$575 Find Cheap Flights from Manhattan to Caribbean - Compare and Save

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Manhattan to Caribbean departing on 9/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Book Cheap Manhattan to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Manhattan to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Manhattan to Caribbean

Fri, Sep 18 - Fri, Sep 25
American Airlines Logo
6:47 pm - 3:02 pm-
19h 15m
American Airlines Logo
4:12 pm - 11:14 am-
20h 02m
$575American Airlines
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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 11852 reviews
7.5Boarding
7.9Crew
6.4Food
6.8Entertainment
7.2Comfort
Airline reviews

Flight was on time and the flight crew was exceptional.

10.0 ExcellentFoster, Aug 2026
Read more American Airlines reviews

Flight was on time and the flight crew was exceptional.

My flight in Dallas had maintenance issues. Which caused us to missed our connecting flight in LA. We had to stay overnight in Los Angeles. American Airlines booked us a hotel. The hotel was the Holiday Inn. It was horrible. The whole hotel smelled like weed and there were people rambling all night long up and down the hallways. The carpets in the hallway and the room has stains. There was dirt on the floor. It was so nasty that I slept in my clothes.

Terrible. The flight I booked had a convenient departure time. Quick layover. And an arrival timed that worked for the people who had to pick me up. Thanks to delays and rebooking I got none of those things

Nice ! I am gold member at United Airlnes probably I will shift at American Airlines and JAL ! Thank you ! Kindly maintain quality service I fly often! ❤️

Didn’t happe- would have missed connection so we rebooked

Both directions of our trip were befuddled by massive delays, one of which led to our connecting flight being grounded mid air due to storms that we’d have missed if we were on time. The other our originating flight was delayed repeatedly until it arrived at our connecting airport later than our final leg was even supposed to have arrived. American cannot seem to manage rebooking s for a family party… both directions we had to come up with a plan to get to Boston stay overnight only one night each direction was covered by the airline -and take a bus to or from our destination. Missed an entire leg of our trip, hotel cancellation fees, expensive stay in Boston and bus ticket expenses are unlikely to be comped and the meal vouchers are worthless.

The flight was delayed 4 hours, and when we finally boarded, they told us that the fuel was only just then checked. So, we waited even longer to take off.

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.

Everything you need to know for your flight to Caribbean

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