

Vail Eagle County

Sat 12/6

8:00 am-3:26 pm

2 stops28h 26m

Saint Thomas Island Cyril E King

Wed 12/10

6:17 pm-7:12 pm

2 stops27h 55m

$815

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 15 results
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Best time to book a flight from Vail to Caribbean

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

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

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

    Vail Eagle County (EGE), located 28.9 mi from the city center, is the airport you fly out of when you book flights from Vail to Caribbean.

  • How long is the flight from Vail to Caribbean?

    There are many flights that can get you from Vail to Caribbean in 9h 06m. Fly via United Airlines or American Airlines to get the fastest option. There are 2836 mi between Vail and Caribbean. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Most travelers choose 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 when deciding on the best route from Vail to Caribbean.

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

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

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

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

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

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

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

See more FAQs

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