Find cheap flights from Vail to Caribbean Islands

Find cheap flights from Vail to Caribbean Islands

Round-trip
Economy
Vail (EGE)
Caribbean Islands
Thu 10/29
Thu 11/5
Any month
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Top tips for finding cheap flights to Caribbean Islands

  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be November and December. The cheapest month to fly to Caribbean Islands is August.

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Top airlines flying Vail Eagle County to Caribbean Islands

Scores according to KAYAK customer reviews

7.2
American Airlines
Overall score based on 44,794 reviews
7.5
Boarding
7.1
Comfort
7.8
Crew
6.8
Entertainment
6.7
Food
Airline reviews

Cons: "Almost 4 hour delay."

Pros: "Crew was snappy in getting people in plane and checking in carry ons since occupancy had been reached."
Cons: "Lack of adjustable headrest on seat."

Pros: "Crew helped us find new seats on board."
Cons: "American Airlines changed our seats after ticket purchase so that we were not sitting together. We chose seats at check-in in San Francisco so that we could sit together. When we landed in Miami we discovered our seats had been changed yet again and we were seated in different rows, middle seat!"

Pros: "Smooth ride"

Cons: "Feeling of being cramped"

Cons: "Leg room"

Cons: "Crampt space, cold cabin"

Pros: "Service"
Cons: "Seats and space"

Pros: "On time"
Cons: "Cold cabin"

Pros: "The crew was very friendly and helpful"
Cons: "The delay"

Cons: "The seats are very tight."

Cons: "Last minute cancellation and reschedule if original flight with 20 people hounding the gate for standby status. Craziness. These last minute revisions mist stop"

Pros: "Direct flight"
Cons: "Horrible customer service, excessive baggage fees, rude counter staff, no leg room, narrow seats"

Pros: "USB Outlets are nice to have"
Cons: "Nothing was bad on this flight"

Pros: "Boarding process"
Cons: "Delay, no food,"

Pros: "Schedule was punctual. The entertainment was superb. Good crew. The overhead bins were, for some reason, larger which aided the boarding process."
Cons: "I guess the lack of snack options but that is just the way it is nowadays."

Pros: "Can't think of anything good"
Cons: "SEE: Customer Relations request #1-249830721"

Pros: "Nice crew clean airplane"
Cons: "Initial flight was cancelled after 2 hours delay. My next flight was scheduled the earliest possible by AA which was 24 hours later. No transportation,hotel or miles compensation for this. I had work and responsabilities the next day. TThe scheduled trip was supposed to take off at 7:45. Boarding started late and was very slow. My bag fit the meassurements and still was forced to check it (which I did not want to do as I did not want to be waiting an hour for my bag at my arrival as I had work early the next day. In addition there was airplaine traffic as it was "rush hour" instead of flying at 7:45 we departed almost at 9pm!!!! Have to pay for food Quality of tv monitors very poor And in an uncomfortable position No movie options No wifi although stated the aircraft has Non functioning electrical plug"

Pros: "Nothing"
Cons: "Never made it to San Juan to catch my cruise. To top things off I was a ship for two days without my luggage and underwears. Never again!!! Thank you JetBlue!!!"

Cons: "That all the passengers were rechecked at the Gate by TSA without offering any explanation as to why, if it was a domestic flight, why were they requiring ID again. And checking bags."

Pros: "On time smooth"

Pros: "The pilot was a riot, the flight was on time. Again, nothing wrong, nothing special. As it should be (if only we had more leg and seat room, and I am pretty streamline)."

Pros: "Friendly staff. Landed early. Offered a free bag."
Cons: "They moved the flight earlier, which was not fun. And, there were no entertainment centers."

Pros: "Nothing"
Cons: "Super old planes, no had a tv."

Pros: "Puntuality"

Pros: "Crew was good."
Cons: "The television was in the aisle and couldn't be properly seen. Also there was no outlet charger. During boarding, even thou they called by group number, the crew allowed a queue in the front, making it confusing who was in line and who wasn't. Better wait till the end to board that get in that mess"

Pros: "no fresh food"

Cons: "Flight from LAX was late causing our flight to leave 2 hours late missing our flight to CAE. This would have caused us to miss wedding events on Sat Drove to DIA took Red Eye to CLT and drove to CAE to pick up car and drive to Charleston for wedding event at 11:00 Am"

Pros: "Leg room is extremely limited and they made me Check my bag even though it was not at all over size and fit easily into the overhead on my previous flight. Gate crew was impolite but crew on plane was friendly."
Cons: "Smaller seats with very limited leg room (I'm only 100 pounds and 5'4" and felt crowded!) Forced to check bag"

Cons: "There seets are two small. And they dont sell alcohol. That sucks."

Cons: "The airline had trouble with the plane. After we waited 3 hrs in the plane they cancel the flight. They offer a hotel but it was very dirty"

Pros: "Nothing. My fight from San Juan to Miami on Friday Oct. 7 was cancelled because of hurricane Matthews, since I didnot buy a roundtrip with AA they did not reimburse or offer me a credit for my returning flight. I contacted AA in two ocassions and both times their personnel were impersonal and even rude to me with the whole situation. I ended up losing $250 because of choosing American Airlines. I will do my best to avoid traveling with American ever again, and I will spread the word, as well. I felt robbed, so unfair."
Cons: "Everything"

Pros: "Friendly polite staff. Plane left and arrived on time."

Cons: "No have owned screen TV"

Pros: "Even when the plane was full they managed to help passengers to get seated."
Cons: "If you still flying economy class, why would you have to pay extra for exit row where the seats are the same. Only received pretzel and a cup of drink on a 3 hour flight once."

Pros: "Everything"
Cons: "Nothing"

Pros: "Comfortable seat"
Cons: "Lack of entertainment"

Cons: "One hour delay sitting inside the plane with no pilot!! And to top it off, the air conditioner was off!! Will never fly American ever again."

Pros: "Overall good flight"
Cons: "I did not like the time needed for boarding/ settling in. But that is a factor of people not following instructions. Not the crew."

Cons: "Terrible airport assistance, many unnecessary customs checks, uncomfortable seats, on flight bad service and late flight times."

Pros: "I was going home"
Cons: "Late flight no pilots andt broke my luggage."

Cons: "I didn't like the American airline people who checked my bag. She threw it because I told her nothing was breakable in it."

Cons: "Gg"

Pros: "Everything was on time, no delays."

Pros: "Should have individual tv's like jet blue does. There shoul be a family travel area for people travelin with todlers. better service and better food. Faster luggage pick up."
Cons: "Nothing. Expesive flights, an unprofessional flight attendant name Sarah, fighting with the customers. No entertainment. It was a nightmare"

Pros: "I live the service which make me feel good. Also the flight was very quiet and the crew help me in everything I asked."

Pros: "The great atendance and on time bording"
Cons: "There is no More options of free food included with the ticket fly and it was a longer flight and there wasn't no tv, no entertament"

Pros: "My window seat was all."
Cons: "I didn't get a call about the delay like other passengers, only an email at 7am as I was in line to check in for the 8:25am flight 395. The female crew members, a dark haired woman and a short blond haired woman both would have ignored me if the other two people seated by me did not also try to get their attention. The dark haired woman gave the guy next to me headphones and when I held out my hand she just looked at me and walked away as if she'd been called away. Which she hadn't she came back and started with the row immediately behind us and the guy next to me was nice enough to give me his. Also after nearly waiting 4 hours, 9 minutes before boarding we were given food vouchers and told to "run and hurry" and get food "to go" so most people didn't even bother using the vouchers because of that. I've had better flights with American Airlines, I just didn't know this one would be so poor. Definitely way below average expectations."

Cons: "After an 8hr flight from Madrid to JFk you dont need an 4.5hr delay on your connection flight."

Pros: "Made up time on delayed flight. Friendly, efficient and helpful."
Cons: "Food"

Pros: "staff was nice"
Cons: "it was late as always, so instead of getting home tonight, I am in a crapy hotel in Houston ...."

Pros: "The crew was rude. Also made me check my carryon when there was plenty of overhead room."

Pros: "The entertainment is amazing. Did not expect it. Just download the UA app and it is connected to your device"
Cons: "Not their fault but we were detailed total of 3 hrs from Ontario to SFO and SFO to HNL due to aie traffiv in SFO. They handled it well"

Pros: "Upgrade to economy plus"
Cons: "Norhing"

Pros: "Free entertainment options"
Cons: "4 hour flights should get a little more free food than crackers."

Cons: "Didn't appreciate gate change at last minute. Got to gate change only to hear announcement that it had been changed back to the gate we just landed at, with no time to grab something to eat. Then to find out we were delayed do to mechanical failure. Which still left us no time to grab something besides a bag of chips because there was nothing but mostly bars in that terminal."

Pros: "The seats were very spacious, the ground and cabin crew were very courteous and the entire flight went smooth."
Cons: "No In-Flight Wi-Fi."

Pros: "Service"
Cons: "Nothing"

Pros: "Everything was great in the plane - service, pleasant stewards, food was tasty."
Cons: "The gate was changed at the airport after my boarding pass was issued. I would never have known except that another passenger was looking for colleagues to let them know. And the flight number was also changed, and different than my printed boarding pass."

Cons: "Plane was delayed due to weather from other places. More than 100 people were missing their connections. Crew was irritated with so many questions and seemed bothered to give out flight info to worried customers."

Pros: "Comfortable seat"
Cons: "Nothing"

Pros: "Stroopwaffles, TVs"
Cons: "They made me check my bag which was ridiculous. It’s been on numerous flights and was smaller than any other bag in the overhead bins"

Pros: "The crew was very friendly on board. The gate crew were a little curt, but it was a full flight and they were really trying to get everyone on board quickly so I can't be too upset about that."
Cons: "Few entertainment options - direct TV unavailable for about half the flight, WiFi also unavailable for the same."

Pros: "Absolutely nothing"
Cons: "Your customer service sucks. Not sure if the agents know what they are doing as we are tossed from Delta airlines to United airlines"

Pros: "Quick boarding"
Cons: "Horrible uncomfortable plane"

Pros: "Nice to have free movies on the UA app"
Cons: "We sat on the runway for 30 minutes before taking off"

Pros: "Flight was great. No hassles."
Cons: "Having to pay for direct TV. Bring back peanuts"

Pros: "Honestly liked when the plane landed and I was able to get off."
Cons: "There was absolutely no room to be comfortable no shoulder width no leg room just terrible."

Pros: "The transportation..."
Cons: "There's absolutely no leg room it's the smallest amount of room I have ever experienced on a plane - even the first class is eh - mediocre at best. I am slim and fit and I had very little to no room. Consider someone overweight and they would have to buy 2 seats... united is definitely not my favorite airline..."

Pros: "This was the final leg of our Toronto to Orange County trip. It was 1 ½ hours. We got on fast and took off on time. I slept through most of it..."
Cons: "As we have learned, airlines, like banks, have figured out how to make more money (even though fuel prices have dropped) fees, fees and more fees and less, less, less services..."

Pros: "Kayak did not notify us of a flight cancellation and we were delayed by one day and out over 450$."

Pros: "Everything went really smoothly!"

Pros: "Seating grouped in twos. Return trip. The stewardesses were friendly and delivered with humor."
Cons: "Nothing free. Plane seemed a little old"

Pros: "I like the United app for ease of checkin"
Cons: "Flying itself is a terrible experience. Cramped seats, food is nonexistent, no wifi"

Pros: "The flight was fine once we were airborne."
Cons: "The flight was delayed SEVEN times. After boarding, we sat on the ground another hour. We didn't take off until almost 5 hours after the expected departure. Baggage claim took over 30 minutes, as well, which was exhausting after midnight when we were supposed to get in at 8."

Pros: "The flight"
Cons: "The time"

Pros: "I greatly appreciated the efficiency with which the boarding process went."
Cons: "What I did not find good customer service is requiring customers to pay extra for seat selection. The flight was not full and instead of equally distributing the passengers, given the length of the flight, the economy plus seats sat empty while we sat like sardines in the back. The other thing I didn’t appreciate is that we booked our flight with Lufthansa and flew with United. Extremely different quality and service between the two. I would fly Lufthansa any day, not the same sentiment with United."

Cons: "Lost baggage"

Pros: "great crew great flight and in flight service."

Pros: "Sucks"

Pros: "Crew was very helpful and went an extra mile to help a team secure their 1st place trophy that was almost 4 feet tall!!"

Pros: "Appreciated the heads up of slight flight delay and baggage carousel location."

Pros: "The stroopwafels are amazing."

Pros: "Nothing. This whole flight was absolutely terrible."
Cons: "There was no USB port to charge your phone. No personal screens on back of chairs. The flight attendants were the worst crew I've ever met... They didn't even speak the language when 95% of the passengers were Korean. Then they would get frustrated that they couldn't understand. I also hit my call button three times to ask for a pen to fill out customs sheet, but no one came after waiting 30 min. I assumed they were busy, so I got up and walked. But nope, they were all just hanging out in their area chatting and drinking. Ive never written a bad review, but in this case I almost even said something on my way out of the plane because it was just that bad!"

Pros: "Upgraded to first class ...best experience ever"

Pros: "Comfortable seating, the crew was very attentive and and we arrived on time. I will be recommending United to all of my friends and family ."
Cons: "The fire alarm inside the terminal was broken and the noise was deafening.It went on forever. Checking in was somewhat disorganized with all of the construction."

Pros: "N/A"
Cons: "Seats were uncomfortable, no TVS & food was horrible"

Pros: "Very solid crew able to be efficient and courteous."

Pros: "Our lost luggage is supposed to be delivered to our house within 24 hours"
Cons: "Flight was over 2 hours late causing our luggage to arrive on a later flight."

Pros: "everything went as planned"
Cons: "being smushed like a sardine"

Cons: "See previous comment"

Pros: "I liked the snack waffle the crew gave during flight. Taste real good."
Cons: "I was too cramped in my seat."

Pros: "No problems"
Cons: "Little bumpy but bad weather"

Pros: "Salir a tiempo"
Cons: "Como tratan los equipajes en el aeropuerto de Houston"

Pros: "The single best thing was that the cabin lights were dimmed on the way to Raleigh so I could sleep since it was so late. The crew was polite and patient. Getting re-booked for a new flight after my original flight had been cancelled wasn't too bad. Text message updates are helpful (but could use more info)."
Cons: "I arrived into Newark to find out that my flight had been cancelled. I'm still not sure why it was cancelled. Then, I was placed on a new flight that was intended to leave at 8:30pm, but didn't leave until 1:00am. I spent 10 hours in the Newark airport where, even though charging stations were in abundance, wifi was non-functioning. I received 7 text messages, each one with new departure times. I appreciated the texts, but would have liked to have more information about why we were delayed. Communication from gate agents can go such a long way. I spent a ton of money on bad airport food and couldn't work due to the lack of wifi. I never understand why nothing is offered to passengers in return for such delays--whatever happened to food vouchers, etc.?"

Pros: "The whole experience was AMAZING (until I got my checked bag). From checking in to deplaning, everyone was super friendly and profession. This is the best flight I've ever taken with my infant. The plane was so comfortable--lots of room and entertainment. Loved it!!!!"
Cons: "A wheel got broken off of my checked bag. That's my only complaint and that's why I only gave 4/5 overall stars."

Cons: "Flight attendant "China" - needs to be doing something else - she was not interested in her job."

Pros: "It was fine!!"

Pros: "The crew was awesome Pilot was awesome Seats were comfy"
Cons: "But we almost made it to Houston Goit delayed due to weather Ended up in Austin on Tarmac couple hours No free WIFI No free drinks They should've offered something for the huge delay!!"

Read more about American Airlines

Book cheap flights from Vail to Caribbean Islands

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