Find cheap flights from Pensacola to Caribbean

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

PNS — Caribbean
Jun 18 — Jun 251
Round-trip
1 adult
Economy
0 bags
From?
To?
Sat 6/18
Sat 6/25

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

Good to know

Low season

August

High season

December

Cheapest flight

$184

Average price round-trip

$767

Good deal round-trip

$343

Good deal one-way

$144
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 13% increase in price.
Flight from Pensacola to Santo Domingo Las Americas
(avg. price over the last 2 weeks)
or less
or less

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 17% 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 flights

Top 5 airlines serving Pensacola to Caribbean

Scores according to KAYAK customer reviews
7.9
DeltaOverall score based on 30741 reviews
8.1Boarding
7.8Comfort
8.5Crew
7.8Entertainment
7.5Food
Airline reviews

I do not understand why you don’t offer Wi-Fi at a rwasonable cost

Read more about Delta

I do not understand why you don’t offer Wi-Fi at a rwasonable cost

Smaller plane less roomy. Snack options limited. I understand it may be due to was a short flight. Gates for connecting flight was a hike.

Pros: "the crew were very helpful providing all information I need it"
Pros: "The crew was very nice and helpful, I had a nice spot on the plane, and it went very smoothly, especially considering the circumstances. I was supposed to be flying to Seattle later on, but I had to change my flight last minute because of the virus. The whole Delta team was very understanding and considerate and it made the process much less stressful."
Cons: "My flight was cancelled and rescheduled for a later time the day before and there was a lot of changing of gates and running around, but I understand that everything has been hectic and I don’t blame that on you, I know you’re all doing your best."
Pros: "The crews were super accommodating and my seat was so comfortable I actually feel asleep which is something I have never done on a plane before."
Cons: "Load the plane from back to front. It makes sense as people leave the plane from front to back"
Pros: "nice crew and newer plane"
Pros: "Nice crew, easy process"
Cons: "Everything was fine"
Pros: "The plane was nice"
Cons: "I’m still sitting in Minneapolis so I would have liked to be at my destination. And I had to pay for the overnight accommodations."
Pros: "Very smooth flight. On time take off and landing. Excellent in flight entertainment. Great crew."
Pros: "Wow. I have been flying American and United for years. Delta is friendly, competent, professsional and enjoyable. They treated us like friends instead of like cattle. It was great! Great job Delta. Oh, and for the first time in 50 years of flying my bags arrived sky first. Yes! They get it!"
Cons: "Perfect experience. Well done. Treat people like friends. Simple. Works."
Cons: "Again, make sure to note conspicuously that luggage price is not included."
Pros: "Everything met my expectations"
Cons: "Refreshments"
Pros: "Flight was on time, smooth take-off and landing, and gluten-free meal available (ordered before through Delta.com). Alcohol was available at each drink service."
Cons: "No gluten-free snacks, lack of gluten-free awareness by crew, and gluten-free meal had an apple instead of the (gluten-free) ice cream bar the other meals included for the dessert."
Pros: "The crew really kept us updated on the many delays."
Cons: "There were SO many delays and they kept changing. At one point we got on and off the plane."
Pros: "Awesome Customer Service"
Cons: "Nothing"
Cons: "Good"
Pros: "The seat was comfortable"
Cons: "Seats could be a couple of inches wider"
Pros: "I like how friendly the crew was"
Cons: "Our flight was delayed by an hour and we had a connecting flight IN ATL that we had to get to in :30 minutes. By the time we got off the plane we had :15 minutes to get to our connecting flight. We barely made it. They were about to close the door on us. Didnt really appreciate that."
Pros: "Very smooth and friendly TSA personnel at the security point. Very friendly and respectful of the military. My husband is a Vietnam veteran."
Pros: "Boarding was smooth"
Cons: "Awful flight attendant that was rude in not passing a snack to us and then not handing a bottle of water to me when snacks were being stroked to the passengers. When asking her why she didn't provide us a snack she said that this is a plane and when the captain says we have to land that she doesn't have to pass out snacks. The interesting thing is that all the other passengers around us receive snacks and bottled water except us. When we were leaving the plane after it landed my mom had to stay behind while I went to the front of the plane a good wheelchair assistance. The same stewardess said why did your son leave you and my mother had to correct her and say that he went to the front to get wheelchair assistance. The lady was very rude and didn't know proper manners."
Cons: "Was not allowed to check in even tho flight was delayed. Horrible!"
Cons: "The Delta staff in the Augusta airport seemed to have a hard time with getting people boarded - the instructions for what zone was being boarded and who could take what baggage or who was going to need to gate check bags was... not good."
Cons: "SeAts"
Cons: "8 hours waiting in airport for a flight that could have been canceled at 3pm and given us our day back. We are traveling as a couple and one of us has a medical procedure scheduled that can’t be canceled. The lack of preparedness for this weather situation is disheartening."
Cons: "We were on the tarmac for almost 2 hours. It's probably LaGuardia but the experience was very bad."
Pros: "It’s was super smooth! Fast service and great customer service."
Cons: "The intercom was a little messed up."
Pros: "A3A"
Cons: "Ĺ"
Pros: "Everything was very standard, good crew, good gate agents, smooth flight."
Cons: "I purchase tickets using credit card points and was not allowed to have seat assignments until 24 hours before the flight. This is NOT going to work for me in the future"
Cons: "The boarding process is quite confusing with all the different categories of people prior to the actual listed "zone" boarding. As an example, if you have a "Zone 2" boarding pass, you think you will be second to board when in reality that means you are second to last to board. After those who need extra time, those with small children, active military, premier, whatever.... all that covers about 2/3 of the passengers. Then of course there's all the stepping over those who already boarded which seems to slow the process overall. It would be better to ask these questions when making your reservation. Then, the zones would be appropriate based on how you made your reservation to begin with."
Cons: "My flight was delayed over 3 hours and I have reached out to Delta and no one has called or emailed me back."
Pros: "The movies were great and the boarding was more streamlined.the plane was clean and in good condition."
Cons: "The seats are getting smaller and more cramped. There still better then American but ugh. Delta's is stingy with their snacks unlike Southwest gives you two or three without even asking you have to beg for two from Delta and they act like it's breaking rules"
Pros: "Great service and staff. On time both directions."
Pros: "I love Delta, especially their newer planes that have screens in the backs of headrests and free movies."
Cons: "Leg room is never enough. I'm 6'1"."
Pros: "Movies"
Pros: "Flight Crew were friendly and attentive. Boarding is well organized."
Cons: "My itinerary was changed multiple times, most importantly impacting my arrival time into Victoria BC. This flight was changed twice, the first time I received an email notification telling me the new flight was an hour later. When I got my check-in email 24 hours before my trip was to begin I noticed the arrival time for my return flight had been changed again, this time arriving another hour later. I received no notice for this change. Other than a shuttle service, there are no late night public transit options from the Victoria airport into town--a 25 minute drive. I was left with 10 minutes between the late arrival of my flight to claim my bags, clear customs and try to make the last shuttle. I specifically purchased my ticket so I would have plenty of time to make this connection. I missed it and wound up having to take a $60 (not including tip) taxi to get into town. Changing my itinerary to arrive 2 hours later without notifying me is unacceptable. I've never had any pot-purchase itinerary changes happen to me on Alaska Airlines, which also has regular service between Seattle and Victoria. I'm inclined to make sure I always use them from now on."
Pros: "great staff . clean. current movies"
Cons: "n/a"
Pros: "I liked the fact that I was able to watch a movie on my phone."
Cons: "The flight was very rough at times."
Pros: "Allowed Pre boarding of infant (which American no longer does), complimentary food, entertainment on domestic flight, and friendly staff. Delta is upping the game!"
Pros: "Friendliness, spirit, organization of crew."
Cons: "The obvious- no leg room, no food"
Cons: "Took forever to board and get off the plan."
Pros: "Wi-FI available (although I didn't use it)"
Cons: "No direct flight in the morning, so had to take two connecting flights, and leave home very early in the morning."
Pros: "Same as above."
Pros: "Premium boarding breakfast sandwich pretty good"
Cons: "My screen stopped working in the middle of an episode."
Pros: "Thank God I was able to get a refund"
Cons: "Goog"
Pros: "Boarding was efficient"
Cons: "My luggage didn't arrive with me"
Pros: "i was able to use wifi during the flight which made the time pass by fast."
Cons: "i asked one of the ladies if they had blankets since the plane was freezing she told me no but everyone in first class recived a blanket whether they used it or not. i guess the people in zone 2 and zone 3 dont matter. the seats are the worst! they dont even sit at a 90 degree angle your more like sitting forward."
Pros: "Everything"
Pros: "Inflight entertainment"
Cons: "the flight attendant on my first flight was awful. Ride and incompetent. The second flight was delayed 1.5 hours with no explanation and now we are waiting for our fate to open up in Denver. We were told it would be 5 minutes but so far it has been 30."
Cons: "had to check my carryon which got WET sitting outside to be loaded on the plane. It was a cloth bag."

Check in was very horrible. A lady named Biko ( a supervisor was extremely rude and very mean to passengers. I and a few other passengers almost missed our flight due to lack of professionalism. When I reserved and paid for my ticket, I had requested wheelchair assistance due to severe nerve pain going down my legs from my hips making it very difficult for my to walk. I politely informed the BA agent that was attending to me that I did not check prior to coming to the airport but to verify that my request was active since I used it when I came but to my surprise, Ms Buki said that I was young and did not look like I needed a wheelchair and actually accused me of lying. She also refused to pull up my original ticket as proof when I asked her to as her to. After all said and done, I made my flight just in the nick of time. After going through all this, I arrived Seattle but none of my 4 checked luggages made it. I went back to the airport 24 hrs later and waited for 3 more flights to come in and nothing came in. I have both medical things and lots of sun dried food items that I spent a lot of money on purchasing and preparing/ packaging to meet travel requirements and so on. Now they may all spoil due to this delay. My hand luggage that I was forced to check in at the last minute has my meds too. Please help. I also hope that there will be adequate compensations too. You can contact me at 915-4083336. Tag#s are BA403685, BA403686, BA403687, BA403838

I thoroughly enjoyed the service and attention from the crew from my flight with British Airways. Will try to book with them anytime I can.

Cons: "I really did not find anything to improve, it was a pleasant flight"
Pros: "Great crew"
Cons: "Very old entertainment system"
Pros: "Pilot announcements were very clear"
Cons: "Too many oversized cabin bags"
Pros: "Everything."
Cons: "better assistance for people on wheelchairs in the airport."
Pros: "Flight left on time and arrived in Lyon early. Crew was attentive."
Cons: "Seat wouldn't go back."
Pros: "Boarding was simple and fast!"
Cons: "Online checking did not give me the option to change my seat. This could have been better."
Pros: "Seats and crew great boarding was a nightmare"
Cons: "Better boarding patrol"
Pros: "the food was surprisingly good; crew very helpful after I was asked to switch seats due to screen malfunction, they helped find space to move my carry-on further front as well and assisted in getting it back after landing"
Cons: "there was a mechanical error which kept us on board the plane for 20 minute increments for nearly 3 hours until they had us switch planes"
Pros: "Friendly crew, uncrowded plane."
Cons: "NA."
Pros: "The people from British airways were incredibly helpful."
Cons: "British airways pushed the flight time which made the original connection flight from Heathrow impossible. They notified justfly the company who we used to book the flight and told them the reservation would be cancelled. Only justfly never did something about that. They did not notify us about any changes and when we arrived at the airport the lady at the counter told us we don't have a reservation even though justfly happily took our money. If it weren't for the BA staff who rebooked is through Air France we probably wouldn't have made it."
Pros: "Ran into some turbulence and the pilot did a great job calming down the passengers and explain the weather situation."
Cons: "food option were limited, only one meal choice left"
Pros: "Fantastic crew and food reasonable for plane food. Air blowers didn't work. But all in all I had a comfortable flight. Don't like layout of Heathrow - everyone super nice but bus rides between terminals cost me 30-40 minutes having to go through security again. I understand the need but would be nice if flights came and left from same terminals where possible."
Cons: "The entertainment screen stopped working mid way through the 9+ hour flight. Plane was older. The head rests were weird - they weren't flexible so hard to hold in place."
Cons: "finding the gate only 30 minutes before eprture in long walk for 76year old man glass of soda for $3.50"
Pros: "Staff were friendly."
Cons: "Heathrow’s use of buses to move passengers around is ridiculous for a modern airport. No water offered on flight exacerbated by dehydration from previous flight. All refreshments for a fee. I will not fly BA again if there is an alternative."
Pros: "Nice staff. Decent entertainment system."
Cons: "Lack of leg room. Uncomfortable seats."
Pros: "It was a short flight but everyone was proper and professional, as I like!"
Cons: "Nothing really"
Pros: "The flight itself was fine"
Cons: "The delay made me miss my connections, and cost me a day at a festival I paid a lot of money for and planned 6 months around. the options given by staff were not too helpful"
Pros: "We made it"
Cons: "Might be the London airport but we did not know what gate to go to until boarding time."
Pros: "The flight crew was amazing. The entertainment system was great"
Cons: "Landed almost an hour late. Food was HORRIBLE. worst pasta of my life. The crew while kind, we busy chatting in the galley most of the flight. Never came around (besides the initial drink cart and the meal) to offer water or check on passengers. They forced me to close the window while we were flying and I bought a window seat so i could look out. The boarding process was very slow and disembarking took ages. Problems with loading the baggage led to an issue at baggage claim where they were stuck."
Pros: "We got there"
Cons: "No food service without payment .Not even a drink"
Pros: "very pleasant attendants. good amount of snacks and drinks. good entertainment options"
Cons: "a bit crammed"
Pros: "Best flight I’ve ever been on. International is always better but it was more like flying in the days of old when you weren’t just a body in a seat. Thanks BA"
Pros: "The Business Class accommodations and staff were excellent. The boarding process was on-time and painless and made a very long trip enjoyable. Despite my poor experience checking luggage, see the dislike comments, there were two employees who did go out of their way at the end of my poor check-in experience to help me. I did not get their names, but their good service was greatly appreciated. The plane crews were also awesome!"
Cons: "1.Outdated website information: I have a small travel guitar that fits in the overhead bins and I always take it with me when I travel, with no issues. It counts as my overhead carry-on. I checked the British Airways website prior to leaving the U.S. and it said small instruments were okay. I was able to board from San Jose, USA, with no issues. However, I was told at Heathrow that no stringed instruments were allowed at all, under no circumstances, ever, no matter the size, even Business Class, even First Class, even if other airports were not enforcing the rules. The rules that ARE NOT LISTED ON YOUR WEBSITE 2. Poor customer service: Due to the above, at Heathrow airport, I had mixed signals everywhere and had to check-in THREE times, twice to oversize, I was sent back and forth all over the place, finally having to go all the way through the airport to pay to have my item boxed. Most of the folks along the way were extremely unpleasant and rude and acted as if it was the craziest thing in the world that I would have a carry-on travel guitar. TRAVEL guitar, small, not full size, not needing any special treatment. Most of the agents, who knew I was struggling with this, did not help me, for example, I had to wait in line all over again, twice! There was one woman that tried to help me and put me to the front of the line on one occasion and the last agent was helpful as well. I did not get any names, which I should have, because at the end, I FINALLY had those two staff members who helped me (see liked comments). I still had to check my box, but the final agent really went out of her way to make me feel better about the experience because she could see that I was given the runaround. But the folks at Oversize and the pre-Security line, were absolutely horrible and rude. No excuse for it at all. None."
Pros: "comfortable seats, pleasant atmosphere, nice landing"
Cons: "lousy sound quality with the ear phones"
Pros: "Plane comfortable, crew helpful and competent, food fine."
Cons: "No Club World lounge in Ft Lauderdale despite BA's advice to arrive three hours early for intl flights. Shocking waiting area - crowded, noisy, shabby."
Pros: "Security check was quick and easy."
Cons: "The flight left 35 minutes late but arrived on time"
Pros: "Food, seats pretty good , movies offered some good choices much better than US carriers"
Cons: "Heathrow airport at 4:30 AM not fun at all"
Cons: "My bags didn’t make it into this flight. Pathetic operations. Have to wait 24 hours for bag to come. Very inconvenient."
Cons: "Please include a complimentary tea and/or snack."
Pros: "Crew was friendly and helpful."
Pros: "Food good."
Cons: "Delayed takeoff due to customer replanting and hunt for their luggage. Noisy children throughout flight. Unable to nap due to noise."
Pros: "Getting to my destination and unwrapping my legs, standing up and stretching!"
Cons: "The seats were cramped, and the toilets were ridiculously small. Why do people taller than average have to spend ten hours plus with their legs folded up like pretzels?"
Pros: "I liked arriving safely at my destination despite a delay due to atc strike. Thank you BA pilots for doing a great job. Not to mention politely letting passengers come view the flight deck during the delay to ease the boredom."
Cons: "When kindly asked a question by me, one of the staff didn't understand and instead kept insisting we didn't need a landing card (we did). Tried to rephrase the question and she persisted without trying to understand, rolling her eyes and swearing under her breath. Oh, and did I mention the part where we had to pay for our checked bags again? 75€ per bag. For me and my wife, that's the equivalent of a third ticket for our flight. May as well had our luggage fly next to us. So rude staff and exorbitant pricing for things that somehow weren't logged through third party. Cheers! (Sarcasm)"
Pros: "The entertainment system & the food."
Cons: "The seating was a little tight and there was no lunch before arrival..."
Pros: "the flight was very comfortable and we had a very pleasant flight. The food was very tasty, and all in all the flight was very high standard."
Cons: "there was some air hosts strike so service was slower than expected, but all in all the crew was able to attend everybody's needs. landing was a bit rougher than usual."
Pros: "Service"
Cons: "Food wasn't great."
Pros: "Great it was a short flight."
Cons: "Plane had no entertainment"
Cons: "late on two occasions first one 20 mins second and the n an hour. Not told why. Then boarding passes had to be reissued with different seats ..whole thing a shambles"
Pros: "No issues."
Cons: "You need to pay for drinks and snacks - feels like low cost airline."
Pros: "This flight is was by British Airways - Excellent flight experience!!"
Pros: "staff were good"
Cons: "out of date entertainment food"
Pros: "Liked the healthy food and new TV entertainment system."
Cons: "Didn't like that the steward put the spray downwards on the floor before flying. They should spray it upwards. They removed the snacks. I would be prepared to pay an extra £10 for unlimited snacks. They need to clean the toilets every few hours as the flight is 13 hours. By the end of the flight the floor of the toilet was disgusting. The cushion was horrible."
Pros: "Arrived at gate for general boarding and was in my seat in 5 minutes. Crew was friendly. Announcements are not annoyingly loud, so as to startle me - or other passengers. Crisps and a G&T were fine for a 1.25 hour flight. The coat hooks on the side of each headrest is convenient (wish they would be used more...see cons)"
Cons: "luggage overhead stuffed with jackets and small shopping bags. I travel with a slightly larger than average daypack. I tried to rearrange bags and coats quickly in the overhead to fit my pack but with people waiting behind me to get to their seats, I just decided to stuff my pack under the seat. It was sticking out a bit but the FAs didn't notice (or ignored it). I've heard recently on some flights that the FAs ask passengers to hold onto their coats until boarding is complete. Afterwards the FAs took about 90 seconds to walk the aisle and place coats in the overhead by passenger request in front of the luggage. I find this an efficient way for boarding to move a little quicker and get more luggage (and probably the same number of coats) in the overhead."
Pros: "Very organized. Weather delay due to fog was unavoidable but made up time enroute"
Cons: "Would have like a few updates at the gate, but staff did not update."
Pros: "The food was actually quite good, free beverages (including alcoholic) was great addition. Compared to Amercan airlines, I was very impressed with the number of meals and snacks we were served. Some meals better than others, but you can't beat the value."
Cons: "LIke most planes, the seats aren't roomy in coach class, but the seats were comfortable with nice headrests. Leg room, especially in window seats, what almost non-existent."
Pros: "Same as before. But I flew with Iberia."
Cons: "Our flight left two hours late causing us to miss the connection in London going to San Jose. We stood in line for 5 HOURS while British Airways tried to arrange for us and many, many others to get to their final destination."

The two flight attendants in this flight were quite good, Lindsey and Mike. They did a great job being proactive and engaged appropriately.

Just perfect

It was a 10

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.

Cons: "Almost 4 hour delay."
Cons: "Amazing!"
Pros: "The plane, Embrair 175 is very comfortable."
Cons: "N/A"
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"
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."
Pros: "Time of flight"
Cons: "Aircraft had no screen, old, uncomfortable"
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: "Speedy check in and security check in. Seats in plane comfortable. Staff wonderful"
Cons: "Nothing,"
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"
Cons: "Our departure flight was cancelled several times and we were not given an explanation. Poor communication and customer service."
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: "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: "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: "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: "Flight was on time, seats were comfortable."
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: "not bad, I upgraded to first for the leg room, I'm 6'6", so it kinda worked out."
Cons: "Very old plane."
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: "The weather was bad in Dallas preventing our landing. Our plane had to be diverted to be refueled which caused us to miss our connecting flight. There was no one at the counter to help us, but one of the crew told us to call the 800 number which told us our connecting flight was in the air. When we finally found someone to help us, they rescheduled us for the next flight out 11 hours later. When we asked about accommodations, we were told there would be none since it was weather related. Then we were told we could "look for a cot", but she didn't know where any cots were."
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."

Great experience

Pros: "I like that I was finally able to come home"
Cons: "The United Airlines reps could have shown some empathy to the passengers who were delayed. The arline knew we had connecting flights and could've alerted the other flight that we were there and to wait on us. The connecting flight was scheduled to leave at 9:50. I arrived at the gate at 9:49 only to find that the flight had not only boarded but had already left. The reps at the counter showed no level of empathy and acted put out when asked to provide transportation to the reassigned gate. Lastly, the flight could've offered something more than a $10 food voucher, especially since the majority of the food in the airport is greater than $10."
Cons: "Plugs would be nice. Food isn’t great and drinks are more expensive than other airlines"
Pros: "Crew was very nice!!"
Cons: "Space on seat not comfortable for tall people"
Cons: "Seats could have been better. Very uncomfortable seats"
Cons: "Again, left stranded in SC."
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: "Comfortable seats with a touch screen with plenty to choose from to entertain. Updates from the cockpit often. Good music as we boarded and exited the plane to set the mood. Very attentive staff. Would love to fly with United again, soon."
Pros: "EWR gate personnel tried to move things along. Seat was roomie and the flight attendants were pleasant. Flight was on time and landed early. No complaints."
Cons: "Long TSA lines at EWR, but they moved."
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: "Crew was very nice"
Cons: "Sits are very uncomfortable"
Cons: "We were delayed by more than 6 hours."
Pros: "All in the prices!!! Accesibility!!!"
Cons: "The prices changes too much!"
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: "Services , on time"
Pros: "All the way we had a great atencion from all the crew and airport facility thanks"
Pros: "First and foremost, our flight arrived 25 minutes early! Nuff said!"
Pros: "Seat more comfortable and any entertainment."
Cons: "The seat."
Cons: "Delay?????"
Pros: "Friendly & informative captain & crew"
Cons: "Smooth flight, no complaints, A+"
Pros: "We got there safely with our stuff."
Cons: "The stupid led by the unwilling."
Pros: "Estaba supuesto ser un viaje barato y puntual"
Cons: "Pero no fue de esa manera yo soy un paciente esquizofrénico y padezco de vipolarida más tengo problema con el azúcar mas padezco de sleeping adnnea.y muchas otras condiciones.y mi vuelo no salió cuando. Tenía que salir.yo vivo en perth ambos y era muy difícil viajar para Mi en tren para luego tener que pasar todo lo que pase.deverian por lo menos recomendarme con algo desierta por todos mis inconvenientes."
Pros: "On time and comfort"
Pros: "Smooth boarding"
Cons: "No entertainment of any sort available unless paying."
Pros: "It was a good flight. The attendants were courteous and accomodating. There was nothing to complain about."
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: "Lots of delay, not so friendly flight attendants"
Pros: "very helpful"
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."
Pros: "The personal are very amability"
Pros: "Love the crew!"
Cons: "The delays was horrible!!"
Cons: "I missed my second flight by 10 minutes due to a delay from my first flight and was only refunded a small portion luckily I found a good price with Jet Blue wich worked out better"
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: "My flight was on time. I appreciate that."
Cons: "Narrow seats. Literally no leg room for me. It was a terrible time for me, especially since I was in the middle seat."
Cons: "Everything"
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!!"
Cons: "It took to long to board the flight"
Pros: "Boarding"
Cons: "Excellent"
Pros: "The service since I am handicap"
Cons: "Seats were uncomfortable, very firm, back of seat was like leaning against a piece of wood. OK for this short flight, longer flight would have been extremely uncomfortable."
Pros: "Everything"
Cons: "Comfortable and affordable!"
Pros: "What I like the most was that it was on time, also the crew was amicable."
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: "Good Speedy trip very awesome Pleasant helpful people"
Cons: "when I suggested window seat I thought I would have it throughout the entire flight that was pretty much the only disappointing thing about the whole trip"
Pros: "Front seat, got off the plane quickly"
Cons: "Too cold!"
Cons: "On time schedule always a good thing."
Cons: "On time. I do realize it was out of your control.inclement weather."
Pros: "Yes"
Cons: "Not having to load from tarmac, however I am sure that will be resolved when a gate is available"
Pros: "I got to my destination."
Cons: "Flight comfort. Lavatory smells really bad. Too many delays."
Pros: "Just a smooth flight and made it in less time than expected!"
Cons: "2 hour delay. Air on plane didn’t work. Exit off plane took forever with engines off on hot tarmac"
Pros: "Nothing"
Cons: "The plane had technical difficulties and they have delayed us 5 times when the airline should have gotten a new plane for all of us."
Pros: "The crew and the seating was fine"
Cons: "My flight was delayed both times going and coming to Pensacola, the first flight on my way to Pensacola was delayed 4 times and cancelled, but they decided after about five minutes to take us after a four hour delay."
Cons: "Plane so hot inside until in air. No h2O. Numerous people knocking their heads and tripping up or down on two seater side of plane."
Pros: "The view and natural scenery that Silver had absolutely nothing to do."
Cons: "Silver never adheres to their schedule. We were constantly pushed back with zero information as to why. Finally after 2.5 hours of delays we finally took off. I missed the ferry to the outer islands and had to find a last minute hotel over easter weekend thanks to Silver."
Cons: "Price was very misleading - i didn't realize I would be paying an additional $100 at the airport for a carry on bag"
Pros: "Easy way, and inexpensive way, to go visit my friend in Tampa"
Cons: "Seats didn't recline at all. I like to sleep on flights. Had to do so in an upright position"
Pros: "Price"
Cons: "Should have a little snack with the water"
Pros: "The flight was one way"
Cons: "The flight was warm and very little space"
Pros: "Very attentive and followed through with requests!"
Cons: "No soda, juice or cookies offered. Carolyn Gaston"
Cons: "delays, delays, delays"
Cons: "Never again. I actually got food poisoning while in Orlando and missed my return flight, and I was so grateful to be sick. I'm honestly surprised that old tiny plane made it to Orlando in one piece. We had a preacher onboard and we had him praying the whole time cause the plane would suddenly drop in altitude, or shake, and it made this really loud buzzing sound the entire time. We had to yell to talk to the person next to us cause it was so noisy. I wasn't expecting a whole lot cause it's not like I bought first class or anything, but I'm genuinely trying to repress the memories of this experience. As for the rest of the rating choices, there was no food. Just a tiny water bottle. No entertainment, unless you count begging to live through the journey."
Pros: "On time arrival."
Cons: "$35 baggage handle fee."
Pros: "Nothing"
Cons: "Two hour delay, hot, flight attendant looked hung over or very distraught, bad communication with the crew."
Pros: "Great staff good planes."
Pros: "We didn't fly because of the Hurricane. It devastated The Keys, our hotel and other facilities. Our function was cancelled due to that Hurricane. We will take that flight later this year."
Cons: "Did not make that flight due to hurricane."
Pros: "All"
Cons: "All ok"
Pros: "I had to pay $300 for my infant to write on my lap when we only paid $200 each for round tickets. I thought I had her on my ticket when I bought them but I didn't so by the time I put her on my ticket in my lap they charge me 10% of what the ticket was priced at then not whenever we purchase them. I thought that sneaky and not cool."
Pros: "It was very efficient. No food or entertainment on this quick trip."
Cons: "No refreshments"
Pros: "Quick and efficient."
Cons: "Big man in a small plane is uncomfortable."
Pros: "Opportunity to fly direct to and from Pensacola."
Cons: "What's the point of overhead compartments, if carry-on that is in addition to a carrying bag must be stowed, and overhead compartment sits empty?"
Pros: "Once in the air the flight was smooth and we were able to make up a little of the time delayed from boarding."
Cons: "Flight was initially delayed 30 min due to late arrival of plane from previous flight . Reason unknown. Then apparently the folding stairs from inside the plane we not working correctly and maintenance had to be called in. The repair guy worked on it for about 15 min and got the stairs to fold down. Then we waited another 30-45 min for someone to "sign off" on the repair that was done to the stairs. Well apparently that never happened, because they eventually lifted the stairs back into the plane and rolled up a ramp to the plane for passengers to enter, which had been sitting on the tarmac by the plane the entire time. So we're all wondering if they could just use the ramp instead of the stairs, why the HELL didn't they do that in the first place??? It would have saved us 40-50 minutes in extra delays !!!"
Pros: "I had the row to myself and the flight was short"
Cons: "The flight from PNS to MCO got delayed 3 hours"
Pros: "Nothing"
Cons: "Satin the Tarmac for hour, in the heat, no air conditioning, no water, no explanation. Both air vents disfunctional."
Pros: "Nothing. My flight was cancelled by the time I got to the ticket counter."
Cons: "You would not credit the $359.00 I spent on today's flight towards a flight tomorrow in the AM! And when I asked for the supervisor, the agent at the counter kept saying, "she's coming". But after 45 minutes of waiting, Icalled your "Guest Relations", but nobody picked up the phone. It simply said to send an email. Very poor customer service."
Pros: "Flight crew were plesant. Small plane"
Cons: "Our flight got cancelled due to weather and rerouted to ft lauderdale and told we needed to rebook. We were maybe 6th inline and was told we had to wait because Orlando had to release our flight. This didn't happen for 3 hours. We stood in line waiting while others were able to rebook tickets right away for 3 hours. Tried calling the company and no one answered. The man at the booth was very rude, telling us this was a curtosey and didn't have to rebook our flight. He also yelled at the passengers multiple times."
Pros: "Overall courtesy of check in,boarding,and bag attendant. Smooth flight! Thanks"
Pros: "NOTHING!!!!!!"
Cons: "Late leaving Uncomfortable Seats Cold Cabin Noisy Vibration of the plane Not even beverage service The worst clear-air routine flight i have experienced in hundreds of thousands of miles flying. I will not do it again!!"
Pros: "on time and no problems"
Cons: "nothing to not like"
Pros: "On time, friendly crew, check in very easy, non-stop flight"
Cons: "Tight quarters, no snack, hard to hear announcements, more expensive than expected"
Pros: "very friendly staff thank you"
Cons: "Very noisy flight old old plan plane Happy new year"
Pros: "Love Silver Airlines!"
Pros: "Entertainment"
Pros: "Crew and pilot great"
Cons: "Sweating entire time! Engine extremely loud old plane! If you have a headache dont board plane! Revolving throbbing noises from engine!"
Pros: "Nothing"
Cons: "Flight was canceled. They sent me to a hotel that was fully booked. I went back to get into a hotel had room and no one was there to help. I ended up paying for my own hotel room. I went to get on my 8am flight and they pushed it back until noon. I eventually had to buy a flight with Delta to get to Orlando in time for my football game."
Pros: "Convenient non-stop flight to Orlando."
Cons: "Customer service in Pensacola was the worst. Took 30 minutes to check in and there were only two people ahead of me! The stewardess was noticeably unfriendly and borderline rude to many of the passengers. The experience in Orlando was 180 degrees different....they did a great job."
Pros: "Great service from beginning to end!"
Pros: "They went where I wanted to go."
Cons: "Arrived on transfer 60 minutes prior to flight and were told needed to be there 2hours early, we'd never make it through security. Made us go back to partner (JetBlue) airline in another terminal we'd just come from. After running 1/2 mile between 2 terminals in 90+ degree heat they booked us on the next flight which was again 60 minutes away. JetBlue said they could have just called them but them made us run around, literally. In the end the first flight was delayed and we could easily have made it as when we got to security we were the only people there. Took less then 5 minutes to get from check-in to terminal. Ridiculous amount of stress and run around for no reason. Don't expect good service from these guys in FTT!"
Cons: "We boarded about 40 mins late due to maintenance issues"
Cons: "This was the worst airline I've ever flown and I don't generally use hyperbole in my reviews. How is it that customer service won't answer the phone except for the 2 hours there is an agent at the gate? I arrived at 9:30pm on 7/21 and received my luggage at 11:30pm on 7/22 even though it arrived on the 11:20 AM flight."
Pros: "On time. Pilot came back and I rod iced himself to every passenger and shook out hands. Nice personal touch"
Cons: "??"
Pros: "Staff was nice. Boarding was prompt."
Cons: "Hot on the plane. No snack and only water."
Pros: "the lady at the counter was friendly and extremely helpful! She was amazing and made the entire experience one I will not forget. Give that lady a promotion she is amazing. I was at pensacola airport the morning of July 5th, and I didnt catch her name, but she is african american and has pink finger nails. She should be rewarded for being so helpful and sweet. She truly made my day!"
Pros: "Sat for a while to think on this one. Couldn't come up with a single thing."
Cons: "If you have a problem or bad experience you can't call customer service - you have to email them and wait "up to 30 days" for a reply. Flight was delayed To save time when the planes finally did arrive they must not have cleaned them - there were greasy forehead prints and hairs on my window. The plane seemed very run down. A couple of the staff were nice (professional only) but one woman at check in was very rude when I approached her to ask a question. Not worth saving a few bucks to be mistreated and so stressed."
COVID-19 information

Safety measures for airlines flying from Pensacola to Caribbean

Airlines flying from Pensacola 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 Pensacola to Caribbean

Mandatory masks

Masks required on board, masks provided on flights from Pensacola to Caribbean

Social distancing seating

Middle seats unavailable to book on flights from Pensacola to Caribbean

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Pensacola to Caribbean

Flexible cancellations

Waiving of change fees. Search flexible flights from Pensacola to Caribbean

Book cheap flights from Pensacola to Caribbean

Recent round-trip flight deals

8/18Thu
1 stopAmerican Airlines
10h 36mPNS-SJU
8/22Mon
1 stopAmerican Airlines
10h 48mSJU-PNS
$389
8/4Thu
1 stopAmerican Airlines
6h 51mPNS-PLS
8/10Wed
1 stopAmerican Airlines
7h 21mPLS-PNS
$390
7/26Tue
1 stopAmerican Airlines
7h 07mPNS-PLS
8/3Wed
1 stopAmerican Airlines
7h 37mPLS-PNS
$392
8/4Thu
1 stopAmerican Airlines
6h 51mPNS-PLS
8/10Wed
2 stopsAmerican Airlines
18h 12mPLS-PNS
$395
7/26Tue
2 stopsAmerican Airlines
19h 05mPNS-PLS
8/3Wed
2 stopsAmerican Airlines
18h 34mPLS-PNS
$396
7/24Sun
1 stopAmerican Airlines
18h 40mPNS-PLS
7/28Thu
1 stopAmerican Airlines
7h 37mPLS-PNS
$400
9/28Wed
1 stopMultiple Airlines
24h 27mPNS-STT
10/5Wed
1 stopMultiple Airlines
21h 48mSTT-PNS
$460
7/29Fri
2 stopsMultiple Airlines
23h 10mPNS-NAS
8/2Tue
1 stopMultiple Airlines
10h 39mNAS-PNS
$463
9/29Thu
1 stopMultiple Airlines
24h 27mPNS-STT
10/5Wed
1 stopMultiple Airlines
21h 48mSTT-PNS
$467
8/5Fri
2 stopsMultiple Airlines
9h 55mPNS-NAS
8/7Sun
2 stopsMultiple Airlines
25h 10mNAS-PNS
$470
9/29Thu
2 stopsMultiple Airlines
26h 12mPNS-STT
10/5Wed
1 stopMultiple Airlines
21h 48mSTT-PNS
$472
11/7Mon
2 stopsSpirit Airlines
23h 57mPNS-MBJ
11/12Sat
1 stopSpirit Airlines
24h 29mMBJ-PNS
$481
10/29Sat
1 stopDelta
9h 05mPNS-MBJ
11/2Wed
1 stopDelta
6h 37mMBJ-PNS
$487
6/13Mon
2 stopsSilver Airways
25h 40mPNS-MHH
6/17Fri
2 stopsSilver Airways
23h 00mMHH-PNS
$488
7/25Mon
2 stopsSilver Airways
25h 40mPNS-MHH
8/2Tue
2 stopsSilver Airways
24h 10mMHH-PNS
$499
10/24Mon
1 stopUnited Airlines
12h 02mPNS-SJU
10/28Fri
2 stopsUnited Airlines
21h 21mSJU-PNS
$517
6/26Sun
2 stopsSilver Airways
19h 15mPNS-MHH
6/30Thu
2 stopsSilver Airways
20h 35mMHH-PNS
$527
11/7Mon
2 stopsSpirit Airlines
23h 57mPNS-MBJ
11/12Sat
2 stopsSpirit Airlines
26h 26mMBJ-PNS
$528
7/29Fri
1 stopDelta
5h 10mPNS-NAS
8/2Tue
1 stopDelta
5h 08mNAS-PNS
$538
9/26Mon
1 stopDelta
6h 00mPNS-STT
10/4Tue
1 stopDelta
6h 22mSTT-PNS
$553

Search by stops

Search by airline

Search by price

Recent one-way flight deals

6/2Thu
2 stopsMultiple Airlines
21h 10mPNS-SDQ
$184
9/7Wed
2 stopsAmerican Airlines
11h 40mPNS-SJU
$193
6/6Mon
2 stopsFrontier
28h 33mPNS-SJU
$207
6/3Fri
2 stopsMultiple Airlines
34h 05mPNS-SJU
$220
6/26Sun
1 stopAmerican Airlines
14h 25mPNS-MBJ
$222
6/3Fri
2 stopsSpirit Airlines
35h 30mPNS-SJU
$228
6/28Tue
2 stopsMultiple Airlines
20h 23mPNS-MBJ
$229
6/4Sat
2 stopsSpirit Airlines
27h 44mPNS-SJU
$232
7/11Mon
1 stopDelta
15h 41mPNS-NAS
$233
9/2Fri
1 stopDelta
7h 52mPNS-SJU
$235
6/28Tue
1 stopAmerican Airlines
14h 25mPNS-MBJ
$237
6/4Sat
3 stopsSpirit Airlines
26h 16mPNS-SJU
$240
6/6Mon
3 stopsMultiple Airlines
21h 39mPNS-SJU
$242
5/24Tue
1 stopAmerican Airlines
13h 16mPNS-SJU
$245
6/3Fri
2 stopsSpirit Airlines
35h 30mPNS-SJU
$248
6/3Fri
3 stopsSpirit Airlines
35h 30mPNS-SJU
$249
8/2Tue
1 stopDelta
6h 56mPNS-PUJ
$264
6/12Sun
1 stopBritish Airways
24h 11mPNS-SDQ
$282
5/26Thu
1 stopUnited Airlines
12h 30mPNS-SJU
$295
6/6Mon
1 stopFrontier
5h 28mPNS-SJU
$301

Search by stops

Search by airline

Search by price

Pensacola - Caribbean Flights

Departure:

Pensacola (PNS)United States

Return flight deals:

Caribbean - Pensacola

Cabin classes:

$2,229
$1,008
$26

Browse origins: