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$345+ Cheap flights from Vail (EGE) 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 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
EGE — SJU
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
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 July 30, 2025.

Round-trip from

$345
(United Airlines)

Popular in

December

Cheapest in

October

Average price

$419
From Vail Eagle County to Caribbean
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($108 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals

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 July 30, 2025.

This United Airlines deal was found by Cheapflights users on 7/29. 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.
Tue 11/47:10 amEGE - SJU
1 stop8h 15mUnited Airlines
Wed 11/122:25 pmSJU - EGE
1 stop9h 06mUnited Airlines
Deal found 7/29$345
This American Airlines deal was found by Cheapflights users on 7/28. 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.
Wed 11/58:00 amEGE - SJU
2 stops25h 05mAmerican Airlines
Wed 11/126:44 amSJU - EGE
1 stop15h 27mAmerican Airlines
Deal found 7/28$385
This American Airlines deal was found by Cheapflights users on 7/28. 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.
Tue 8/58:15 amEGE - POP
2 stops26h 22mAmerican Airlines
Wed 8/201:27 pmPOP - EGE
2 stops22h 23mAmerican Airlines
Deal found 7/28$865
This American Airlines deal was found by Cheapflights users on 7/28. 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 8/232:40 pmEGE - STT
2 stops20h 10mAmerican Airlines
Wed 8/271:50 pmSTT - EGE
2 stops22h 00mAmerican Airlines
Deal found 7/28$887

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 July 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

Tue 11/4

7:10 am-6:25 pm

1 stop8h 15m

San Juan Luis Munoz Marin Intl

Wed 11/12

2:25 pm-8:31 pm

1 stop9h 06m

$345

VailSan Juan

EGE - SJU

EGESJU

Vail Eagle County

Wed 11/5

8:00 am-12:05 pm

2 stops25h 05m

San Juan Luis Munoz Marin Intl

Wed 11/12

6:44 am-7:11 pm

1 stop15h 27m

$385

VailSaint Thomas Island

EGE - STT

EGESTT

Vail Eagle County

Sat 8/23

2:40 pm-12:50 pm

2 stops20h 10m

Saint Thomas Island Cyril E King

Wed 8/27

1:50 pm-9:50 am

2 stops22h 00m

$887

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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

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 July 30, 2025.
Read through reviews of airlines operating flights from Vail to Caribbean, such as United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,896 reviews

Food

6.6

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Crew

8.1

Overall

7.4

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
8,896 reviews
United Airlines
7.4
Good
8,896 reviews

Food

6.6

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Crew

8.1

Overall

7.4

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
10,000 reviews
United Airlines
7.4
Good
8,896 reviews

Food

6.6

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Crew

8.1

Overall

7.4

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 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.

  • 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 - Puerto Plata La Union or Vail Eagle County - Saint Thomas Island Cyril E King 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, September is the cheapest month in which you can book a flight from Vail to Caribbean (average of $254). Flying from Vail 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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