HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$183+ 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 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
EGE — SJU
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Vail to Caribbean Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Find 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 October 28, 2025.

This American Airlines deal was found by Cheapflights users on 10/25. 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 stops26h 52mAmerican Airlines
Wed 12/106:17 pmSTT - EGE
2 stops27h 55mAmerican Airlines
Deal found 10/25$907
This United Airlines deal was found by Cheapflights users on 10/25. 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 12/63:20 pmEGE - STT
2 stops21h 58mUnited Airlines
Wed 12/102:15 pmSTT - EGE
3 stops33h 17mUnited Airlines
Deal found 10/25$944

Cheap 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 October 28, 2025.

Round-trip from

$390
(American Airlines)

One-way from

$183
(American Airlines)

Popular in

December

Cheapest in

August

Average price

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

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 October 28, 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

Thu 2/5

8:30 am-9:00 pm

1 stop9h 30m

San Juan Luis Munoz Marin Intl

Mon 2/23

2:05 am-2:52 pm

2 stops15h 47m

$455

VailSan Juan

EGE - SJU

EGESJU

Vail Eagle County

Thu 2/5

8:30 am-9:00 pm

1 stop9h 30m

San Juan Luis Munoz Marin Intl

Tue 2/17

2:05 am-10:54 am

1 stop11h 49m

$455

VailSan Juan

EGE - SJU

EGESJU

Vail Eagle County

Thu 2/5

8:30 am-9:00 pm

1 stop9h 30m

San Juan Luis Munoz Marin Intl

Mon 2/23

7:45 am-2:15 pm

1 stop9h 30m

$455

VailSan Juan

EGE - SJU

EGESJU

Vail Eagle County

Tue 2/10

7:00 am-10:22 pm

2 stops12h 22m

San Juan Luis Munoz Marin Intl

Tue 2/24

2:05 am-10:54 am

1 stop11h 49m

$475

VailSan Juan

EGE - SJU

EGESJU

Vail Eagle County

Fri 2/6

1:22 pm-6:11 am

2 stops13h 49m

San Juan Luis Munoz Marin Intl

Tue 2/24

2:25 pm-8:12 pm

1 stop8h 47m

$490

VailSan Juan

EGE - SJU

EGESJU

Vail Eagle County

Sun 2/8

7:00 am-6:25 pm

1 stop8h 25m

San Juan Luis Munoz Marin Intl

Mon 2/23

2:05 am-2:52 pm

2 stops15h 47m

$490

VailSan Juan

EGE - SJU

EGESJU

Vail Eagle County

Sun 2/8

7:00 am-6:25 pm

1 stop8h 25m

San Juan Luis Munoz Marin Intl

Thu 2/26

2:25 pm-8:12 pm

1 stop8h 47m

$490

VailSan Juan

EGE - SJU

EGESJU

Vail Eagle County

Thu 2/5

8:30 am-9:00 pm

1 stop9h 30m

San Juan Luis Munoz Marin Intl

Wed 2/25

7:45 am-2:15 pm

1 stop9h 30m

$490

VailSaint Thomas Island

EGE - STT

EGESTT

Vail Eagle County

Sat 1/17

4:55 pm-3:56 pm

2 stops20h 01m

Saint Thomas Island Cyril E King

Wed 1/28

6:39 pm-12:27 pm

2 stops20h 48m

$699

VailPuerto Plata

EGE - POP

EGEPOP

Vail Eagle County

Sun 3/29

4:00 pm-2:05 pm

2 stops20h 05m

Puerto Plata La Union

Thu 4/2

3:35 pm-9:30 am

2 stops19h 55m

$812

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 19 results
1
2

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 $455. Vail and Caribbean Islands are separated by a distance of 2836 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Vail to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
Denver to Las Vegas flights
Denver to Cancún flights
Denver to John F Kennedy Intl flights
Denver to Orlando flights
Denver to O'Hare Intl flights
Denver to Dallas/Fort Worth flights
Denver to Miami flights
Denver to Newark flights
Denver to LaGuardia flights
Denver to Sky Harbor Intl flights
Denver to Los Angeles flights
Denver to Seattle flights
Denver to Atlanta flights
Denver to San Francisco flights
Denver to Hobby flights
Denver to Tampa flights
Denver to Fort Lauderdale flights
Denver to Boston flights
Denver to New Orleans flights
Denver to Charlotte flights
Denver to Honolulu flights
Denver to Minneapolis flights
Denver to Midway flights
Denver to Ontario flights
Denver to Puerto Vallarta flights
Denver to Philadelphia flights
Denver to San Diego flights
Denver to Portland flights
Denver to Austin flights
Denver to George Bush Intcntl flights
Denver to Baltimore flights
Denver to San José del Cabo flights
Denver to Cozumel flights
Denver to Salt Lake City flights
Denver to Reagan-National flights
Denver to Raleigh flights
Denver to Nashville flights
Denver to Mexico City flights
Denver to Dulles Intl flights
Denver to Detroit flights
Denver to Santa Ana flights
Denver to Fort Myers flights
Denver to Cleveland flights
Denver to Kahului flights
Denver to Kansas City flights
Denver to Lihue flights
Denver to Kailua-Kona flights
Denver to Indianapolis flights
Denver to Tucson flights
Denver to St. Louis flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.