Find cheap flights from Key West to Caribbean

Find cheap flights from Key West to Caribbean

Search hundreds of travel sites at once for deals on flights to Caribbean. Bundle your flight + hotel and save!

Round-trip
Economy
Key West (EYW)
Caribbean
Sun 9/19
Sun 9/26
Any month
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Include hotels

Top tips for finding cheap flights to Caribbean

  • 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 is August.
  • Morning departure is around 7% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

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Top 5 airlines serving Key West to Caribbean

Scores according to KAYAK customer reviews

8.1
JetBlue
Overall score based on 19,745 reviews
8.3
Boarding
8.2
Comfort
8.6
Crew
7.9
Entertainment
7.8
Food
Airline reviews

Pros: "The helpfulness of staff in my time of need I had been on a surgery and your staff was very very accommodating"
Cons: "Nothing don’t change a thing, if it isn’t broken there is no need to fix it LOVE YOU SOUTHWEST"

Pros: "Jetblue is my now number 1 choice for flying. They offer amazing comfort and value."
Cons: "Including free headphones, but not a deal breaker."

Pros: "Professional and personable. Nice job."
Cons: "Departure time was changed 7 times. Many times these changes were back and forth to earlier updates creating confusion."

Pros: "Seats ok. Crew was great!"

Pros: "Ease of checkin."
Cons: "Delayed by 2 hours."

Pros: "Our plane was scheduled to fly out at 8:05 am but don't fly until 10:45am"
Cons: "Didn't like the lat email about the delay, we checked out our hotel at 5:30 and got an email around that time telling us our flight is on time. We didn't get the new one till after 6am in which we was already in line."

Pros: "A quite enjoyable experience."
Cons: "There was a fascist on the flight, which was uncomfortable."

Pros: "I love the fast service, and the willingness of the staff to help customers onto the flight. I loved the snacks and variety of drinks JETBLUE offered whilst on the airplane. The team on flight 421 was superb. They were courteous, knowledgeable, very accommodating in particular the steward by the name of TONY."
Cons: "Everything from start to finish, from check in to departure was excellent."

Cons: "The beginning was a bit confusing when I needed to use JetBlue because I had to go to the help desk to figure out why they wouldn’t issue all of my boarding passes at JFK and the line took an hour just for them to tell me to get my boarding pass at LAX. Other than that it was a great flight!"

Pros: "The flight attendants were amazing"

Pros: "Free Inflight WiFi Snacks Leg room"
Cons: "Changed gates 3 times Delayed 3 times resulting in a hour delay"

Pros: "everything"

Pros: "Everything,the crew etc"
Cons: "No complaints"

Cons: "Over hour delay on runway."

Pros: "Loved the live TV and spacious room between seats."
Cons: "I didn’t like the weather delay but that’s not JetBlue’s fault."

Cons: "Good"

Pros: "Legroom, free movies, and the crew members were courteous, and professional."
Cons: "They only offered chips as snacks; I wish there were really foods I could order."

Pros: "comfortable-best flight in years"
Cons: "why no charge for carry on overhead? this activity is disruptive and slows everything down."

Cons: "I missed my second flight because my first flight had a 5 hour delay. UNACCEPTABLE. They should always have a back up plan if they come across mechanical issues. TIME IS MONEY!"

Pros: "Amazing service from start to finish, movies for really long flights, comfortable seats and always a pleasurable experience :)"
Cons: "Leg room is tight but I can live with that"

Pros: "Everything"
Cons: "Going there was no snack or coffee especially an early flight."

Cons: "My ears popped and hurt for a long time. Never had this problem on ant flights before"

Cons: "There were no immigration arrival cards on the plane and we sat in the plane for an hour after landing. Inexcusable"

Pros: "The airconditioning"
Cons: "The plane was delayed for hours"

Pros: "On time!"

Pros: "We arrived early."
Cons: "Got off our connection and had no idea that gate had changed until we had walked all the way to the gate on our boarding pass. There is little or no coordination with Silver Airways - couldn’t even check in online and the cost of checking a bag was more expensive on the return flight home."

Pros: "Nothing"
Cons: "Every segment of my roundtrip flight was delayed or late, including the last leg of my flight delayed multiple times. I could not check in for my last segment on-line via my phone. The message I was given during check in process said in red letters, that I needed to speak to an agent at the counter. I was on a tropical island, i couldn't just run down to the airport. I tried calling customer service, but wasn't able to connect due to bad cell service. My connections were tight and because I couldn't checkin the prior day, I was not allowed to get a seat on my original flight. I was rescheduled on to new flights and those were delayed. I sat in Ft Lauderdale for 6+ hours. Once on the plane, I was assigned a seat that doesn't recline. What was originally supposed to be a 5 hour travel day turned into a 15+ hour travel day. There were no weather issues that day, just JetBlue being terrible."

Pros: "We got there safely"
Cons: "Crew seemed rushed and tired. Short answers. Couldn't hear the call to board or instructions from the Jet Blue area where you could recharge electronics, so the crew seemed peeved when I didn't have my passport at the ready. I expected a much more upbeat and festive feel going to a happy place like Nassau but instead felt pushed along."

Cons: "Delayed over 4 hours..missed connecting flight.."

Pros: "The flight was great."
Cons: "The tv controls didn’t work"

Cons: "No tv no buisiness class no food"

Pros: "I love how JetBlue has reasonable prices and offers great snacks in board. The planes are comfortable."
Cons: "This is not the first JetBlue flight I have been on that was delayed. In fact, most JetBlue flights I’ve been on have been delayed! Luckily I didn’t have connections and wasn’t in a rush but it’s disappointing."

Pros: "Flying Friday before the holiday could alway be a challenge but we arrived only a couple minutes late. It was a perfect flight even with a full house."

Pros: "Everything"
Cons: "N/A"

Pros: "Service was prompt, reps were courteous, flight was on time and they provide snacks... been flying them for over 10 years and have NOT had one bad experience."
Cons: "N/A"

Pros: "The ride was smooth"
Cons: "No complaints"

Pros: "The crew seemed capable and came around a couple times with water. We arrived safe and sound as one would hope for, if an hour or so later than scheduled. Seats seemed roomier than most standard economy/coach (probably due to it being an older model). Though I didn’t partake they seemed to offer more complimentary snack options than other airlines."
Cons: "The airplane cabin had a strong urine odor that endured throughout the red-eye flight, the air temperature had to have been at least 75 degrees, probably 80 which was a bit stifling. No usb/power at the seat which would be preferable/should be standard by now for a coast-to-coast flight. Seat didn’t recline which isn’t the end of the world but a bit of a bummer. My headphones didn’t work with the little screen at my seat but it’s ok because based on my neighbor’s screen it was just a rotating lineup of Jet Blue commercials/fake tv shows that I can easily pass on."

Pros: "Information about length of flight and what to expect. Smooth flight"
Cons: "My tv screen didn't work"

Pros: "Entertainment options are unparalleled on any other US carrier. Free internet. Free ability to watch any of your Amazon Prime shows, and free movies."
Cons: "Tray table up lock fell apart into 3 pieces. Had to hold the tray up for Landing with a seat belt..."

Pros: "Always a fan of JetBlue - boarding process, flight crew, snacks, wifi, TVs. Great experience."

Pros: "Smooth flight"
Cons: "Tvs were off for the entire flight, and no explanation."

Pros: "We landed safely."
Cons: "It was freezing. We boarded 1 1/2 hours late. The stewards were a bit short and not very patient. I saw people being allowed to board with way more bags than you said were permitted and some of the on plane bags were so huge that the front people had to check their bags at the last minute. Boarding was slow as it was clear that the stuff was not fitting in the overhead compartments. What happened to dimensions of bag restrictions? It is frustrating to the people that abide by the rules to see them so flagrantly ignored."

Pros: "Nothing"
Cons: "I was flying back to the US from India. When I landed at JFK I founded out my flight was cancelled. Flight was cancelled due to weather and the next flight was not until the next day. I stayed at the airport for 24 hours. Was told that no hotel will be provided."

Pros: "I appreciated the fact that we didn't take off until the weather was clear and it was safe to fly. I am glad that they were concerned about our safety."

Pros: "Surprisingly good leg-room. Comfortable seats."
Cons: "We had some mechanical issues that delayed us, but we arrived on time. So it turned out fine."

Pros: "On time departure and early arrival. Excellent cabin crew - very attentive and generous with snacks. Reliable free wifi."
Cons: "I couldn't get a seat assignment ahead of arrival at airport without paying for an Even More Space seat. Then I ended up in an exit row with no window. Not cool JetBlue. I'm a longtime True Blue member and MasterCard holder; you'll be hearing from me about this."

Pros: "Everything."

Pros: "Waited on the tarmac for 35 min"

Pros: "Entertainment"
Cons: "Flight was delay. Long waiting on the runway for takeoff."

"I liked the timeliness of the departure and arrival, and the crew were good. The turbulence was rough, though."

"Flight crew was not always respectful when addressing travelers. I understand having a bad day, but the individualized sass and snarky attitude was unprofessional."

Cons: "We are just tired of spending a lot on tickets and receiving the most minimum of a snack and drink on flights."

Cons: "Passengers not jumping up as soon as we reached the gate even though they were asked to stay seated until their route was next off."

Cons: "Our depart time was 1pm and our actual departure didn’t happen until 11pm. On and off the plane multiple times for mechanical failures for 10 hours. Delta had no plan and there were no hotel rooms. They diverted a NY flight through Atlanta waiving the covid restrictions to get us all on the plane. They Put us in a hotel In Atlanta, which was nice and convenient, but it was 2am when we went to sleep and backup at 6am to catch our flight. Not the way we wanted to end our amazing Key West vacation."

Cons: "Bad social distance"

Pros: "NA"
Cons: "Informing that the flight would delayed by three hours ahead of time would have been amazing. Instead of extending the delayed time every 45 min making us miss all the other opportunities to fly out"

Cons: "The man sitting next to me was coughing and not covering his mouth. I am especially concerned given the recent Coronavirus outbreak."

Cons: "Appreciate the communication from pilot when on tarmac"

Pros: "Boarding went well."
Cons: "Crew could be more attentive. They avoided passengers most of the time."

Pros: "Entertainment selection was nice."
Cons: "Seats were too tightly packed in. Person in front reclined their seat and I couldn't even reach my bag under the seat. Very uncomfortable. And I'm small/short."

Pros: "Everything was GREAT !!"

Pros: "Crew was awesome"
Cons: "Nothing"

Cons: "Flight was cancelled and rebooking was poorly handled. Might get bumped from rebooked flight as well."

Pros: "Great crew, great entertainment, came in early"

Pros: "Boarding was easy for a large number. Seats were comfortable. The crew was pleasant and attentive. The food was very good actually. Love the Mile High Tea!"

Cons: "Add A Display Board For When Cabin Sections Are Boarding"

Pros: "Nothing special"
Cons: "That was the most uncomfortable and cramped seat I had ever had on a plane flight. Even sitting on the pillow did not help."

Pros: "Good entertainment options."
Cons: "Only water and coffee available. Flight had been delayed over an hour."

Cons: "Late and bumpy"

Pros: "Smooth flights and in time. Everyone is so nice. True professionals"

Pros: "Seat was decent and only a $10 upgrade. Worth it!"
Cons: "Wasn’t clear what boarding group was up. I don’t usually fly delta so maybe I’m just not used to the system but something on the video screen at the gate saying where they were in boarding would have helped. I wasn’t the only one that seemed lost."

Pros: "Amazing crew, on time, decent coffee, plenty of drinks"
Cons: "The drinks cart was a little slow..."

Pros: "comfortable flight"
Cons: "N/A"

Pros: "Sat in the Key West airport for five hours because of delays. Somehow the other airlines managed to get their people on and off the island. Although they say they can’t land in a 25 mph crosswind we were watching the weather. It mostly stayed below 20 mph for hours before departure"

Pros: "Friendly crew"
Cons: "Business class seats were short whdn lay flat. Metal footrest at the end made it uncomfortable to hang feet off the end. Little privacy"

Pros: "The flight itself was fine, boarded on time and arrived on time."
Cons: "A pet peeve of mine is having to check my carry on. They said the overhead bins were all completely full, so I checked my bag at the gate. Come to find out, there were a few spaces left and it wasn't necessary. Really annoying."

Pros: "With all the competition among airlines and the cutbacks we suffer as customers Delta manages to make you feel like you matter still. Timely boarding, actual help with finding seats making boarding efficient (not just hurrying you along), updates from the cockpit that you could hear and understand, multiple choices in snacks-one even a healthy option, staff that was friendly and interested in making it a good experience not one that seemed bothered they had to work."

Pros: "It was too cold on the flight. I asked for a blanket and luckily the stewardess had one. However, before giving it to me, she told me it was the only one on the flight!"

Pros: "Everyone is working the gate and on the plane were amazing!"

Pros: "Flew into bad weather event with thunderstorms, lightning and tornadoes. The flight was relatively turbulence free, flt had only one attendant in the cabin however she was able to serve beverages and snacks asks made sure everyone was comfortable. Can't thank Delta enough for the professionalism of their crew, great service and communication, and for getting us home safely. Thank you!"
Cons: "Made us pink tag carry on bags on flight deck. Had to retrieve bag from baggage claim after flight. My bag landed on the belt completely open, clothes and laptop hanging out bag onto belt, bag was damaged, zipper broken with holes in the fabric, bag was soaking wet! No one at airport able to assist with a damaged bag claim. Very disappointed in the Baton Rouge airport and lack of available staff to handle baggage issue."

Pros: "Cody was such a great flight attendant. We weren’t seated with our kids and he helped us switch seats. He was so help and just sincerely nice. Really great person to represent your brand."

Cons: "All went well"

Cons: "I was unable to fly at all due to a spelling error on my ticket. The airline refused to alter the ticket. Worst experience of my life, ruined my Christmas"

Pros: "On time with no drama"

Pros: "Excellent service and upgraded snacks in economy"
Cons: "Nothing"

Pros: "Had a fast flight from LA to SLC was very pleasant crew was great."

Pros: "Even though one couldn't hear an announcement Delta did have a staff person tell people where to line up for different zones. Flight was fine and on time."
Cons: "Couldn't clearly hear any announcements and once it was getting closer to boarding time as usual so many people just start gathering in a mass. (It would be so much easier to have signs label Zone 1 ,2, etc.)"

Pros: "We didn’t order food"

Pros: "Perfect flight"

Cons: "Layover"

Pros: "Everything is perfect"
Cons: "N/a"

Pros: "I was automatically upgraded."
Cons: "I was upgraded, which I appreciate very much. However, I was upgraded to a window seat. With my bladder situation it was comfortable. This is why I only book aile seats."

Pros: "The entertainment was good and we didn't get charged for the blankets, as in other airlines, though it would have been nice not have needed them, the plane felt colder than 70 degrees!"
Cons: "Longer delay occurred when another passenger got into an argument with staff. It took soooo long for security to come to fix the situation so we could continue boarding. We were also packed in like sardines. I would pay more for more room, though business and first class are available, they're way too much."

Pros: "Everything up to departure. Sat in line for almost an hour."

Pros: "Slight delay, hospitable crew"
Cons: "+25 extra bag charge"

Pros: "Excellent trip. Provided ample food snacks and drinks."

Cons: "The redesign of seats means that very few of Delta's planes can actually accommodate a sherpa-style pet carrier, even though they are an industry standard for in-cabin travel. Further complicating the problem is that the clearance under the seat varies depending where in the cabin you're seated. It's become an extremely stressful proposition for which I have the privilege of paying an extra +$100 each way whilst having to give up one of my carry ons. As far as I can see, the charge is just straight up greed, since no one would be able to use the space beneath the seat in front of me, anyway, and carrying on my cat cause zero extra work for the crew. I'm going to have rethink my loyalty to Delta. At least with Southwest, they'll let me check two bags for no additional cost."

Pros: "I liked the fact that delta gave me free in flight entertainment it was really fun to be able to watch movies and TV shows free of charge."
Cons: "I hated the food I ordered chicken and noodle salad. It as horrid. It was cold and wet and not something you would feed to your dog."

Pros: "Crew were very friendly and courteous as well as very helpful."
Cons: "Can't play games at the IFE ... Freezing."

"For a delayed flight, and one that most choose because of the amenities, no one apologized for the lack of amenities. A simple, “we are truly sorry” announced to everyone would have gone miles. Instead, the crew kept trying to almost conceal the total lack of available entertainment and even feign like it might “sort of work” until the last minute. I was traveling with my life partner, who intended upon and did work the whole flight (despite zero internet, even for the little time avail that we are aware of when traveling to/from PR), but also with a just turned 6 year old who had been looking forward to using “his own” screen for the last 2 weeks. Underwhelming to say the least. The crew’s apathy didn’t help."

"American Airlines left without my wife and I even though we reached the gate 10 minutes prior to the scheduled departure. Plane was still at the gate and we were not allowed to get onboard. Clear example of they thought we wouldn’t make it and gave out seats to someone else."

"Plane was extremely hot. Our flight were pushed back and changed several times. This was too excessive for one trip. I don’t feel like the passengers were priority."

Pros: "Excellent service."

Pros: "On time"

Pros: "Landing"
Cons: "Everything. Major delays lost vacation times"

Pros: "Yes"

Pros: "Everything"
Cons: "No comments"

Pros: "The price."
Cons: "Flight was delayed for 2 hours in Airbus 777 full of passengers. The reason was to fix some light and administrative error on a log book. This could have been prevented if they had done all of the checks beforehand. All of those passengers stuck in a plane during a pandemic. Not very smart !!!!"

Pros: "On time take off and the fact that we arrived alive."
Cons: "Hot meals and inflight entertainment. No even drinks were served."

Pros: "Great service and comfortable; well sanitized."
Cons: "TV screens for movies and shows."

Pros: "N/A"
Cons: "Flight attendants need to enforce all policies. It makes no sense to enforce a seat being leaned back a 1/2 inch but allow a Face Mask be worn as a Chin Guard through the entire flight instead wearing it properly!"

Cons: "Some of the crew had an attitude and the purchased WiFi did not work"

Cons: "2 1/2 hour delay; confusing messaging from staff about having to get a hotel because the delay caused us to miss our connection; but then we were told to hurry and get our connection anyway; there's no padding in the seats - very uncomfortable."

Cons: "Almost 4 hour delay."

Cons: "Leg room. But you know that"

Pros: "I just like flying in general"
Cons: "Flying oo high of the altitude made my ears feel like they’re about to burst."

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"

Pros: "Crew was great!"

Pros: "Great seats w no annoying entertainment console."
Cons: "No complaints."

Pros: "Service from crew was fine"
Cons: "No delay! Got notification that our flight was one half hour earlier. Then boarded aircraft, and it had electrical problems. Delayed. We had to get off. Then board another aircraft."

Pros: "Checking in with my Mum who needs assistance was excellent."
Cons: "Lack of Entertainment."

Pros: "Time of flight"
Cons: "Aircraft had no screen, old, uncomfortable"

Pros: "Movie options were good."
Cons: "The a/c was not working well and t"

Pros: "Reliability that your flight will not be cancelled. Punctuality."
Cons: "They charge you $125 for a dog in cabin (JetBlue and Southwest near $100, Frontier $75). There is NO benefit, even with this extra amount of money. I was assigned to enter the aircraft in Group 8... I suggest AA the benefit to enter (at least) in Group 5 for people with PAID in cabin dogs."

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

Pros: "Turkey sandwich snd boarding went smoothly"
Cons: "There was no entertainment and since there is no WiFi for most of the flight due to being over water the flight seemed longer than what it actually was."

Cons: "Dallas to San Juan San Juan Dallas American Airlines has the worst seat of any airline flown by us fare almost 2000 dollars for round trip and the seat is small hard uncomfortable even for a short flight this is no business class!!"

Pros: "They left my 72 year old dad without the assistance that was contracted!"
Cons: "The gate attendant wouldn’t talk to me on the phone and my dad couldn’t speak due to a stroke"

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

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: "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: "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: "New regional jet Efficient boarding"

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: "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."

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

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: "Old plane seats were uncomfortable. Or you would have gotten a 5. Crew delightful"
Cons: "More comfortable seats"

Cons: "Economy seats on United are always incredibly uncomfortable, but the timing of the flight, and our on-time departure and Earley landing could not have been better. We will certainly fly United again on this route!"

Pros: "Pilot is polite Flight is on time I git in earlier flight than my scheduled one Ground crew at check in counter is quite pleasant"
Cons: "Air craft is quite old Wish it could be newer"

Pros: "Nothing"
Cons: "Not having so many delay and not seating on a plane for over an hour to take off."

Pros: "Friendly crew"
Cons: "Leaving crying babies at home..."

Pros: "Crew was very nice!!"
Cons: "Space on seat not comfortable for tall people"

Cons: "Seats could have been better. Very uncomfortable seats"

Pros: "Nothing"
Cons: "Plane on time and it was very hot on the plane"

Cons: "Again, left stranded in SC."

Cons: "If this flight had been delayed to match our flight from AUS. We arrived in SJC at 1100. So a 8 hour extra time in flight was avoidable if United had waited 30 minutes."

Pros: "The crew was helpful and nice."
Cons: "It was delayed a lot."

Pros: "Service at business was good. Comfortable chairs and quiet cabin space."
Cons: "The gate experience due to long time between flights getting worst due to a departure delay."

Pros: "I wish travel miles automatically with my trip!"
Cons: "I didn't like to pay for my only registry luggage, i think that I would pay fo the second or more"

Pros: "I liked the perfect landing!!"

Pros: "When the lady in the gate saw me almost dying of running all over the airport with my suitcase, she was very nice and comfort me."
Cons: "Nothing"

Pros: "Just what I needed, right when nothing was working out. I had many things going on in my mind, yet nothing had to do with my flight. Everything worked out perfectly after all."
Cons: "When we arrived in PR there wasn't a gate available because the one that was assigned had a broken jet bridge."

Pros: "All in the prices!!! Accesibility!!!"
Cons: "The prices changes too much!"

Cons: "Flight never happened because of hurricane yet I never got my money back. Natural disasters should qualify for a refund not a voucher."

Pros: "Nothing"
Cons: "I'm supposed to bring a carry on with me and they don't allowed me this time. They should be strict with other passengers who bring more than a carry on. I was SO MADDD"

Pros: "Lady at the main customer service was trying to be very helpful.."
Cons: "Bording time ended at 10:00.. plane was departing at 10:15. Got there at 10:06.. the counter lady was very rude and instead of help me get to another flight or show me other options, she told me the doors was closed and that it was totally my fault I lost my flight since my prior flight got there early.. doors should be hold ten minutes after the end of the bording time. she sent me to the main customer counter.."

Cons: "See above."

Pros: "Seat more comfortable and any entertainment."
Cons: "The seat."

Pros: "-United employee upgraded me to Business Class at no extra cost. She was extremely nice."
Cons: "They had multiple passengers on a standby list waiting to board the already crowded flight. Plus, had numerous people without a seat assigned while offering them a $250 travel credit to get off the plane."

Pros: "Friendly & informative captain & crew"
Cons: "Smooth flight, no complaints, A+"

Pros: "Food was ok"
Cons: "You don't have any free entertainment not even free music!!!"

Pros: "They gave me something to drink..."
Cons: "Didn't give us peanuts or any snack items and everything else had to be paid for which I think the pricing on those items were expensive that is abusive unacceptable and me as a military personnel I think there should be some kind of consideration in all those matters including paying for luggage $25..."

Pros: "Great service, it had been a while since I flew with United. Impressed with the new plane."

Pros: "clean; good movies"
Cons: "no kosher food option"

Pros: "On time and comfort"

Cons: "My seat was the last line and it was uncomfortable."

Pros: "That i had all four seat available to me and very helpful"

Pros: "Was fast and on time"
Cons: "Pushing back from gate took for ever due to mechanical problems and somebody got sick on the plane so their decision to wait until the person situation got better affected everyone else"

Cons: "Since united took over food court it is impossible to get breakfast. 30 minute wait at the kiosks, missing items at express, no coffee at Stromboli stand, another line to get coffee. 8:30 flight pulls out on time but doesn't leave for another 45 minutes, still posts as leaving on time."

Pros: "The service & how comfortable I was."
Cons: "That you have to pay for everything but I guess now a days every airline is doing the same thing."

Cons: "Thr boarding process was a mess, a lot of people didn't even have seats assigned."

Cons: "The delays was horrible!!"

Pros: "Fast and easy boarding"
Cons: "No tv, no , no magazines"

Pros: "United personal quickly found our bag location and made the arraingement to send it to us ASAP."
Cons: "The fact that the only bag we checked in with the airline did not arrived in our plane with out any warning what so ever."

Pros: "On time, friendly crew and very reliable"
Cons: "Where's the food?? Gas prices have dropped significantly but all airlines still skimp on food, charge for bags and tickets are still pricey"

Pros: "El viaje de newark a san juan por united fue excelente. Por la linea aerea de American Airlines terriblemente FATAL. Habia un problema con el avion o la torre del vuelo miami hacia san juan PR. Nos ofrecieron estadia en un hotel supuestamente ellos corrian con los gastos ya q se atraso el vuelo y no fue culpa de ningun pasajero segun nos dijo una señorita del counter, resulta ser q el hotel fue el piso del aeropuerto de miami x 8 horas!!! Wow a la verdad q nos vieron la cara de bobos y nos cojieron de bobos tambien. Q trato mas injusto. No volveremos a viajar por AMERICAN AIRLINES asi mismo le dejaremos saber a todo el mundo el trato de esta linea con los pasajeros. Gracias a esto nos agravamos la espalda, costillas. Por culpa de ellos por tratarnos como basura. Eso no se hace!!!! Despues q estabamos sentados en el avion el piloto no llegaba y nos tuvieron q bajar del avion, esperar a que llegara otro piloto para volvernos a montar en el avion!!! Q mala coordinacion!! Esto es una falta de respeto!! Esta linea AMERICAN AIRLINES ES UNA PORQUERIA!!! No volvemos a viajar por esta linea JAMAS!!! Irresponsables!!"
Cons: "Nothing at all !!!! With AMERICAN AIRLINES THE WORST!!! We will NEVER travel by this linea aerea. Son una gran Porqueria!!"

Pros: "Everything was perfect, the crew was fantastic"
Cons: "Maybe a bit of food."

Pros: "Boarding"
Cons: "Excellent"

Pros: "The flight it self was ok"
Cons: "The back and forth that I went thru between gate to gate and the last minute changes of the schedule"

Pros: "Very organized . On time"

Pros: "The United App is a must. Having so many movie and tv options made the flight breeze by."
Cons: "The cabin was so uncomfortably hot. After passing by a second time with the drink cart, there was still another two hours left on our 4.5 hour flight. I hit the button to request a flight attendant, and after 15 minutes, one finally answered. I asked for water, and they stood over me while I drank it so they could trash the cup."

Pros: "Good trip"
Cons: "Nothing"

Pros: "The crew kept us feeling comfortable"
Cons: "Hated the security check in on the airport because of their lack of staff also hatted the flight we were delayed 3 hours"

Cons: "A delay for one hour and 30 minutes. That Sucks"

Cons: "Flight was delayed 3 hoursvwirh no explaination. Checked in early and was given a boarding pass with the wrong name on a flight to the wrong city. Hate agent in KW said she would call us up to rebook us on 1:06 flight and never did. Most passengers could not understand the flight attendants announcements. Very poor experience. Better from FLL to KW."

Cons: "They did not have TV and no wifi it was terrible. They only gave me a cup of soda nos even a potato chips which other airline do give."

Pros: "Upon check in the attendant waived my baggage fee due to my circumstances. Very nice gesture!"
Cons: "Turn on cabin ac before take off. Stagnant head which is breading grounds for virus and bacteria!"

Cons: "Depart on time!"

Pros: "Friendly crew and staff"
Cons: "Some snack"

Pros: "Flight to key west cancelled. Flight home delayed and missed connecting flight."
Cons: "Fights could be on time with more advanced notice of delays and cancellations."

Pros: "The crew!!!"

Pros: "Nothing"
Cons: "The airline canceled the flight so had to stay over night in FL... now I am paying for a room and having to pay for a boat I am not even on. This is a very bad airline"

Cons: "Seats were very tight. I’m 6’ tall and 215 lbs and felt like I was in a child seat."

Cons: "It would have been nice to have a backup plan when the boarding system goes down so that the flight had not been delayed."

Pros: "Nothing"
Cons: "Be on time, I have to rent a car and drive to be able to get another flight to get home , I will never again use this airline"

Cons: "All was fine"

Pros: "Super friendly crew."

Pros: "Top Gun"
Cons: "Goose"

Pros: "If this Tallahassee to Key West had been a bargain price, I would feel better about flying exclusively in prop planes with baggage problems. As is, I paid $403 up front months in advance for this NOT nonstop flight that changed the time of the second flight by 4 hours both going and coming. Any advantage I thought I had with the timing was lost."
Cons: "The planes were small, 34-seat, and they could not fill them because of weight issues. We were encouraged NOT to check bags through (never really understood this) and to gate check carry on bags for valet service. I will say that all Silver staff were courteous and helpful. They just didn’t seem to have enough staff."

Cons: "crappy, dirty plane. Obnoxiously loud intercom system. will not plan to fly on Silver again."

Pros: "Absolutely nothing"
Cons: "Every flight was delayed. Gave us a meal voucher that couldn’t be used after we spent the amount. In addition to all 4 flight delayed significantly, we couldn’t even use the meal voucher! I will never in my life fly Silver again. Pay the extra money for reliable flight."

Pros: "Late 5 hours getting me to my destination and tried to bump me cause of over booking on my way home! I know things happen when flying however the check in lady at the hotel I stayed at said every time a guest is late checking in its because of Silver airlines. Also there were over 15 other passengers going in different cities very upset because all their flights were late or canceled. Totally screwed up my plans on the first day, I could have driven and made better time. You can keep your pathetic $50 voucher I will never fly Silver airlines again."
Cons: "Silver airline is so unprofessional"

Pros: "availability"
Cons: "loud vibration during flight in cabin; no announcement why boarding and departure were late"

Pros: "I didn't have a panic attack. It was a fast flight."
Cons: "My flight was delayed"

Pros: "Nice flight attendant."
Cons: "What's the value on having a "partnership" between 2 airlines but when you use them you have to change terminals and go through security? I was traveling with my mom who needs wheel chair assistance and a toddler in a stroller. Very inconvenient to walk such a long distance and go through security again. And I didn't receive any notification of this when booking flights. Passengers should be aware of this when booking."

Pros: "Flight and crew were good."
Cons: "Would like earlier notifications of delay. Silver knew that the plane was not enroute 2hrs prior to them posting the delay."

Pros: "On time"

Pros: "On time"

Pros: "Nothing"
Cons: "Very loud and very hot!!!"

Pros: "No bad weather anywhere in flight vicinity, no airplane on ground to fly, none to very little information given on why no flight, gate agent saying not to worry, they will try to have a flight tomorrow"
Cons: "See above"

Cons: "The flight was delayed so I missed my connection. A united member was supposed to come get me and didn't make it to the gate. No one even appologized."

Pros: "Easy plane to deal with"
Cons: "Warm on the runway, while waiting in the plane to take off"

Pros: "The kind, saint of a Silver Airways gate worker who spent quite literally 3 full hours dealing with the botched planning of United and Silver Airways. After being turned away multiple times and waiting on hold for what seemed like an eternity she finally was able to get me rescheduled for a flight on American Airlines the following Morning."
Cons: "Weather was terrible in Florida, so as expected there were some delays. Sitting in Key West airport I watched Delta and American Airlines depart flight after flight while we, the suckers who booked through United and Silver Airways, sat for 5 hours. The gate worker in Key West and two United Airlines call center workers were completely useless in helping me reschedule the flights that I was going to miss (even with a 5 hour layover at my next stop). The airline blames the entire thing on weather, yet no other airlines were suffering from 5+ hour delays. It's my opinion that early on in the day Silver Airways mismanaged the movement of their aircraft which exacerbated the delays experience by thousands of passengers."

Pros: "Flight attendant was nice."
Cons: "Booked United flight, tried to check in on the app. Said i couldn't check in because it was a Silver Flight. Tried to check in through Silver, also got denied. Then the flight was delayed because they had to kick 5 people off. When we boarded said we were still too heavy so started kicking off unaccompanied minors. Tried to kick me off, told them I'm 27 and got accused of looking way younger. Thought I was gonna get kicked off. Finally took off- my seat was in the last row and seat back was broken so I was sinking into the back of the plane getting poked by metal so had to sit straight up whole flight. Plane was so small and old I was terrified the whole way. Finally land and pilot says they are understaffed so had another delay. Then the shuttle trains at airport were broken so had even more delay. I was so late I almost didn't graduate. Did I mention TSA machine incorrectly identified an object in my anal cavity? Hindsight would have rented a car and driven 6 hours than take this 1 hour flight. Worst flight ever."

Pros: "Quick flight, crew was friendly and polite"
Cons: "Again, flight is marked as delayed. Decided to double check one last time, come to find out the pilot is standing at the gate and they're already beginning to check people in and getting them ready to board. No announcements, nothing. Just ready to board after half the flight wasn't even at the gate"

Pros: "Denise the fight attendant was very nice and let me off the plane first so I can try to make my connection in a different terminal"
Cons: "Flight boarded 45 minutes late while the plane was waiting with the crew to board for an on time departure. I missed my connecting flight and the gate attendant was not helpful with getting me in touch with my airline to see about getting another flight. The ground crew was completely disorganized and couldn't give answers as to why we were delayed."

Pros: "The flight was fine. Food and entertainment is not applicable because the flight was only 35 minutes"
Cons: "They did not put the luggage on the baggage carousel after landing, but left it sitting who-knows-where -- underneath the airport, or outside the terminal -- and didn't want to look for it without an argument"

Cons: "Never made it to Key West due to weather and airline would not rebook. Made passengers purchase an additional ticket without any voucher. Will not fly this airline again."

Cons: "The long delay's. 1st one only 25 minutes, than another 45 minutes and finally the last one made it a total of 1 hour and 18 minutes."

Pros: "No real issues"
Cons: "Their TSA pre check system didn't work."

Cons: "Getting our bags in Tampa took FOREVER."

Pros: "Short, efficient, fast flight. Took larger hand luggge on entering plane and it was right there ready when we disembarked."
Cons: "Nothing not to like"

Pros: "Nice crew and boarding staff"
Cons: "Small plane. Prop not a jet. Have to climb in and out via a ladder. Flight was late leaving."

Cons: "The landing was so hard, my back is killing me. I had back surgery 3 years ago and the landing aggravated it really bad."

Pros: "Short flight"
Cons: "Poor communication"

Pros: "Silver Airways got us to our destination on time and no fuss. We hadn't flown with them so had no expectations but it was all fine. It was a short flight."

Pros: "Friendly crew"
Cons: "Turboprops are noisy. Tight space"

Pros: "NA"
Cons: "The staff from checking in to leave to and checking in to leave from our destination was rude and non-involved. When we checked in to fly out the person who checked us out didn't make eye contact nor said a single word. Nothing. Not good morning......nothing. Same when we were leaving......awful communication skills. It was as if the entire staff for silver didn't care at all."

Pros: "Flight was good crews were good"
Cons: "I could not check in from my phone"

Pros: "Flights was ok but was 30 minutes late."
Cons: "When I got to Fort Lauderdale no luggage was there . I ask silver airlines and they said everything was uoaded from the plane. Then they called Key West and my luggage was never loaded. I was at the airport at 9:00am and my flight left at 12:45pm approximately. How can you not load my luggage. I finally got my luggage at 1:10am on Sunday ."

Pros: "Nothing"
Cons: "Everything. Late departure is normal for them because their schedule seems to be totally unrealistic and their incoming flights are always late arriving, hence delaying the onward flight. the baggage handling was a joke. On the one hand you could say they were very quick in delivering the checked bags to the carousel but on the other hand they were totally incompetent because the moment the bags arrive they apparently cart them off to their office and lock them up while their employees go off to do other things. In the time it took us to walk from the gate to baggage claim our baggage had been carted off to the office and we had to wait over an hour for the next Silver arrival to find an employee who could open the office and deliver our bags. Additionally there was never any information about the flight on the screens in arrivals and we had to ask a lady at the FLL information desk for help."

Pros: "very efficient got us in ahead of schedule good job"
Cons: "price is high for short flight"

Pros: "The flight was fast and somewhat comfortable. Easy boarding, easy off the plane."
Cons: "No beverage service, but they gave us free bottled water! Only small luggage fits in overhead compartments, easy to gate check your carry on bags and pick them up as the plane offloads."

Pros: "Getting off the plane!"
Cons: "Lack of AC! Seats horribly uncomfortable! Horrible"

Pros: "I have had bad experiences with Silver delays but today was awesome!"

Pros: "The crew was friendly"
Cons: "I would've liked the option to purchase a beverage other than water."

Read more about JetBlue
COVID-19 information

Safety measures for airlines flying from Key West to Caribbean

Airlines flying from Key West to Caribbean have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Key West to Caribbean

Mandatory masks

Masks required on board, masks provided on flights from Key West to Caribbean

Social distancing seating

Middle seats unavailable to book on flights from Key West to Caribbean

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Key West to Caribbean

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