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FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Manhattan to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Manhattan to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Manhattan to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Manhattan to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Manhattan to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Manhattan to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Manhattan to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Manhattan to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Manhattan to Caribbean

 
Need help choosing which airline to fly with from Manhattan to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11842 reviews
6.4Food
7.9Crew
7.5Boarding
7.2Comfort
6.8Entertainment
Airline reviews

IT issues created a mess had you change my flight and your system never changed it

4.0 OkayWilliam, Jul 2026
IND - DFW
Read more American Airlines reviews

IT issues created a mess had you change my flight and your system never changed it

Horrible experience flying with American. Flight was delayed due to inbound flight delay. Fine, it happens. Then, we were delayed an additional almost 30 minutes due to the paperwork for departure having a "clerical error." Then, upon landing at the destination airport we were stuck on the plane for an HOUR after we landed and pulled up to the gate because apparently there was another plane. An hour waiting for the gate 12:30 AM when the flight has already been delayed due to operational error feels like a complete failure of the ability to do the one thing they need to do apart from actually have the plane takeoff and land. Very disappointing.

It was a 3 hour flight from Dallas to Missoula. The aircraft did not have power plugs, internet or in-flight entertainment. When boarding, one flight attendant was "somewhere in the airport" so delayed the boarding process (not coming from another flight) although we did take off on time and landed early. In flight there was little to no service - we got the standard beverage but no real connection with the crew which feels unusual for a 3 hour flight. A passenger needed help stowing her bag and got no assistance, and actually some passive aggressive comments from the flight attendants about "she needs to remove the extender" and "she'll have to find a place for it". I have seen others be helpful and put a bag in the closet, or support assistance as the boarding door was already closed. Just not a great experience considering the cost of my round trip ticket {$1000}.

Disorganized boarding. Mandatory to gate check bags. Curt flight staff. No space for cabin bag, even when I was in first class.

On time departure & early arrival. Made a long day much better.

The ground closures and flight delays were unwelcome. I think the captain did what he could to manage expectations for the delays, but the stress level increasing in the cabin was palpable with every announcement. It may be obvious to those who fly frequently, but if the ground is closed for us to get to a gate, it's also closed for connecting flights to leave. Other passengers were so stressed they were rude. A bit further explanation could have helped.

Horrible. No AC. No Air inside the plane. We had to deplane twice! It is late almost 5 hrs in total. I almost passed out and about to call 911. I asked the crew to be honest and open the door. The lady next to me was lay down in the floor due to heat and no air inside the plane. I got headaches, can’t wait the replacement flight about midnight Dallas time. I end it up rebook for next day flight and stay overnight using my own pocket in a hotel nearby due to headaches and can’t breath. I still have a headache this morning. Still not decided yes how to file this issue to AA and/or FAA.

We had a mechanical delay which made us 90 minutes late (9:30 PM) then land and put into the penalty box because a plane was in our gate? What the hell! We should get priority.Damn American.

Overall, my last three trips on American Airlines have all been either delayed or "rescheduled" due to mechanical issues. At least on delay caused me to miss two possible connecting flights each later than the first. My last option for my last connection required the assistance of the onsite service desk (O'Hare Airport). The wait time for the service desk was such that it jeopardized getting booked on the last connecting flight available for the night. Suffice it to say, my latest experiences with American Airlines have caused me extensive loss of productive business and personal time and can therefore be classified as significantly less than satisfactory.

After multiple delays (I lost count), the flight was canceled due to a "maintenance issue". So instead of a direct flight arriving at 5:00, I had to take a flight connecting through Chicago. That flight was also delayed, partially because the plane from the cancelled flight hadnt been removed from the gate and there was nowhere for the other plane to park. (Did nobody think this might be an issue during the hours after that flight was canceled?) The connecting flight out of Chicago was delayed as well. I didn't arrive until 12:30am the next morning. I should have just cancelled the trip. It wasn't worth the hassle and stress.

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