Find cheap flights from Valparaiso to Caribbean Islands

Find cheap flights from Valparaiso to Caribbean Islands

Search hundreds of travel sites at once for deals on flights to Caribbean Islands

Round-trip
Economy
Valparaiso (VPS)
Caribbean Islands
Sun 4/18
Sun 4/25
Any month
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Good to know

Low season

AugustBest time to beat the crowds with an average 6% drop in price.

High season

DecemberMost popular time to fly with an average 33% increase in price.

Average price round-trip

$628(avg. price over the last 2 weeks)

Good deal round-trip

$341or less

Good deal one-way

$193or less

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.
  • Morning departure is around 14% 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

FAQs - booking Caribbean Islands flights

How long is the flight to Caribbean Islands from Valparaiso?

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Top 3 airlines serving Valparaiso Destin-Ft Walton Beach to Caribbean Islands

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 29,166 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Pros: "Crew was okay."

Pros: "That i was able to watch movies and headphones and ratEr and snacks was provided"
Cons: "Nothing really!"

Pros: "Comfortable seats and the plane was not crowded."
Cons: "Wheelchair for my mom was not at the gate in Atlanta, she had to walk and we had to still check immigration, customs and reroute our luggage."

Pros: "The way they load the aircraft from the rear for covid safety precautions."
Cons: "The availability to switch my ticket to an earlier flight to avoid a 5 hour layover."

Cons: "Nothing all excellent"

Cons: "The pilot take off, navigation in the air, and landing were horrible ."

Cons: "not the cleanest seat/tray table"

Pros: "Very attentive and engaging crew."
Cons: "really nothing!"

Pros: "Very engaging crew."
Cons: "Waiting 45 minutes, and 30 minutes after flight time for a few bags. They could have traveled on the next flight and arrived at almost the same time."

Pros: "Food was decent. Entertainment was decent."

Pros: "Crew was friendly"
Cons: "The boarding process was rough and haphazard"

Pros: "Free movies"
Cons: "Bad food, cramped seating, slow food service"

Cons: "Left A bag behind in NY"

Cons: "Couldn't have been better"

Cons: "Air conditioning was very loud"

Cons: "Seats did not match seat map"

Pros: "food and service was amazing"
Cons: "delay in seattle caused a loss of a whole day of my holiday. VERY UNHAPPY"

Cons: "I fly regular this was an excellent flight"

Pros: "On time flight, bag made it, great price, can’t complain."
Cons: "Seat pretty tight for an average size adult man. No inflight phone charger."

Pros: "Comfortable"
Cons: "The crew"

Pros: "The crew really took care of us. You could tell they care."
Cons: "I wish the headphone jacks allowed standard headphones. I brought a nice set and didn't have an adapter. I used the ones they included which were ok, but not great."

Pros: "Seating lacked the ability to recline in any way. There were no snacks or drinks whatsoever"
Cons: "The seats could recline. On a top tier airline I expect comfortable seating that declines for the price"

Cons: "Being on time. First it was a problem with the plane but that was fixed quickly. Then it was something about de-icing the plane which took over 40mins which made my son and I miss our connecting flight. The weather didn’t just happen. They should have been prepared."

Pros: "Very kind staff, no complaints about my guitar and even helped carry it to a closet (thanks sooooo much), nice veggie meal, everything was on time."
Cons: "Pretty rough turbulence, but that wasn’t their fault of course."

Pros: "Food and entertainment were non-existent since the flights were so short and on smaller jets.....so I guess 1star isn't really fair, but there was no option for N/A Flight attendants were friendly. VPS-ATL lead attendant was very sweet to a passenger in front of us who was on her first flight alone with her child to go to her fathers funeral in the Philippines. She also thanked a soldier for her service. Love these little touches."
Cons: "I'm so used to the nice screens with free tv games and flight tracker and really missed that on this trip. I'm glad I decided not to pay to upgrade to comfort + this trip for the first time in a long time."

Cons: "Didn’t get our beverage and snack till we were almost ready to land at Charlotte"

Pros: "Didn’t major it on the flight. Sleeping in Atlanta. Not the house I paid for in totrtola."
Cons: "Terrible planning. Didn’t have enough fuel to circle. Took a stupid path. 10 minutes cost me a day."

Pros: "The entertainment was good."
Cons: "The check in and boarding process in Incheon was terrible! My flight ticket was printed and had the wrong name, which the agent at the check in desk did not catch. It was not until I went to the security line when they found a mismatched name. I was asked to go through security THREE TIMES. And then at the gate, I was supposedly "randomly selected" for ANOTHER swab/swipe security check. The flight itself was uncomfortable. There are not enough bathrooms for the number of people seated on the flight. The entertainment was the only excellent and recommendable thing about this delta flight."

Pros: "Nice big plane."

Pros: "flight attendants"
Cons: "As soon as we all were boarded we where told there was a mechanical issue. Sat on the boarded cramped flight for 2 hours until issue was fixed. If there was a mechanical issue then the plane should’ve not been boarded until it was fixed. Much rather have waited in lobby for 2 hours than on a plane with no food and water. Or at least alllowed us to deboard while issues where resolved."

Pros: "Everyone was fairly friendly"
Cons: "Cramped foot room"

Pros: "Quick and everyone was friendly"

Pros: "Good service. Friendly staff. Jet bridge in NRT."
Cons: "Never got a boarding drink; No jet bridge in Shanghai."

Pros: "Quick boarding. Nice crew. No food or entertainment so I couldn't rate those. N/A should be a choice"

Pros: "Movie selection and cable channels"
Cons: "My connection was abruptly changed, it took a long time to straighten out, but they eventually did."

Pros: "Really good about keeping us imformed about the delay with updates from podium and on phone."
Cons: "It was 2 hours late without explanation."

Pros: "Very clean plane and comfortable. Great friendly crew and very good service."
Cons: "Wifi service was slow but acceptable. Not a big issue."

Pros: "Food was not offered on a short flight, the one star does not mean bad. There was no other option same for entertainment"

Pros: "I love the new snack choices! Way to go Delta for offering Kind bars now!! This is awesome."
Cons: "Tiny old plane, props blocked my window view, no entertainment system."

Pros: "Crew were friendly and understanding"
Cons: "Flight was delayed 4 times, didn't land in ATL until almost 4 a.m. Still was charged for bags and when I called in to reschedule so I could get another nights sleep they said next flight wasn't until 10 the next day and there was charge for that. Also my flight from ATL to Boston earlier that week was delayed 3x. Overall not impressed with this connection. Meanwhile another flight to Boston from ATL left and I was not notified or selected for this change."

Pros: "Great service, polite staff"
Cons: "Incredibly tiny seats, even for my girlfriend, who is 5'6""

Cons: "Very obese lady in middle seat, 30 D who took more than half of my seat. Not sure how you can correct for that, but made my trip terribly agonizing."

Pros: "John at Destin/Fort Walton Beach airport (VPS)was excellent! Helped us overcome some problems & get us seated. All worked fine from there."
Cons: "No problems"

Cons: "I was on the way to the airport when I was notified of the 1st delay. I am sure Delta knew there were issues already and should have let me know earlier in the day. The delays kept increasing. We were offered snacks at the gate. That is it. No free drinks on the plane, no free premium movies. Very bad customer service. More explanations were needed as to the cause of the delay."

Pros: "Weather, I think, caused a delay for my flight to Atlanta from Dallas which results in missing my connection. I was traveling with my 4-year old granddaughter. However, when I arrived having already missed my flight, I found special assistance area and was able to immediately connect with an agent who booked us on the next flight (last flight of the day to Richmond). Saving the day."
Cons: "All the planes were full and did not have enough room for carry on causing delays and getting the flight off later. The gate agents and crew did what they could to get the plane loaded faster, but they loaded the front first and those in the back could not get past making loading the plane take even longer."

Pros: "Very clean aircrafts"
Cons: "Don't like how you have to pay extra to pick your seat. This is something that budget airlines usually do, so I was surprised Delta did this. I was unable to sit with my boyfriend, because we elected not to pay additional fees to pick our seats, yet there were many open seats on our plane. I would choose United over Delta, as they don't force you to pay extra to sit with those you are traveling with."

Cons: "My seating. Location. We checked in 22 hrs before the flight and received C4 c5"

Pros: "Friendly, friendly, friendly."

Cons: "Our seats were assigned at the gate. We were literally seated in the last 2 rows of the plane. It was loud and tight and I would have NEVER booked those seats!! The whole fiasco was a complete turn off. And will make me reconsider booking through delta especially if it's a connecting flight!"

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."

Cons: "The seats are uncomfortable and cramped"

Cons: "It could have been cleaner. I wiped the arm rest with my disinfectant wipes and that arm rest was dirty! I wiped everything else around me. Not clean at all"

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

Pros: "Crew was nice and I was comfortable"
Cons: "Well on the way to Florida I had an entertainment screen that froze and in this flight the screen was blue needing maintenance so it was out of service too."

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: "Smooth ride"

Cons: "Feeling of being cramped"

Pros: "Crew was great!"

Cons: "Todo bien"

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."

Cons: "Crampt space, cold cabin"

Pros: "None"
Cons: "Long delay"

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

Pros: "The service was excellent and the flight on time. Love American."
Cons: "The seats have been refurbished and if you are a plus size the seats are uncomfortable."

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: "Poor service"

Pros: "I loved everything. No complaints. American airlines is one of the best airlines I have flown with."

Pros: "I liked that we got to San Juan safely. The crew on board was very accommodating."
Cons: "Due to the delays, we missed our jumper flight and American refused to compensate. Also, only had two cookies all day from 8:05am until 3:45 pm! No sandwiches as promised. We were delayed approximately 4 hours total. Had to take a taxi ($85) to Fajardo to HOPEFULLY catch last ferry to Culebra. Guess AmericansAirlines doesn’t care if you have to sleep at the dock!"

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: "On time"
Cons: "Cold cabin"

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: "Nothing"
Cons: "Everything"

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

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

Pros: "I liked the easy boarding and exiting process. I liked the crew, they are all trained very well and seem to enjoy their jobs."
Cons: "A lot of the planes have not been updated and have poor comfort and entertainment. This is unfortunate, due to the price that we are paying for this travel."

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

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: "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"

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"

Cons: "No have owned screen TV"

Pros: "Everything"
Cons: "Nothing"

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

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: "Gg"

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

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."

Cons: "Last minute plane change due to incomplete repairs was a bummer, but I appreciate that they caught the issue before we took off"

Pros: "Ground crew at VPS was very helpful during a long delay."
Cons: "Delayed ( four hours) because United, or whatever regional flyer they use, did not have a first officer to fly our plane to VPS. Of course, we missed the last flight back to Amarillo. Now, I’m missing a day of work. This flight is now costing me a fortune, as well."

Pros: "The crew was amazing as always with United."
Cons: "I believe that the food would had been better."

Cons: "bad"

Pros: "nothing spectacular"
Cons: "paying for wifi to access the "free" movies/TV shows....ridiculous. Miss the good old days when everything was included in the price of a ticket. now you have you pay for everything :("

Cons: "The flight was a little early which I truly love! Everything else was just fine."

Pros: "The crew was polite"
Cons: "Leaving on time, movie selection and an update on the delay before boarding the plane"

Pros: "The crew was pretty good."
Cons: "Wish they offered better snack options but I’m not complaining"

Pros: "The crew was great."
Cons: "The seats are very hard making a 3+ hour flight pretty uncomfortable."

Pros: "No one was sitting next to me. Fast flight ahead of schedule."
Cons: "No food. Had the back row so I couldn't recline."

Cons: "The food was terrible."

Pros: "Nothing"
Cons: "They were not on schedule and I missed my connection. They said it was not their problem and can't compensate me. On top of all that they were rude!"

Pros: "When they removed the crazy man sitting next to me and we deplaned"

Pros: "Friendly, cheerful cabin crew."
Cons: "If I wanted to check my bag I wouldn't have dragged it through the airport. Boarding was a mess. Too many people put both their personal item and their bag up top. The whole boarding process stopped when people with bags there was no space for ran into people trying to get to the back of the plane. It was stuck still for a good five minutes while we figured out how to un-jam the space. I blame airline policies that discourage checking a bag, at any weight. I really dislike gate checking a bag."

Pros: "The free movies and tv shows on flight back. The snacks and free beverages."
Cons: "My baggage was lost"

Pros: "The seats were somewhat comfortable."
Cons: "Almost nothing was included with the ticket purchase."

Cons: "Late departure with no explanation. Had to walk outside in freezing snow and rain. Miserable."

Pros: "The crew and overall experience was very good. Things were on time and communication between crew and passengers was very good"
Cons: "It would be nice if United staffed their check in counter more than three hours prior to the flight or at least told their customers not to arrive more than three hours prior to the flight. We arrived early to avoid lines and congestion due to spring break, TSA, and customs only to find the counter closed."

Pros: "Snacks"
Cons: "Nothing"

Cons: "several people assigned to the same seats, mine included. lots of last minute moving around."

Pros: "Handicapped assistance was great. Our connections at from between flights was 35 minutes. We had to go from terminal B to C by wheelchair for my Dad then by electric cart to get to our next gate. We barely made it. They were boarding when we got to the gate. On our flight to our destination we were given the wrong gate and terminal. We actually were supposed to go from terminal E to B at opposite ends of the airport. We missed our connectio and had to be teschuled 6 hrs later. Then that flight was cancelled and we had to pay for a hotel and missed a whole day of our trip. These connections were paired by United no by individual choice. IAH is a very difficult airport to travel through. I won't fly United again!"

Pros: "Everything went smoothly!"

Pros: "Good legroom. Did not feel cramped"
Cons: "No access to movies because my earbuds would not plug into the hole for them. All food was nasty, inedible. Breakfast so bad even the smell of it polluted the cabin for the remainder of the flight. Just a cold ham or turkey and cheese sandwich would have been preferable. Attention from flight attendants was haphazard at best. Chose this flight because of good flight times but in future will avoid United if at all possible."

Cons: "Extremely frustrated at having to wait a full hour for baggage to be delivered to baggage claim. Otherwise, fine--the typical comfortless, joyless flight that all airlines provide."

Pros: "Zero leg room! That actually was surprising as most other airlines have a lot more legroom. In flight entertainment was also lacking. Doesn't make sense to pay $7.99 for a 2.5hr flight. A lot of other airlines offer some sort of complimentary in flight entertainment. Also the luggage didn't start coming out for at least 30 mins of waiting at baggage claim. Not the worst experience I've had flying but far from being a good experience. It probably isn't worth flying united unless it's 1st class. But even they had to wait 30+mins for luggage!"

Pros: "Fast boarding. Flights were on time."
Cons: "Very cramped seating in the back of the plane."

Cons: "I never went to the destination you are sending this to me for. I've never heard of Valparaiso."

Pros: "Boarding was a bit crowded and hectic. The food was good as was the service. We had tons of entertainment options."
Cons: "Checking in in Amsterdam was a nightmare. Long lines everywhere. They can't handle the volume of passengers efficiently"

Pros: "Nothing"
Cons: "Everything, United blows"

Pros: "Nothing special"
Cons: "After paying for the flight, $7.99 to view Direct TV. Don't be soooo cheep!"

Pros: "Because flight wasn't full, had extra room"

Pros: "Everyone was very friendly and a very smooth ride"
Cons: "Everything was excellent"

Cons: "When asked if we would volunteer to give our seats away if they were needed we said yes, only to be told last minute that we would need to board and that our original seats were taken which in turn caused us to fly both legs of the trip seated apart from each other."

Pros: "Having movies is the best, followed by pillows and blankets"
Cons: "Stressed and unfriendly attendants (except 2). Didn't ask meal preference, just gave me chicken and I had to ask for switch. Would say things like "I don't have time" and "we'll do it later when the cart comes around". Only had 1 drink service, I don't think they made it all the way to my row. Very different than flight from USA to Paris."

Cons: "It was a 6 hr. flight and neither entertainment nor food was complimentary. We were given a tiny pack of pretzels. You expect to at least receive a lunch on a 6 hr. flight. Disappointing."

Cons: "My plane was delayed so my connecting flight left me so I had to sleep in the airport."

Pros: "I was upgraded to Business Class when I requested to be upgraded after a two days delay in Jordan and Germany. This was my first Business class experience and I loved the extra care and attention provided by staff. Around the clock service and they knew my name. I was well taken care of."
Cons: "Loved everything. Lufthansa knew how to turn my disappointment after the two flight delays into complete satisfaction by the upgrade to Business class. Thanks."

Pros: "The upgrade was awsome"

Cons: "Last take off caused me to to miss my connection and they had to reroute me through an additional airport."

Cons: "Long layover"

Pros: "Crew was nice and friendly."

Pros: "From Akron to Cleveland it was a great trip"

Pros: "The people I sat next to."
Cons: "I missed my first flight because the plane left 15 min early. I was at the gate before the plane detached and the guy said I should be on the plane 15 min before and that he wasn't going to stop the plane from going. I had a business meeting that I was trying to get to so him doing this completely ruined my day and purpose for flying and spending $300 on a flight. I have NEVER experienced anything like this. Once on my rescheduled flight the attendant made several comments about the fact that I had a pillow with me. If you don't know someone situation then you should make any comments at all. I had just finished a 5 day drive across country and unfortunately the pillow needed to get home with me. Not a single employee was kind welcoming or helpful. I will never fly with this airline again. I will be letting EVERYONE I speak to know about this experience and I plan on writing reviews wherever I can find."

Pros: "The on board crew did a good job but didn't have much to offer us."
Cons: "No more seat back pocket. Its aolid plastic now & nothing fits. No meal service on a 4 hour flight. That's ridiculous. No check in counter. Just a sea of people fighting for kiosks to self check in. Bad enough there's no more ticket agents, they could at least have an organized line."

Cons: "My luggage got soaked in overhead compartment. Signed rare book was ruined by another passengers' luggage that leaked liquid and soaked my bag and contents inside."

Pros: "Excellent service and friendly staff"
Cons: "Absolutely not enough room to stretch your legs"

Pros: "I was happy to find a straight flight to Houston"
Cons: "They didn't call for infant in arms they just started boarding after anyone other diablitie me boarder. I really need that extra time to get situated, get my son out of the stroller and not be stuck trying to squeeze down the small aisles with him and waiting for others to get seated. The seats were tiny and I had to wait about 20mins after we unloaded for my stroller. Traveling with a small child is hard as it is but the circumstances made it even harder"

Pros: "Everything was easy."
Cons: "The plane was hot"

Pros: "Same as previous flight"
Cons: "same as previous flight"

Pros: "Due to operations, maintenance, crew arriving late (the excuses kept changing) our flight was 2 hours and 15 minutes delayed! I understand things happen, however, I've flown in Delta and when they had delays they brought complimentary snacks and drinks for us at the gate. United did nothing but give excuses, changing reasons for the delay. The flight was 2 hours late, which would push us from breakfast to lunch yet they provided no extra food! They gave us direct tv instead."
Cons: "Very delayed. Poor compensation. Poor explaination. They just didn't manage the situation well, customer satisfaction should be their first goal and they didn't seem to care. Fortunately for them, we were all a patient good natured group of passengers, but now that I think it over, we WERE mishandled and we should have been more upset"

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Valparaiso to Caribbean Islands

Airlines flying from Valparaiso to Caribbean Islands 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 Valparaiso to Caribbean Islands

Mandatory masks

Masks required on board, masks provided on flights from Valparaiso to Caribbean Islands

Social distancing seating

Middle seats unavailable to book on flights from Valparaiso to Caribbean Islands

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Valparaiso to Caribbean Islands

Book cheap flights from Valparaiso to Caribbean Islands

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American Airlines
23h 54m
VPS - SXM
7/7
Wed
3 stops
United Airlines
52h 40m
VPS - PUJ
-
1
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