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Cheap Flights from Caribbean Islands to Miami

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Miami

Fri, Sep 4 - Tue, Sep 8
Frontier Logo
7:30 am - 10:15 amSJU  San Juan Luis Munoz Marin Intl-MIA Miami
2h 45mnonstop
Frontier Logo
11:20 pm - 2:07 amMIA  Miami-SJU San Juan Luis Munoz Marin Intl
2h 47mnonstop
$150Frontier
Tue, Sep 8 - Sun, Sep 13
Frontier Logo
3:08 am - 5:49 amSJU  San Juan Luis Munoz Marin Intl-MIA Miami
2h 41mnonstop
Frontier Logo
7:40 am - 10:18 amMIA  Miami-SJU San Juan Luis Munoz Marin Intl
2h 38mnonstop
$150Frontier
Fri, Sep 11 - Sat, Sep 19
JetBlue Logo
6:30 am - 11:25 amSJU  San Juan Luis Munoz Marin Intl-MIA Miami
4h 55m1 stop Orlando
JetBlue Logo
7:00 am - 4:40 pmMIA  Miami-SJU San Juan Luis Munoz Marin Intl
9h 40m1 stop Orlando
$188JetBlue
Fri, Sep 25 - Sat, Sep 26
JetBlue Logo
5:59 pm - 12:55 amSJU  San Juan Luis Munoz Marin Intl-MIA Miami
6h 56m1 stop Atlanta Hartsfield-Jackson
JetBlue Logo
6:00 am - 4:49 pmMIA  Miami-SJU San Juan Luis Munoz Marin Intl
10h 49m1 stop Atlanta Hartsfield-Jackson
$188JetBlue
Fri, Sep 25 - Sat, Sep 26
Southwest Logo
2:35 pm - 10:10 pmSJU  San Juan Luis Munoz Marin Intl-MIA Miami
7h 35m1 stop Orlando
Southwest Logo
9:40 am - 10:00 pmMIA  Miami-SJU San Juan Luis Munoz Marin Intl
12h 20m1 stop Baltimore/Washington
$216Southwest
Thu, Sep 10 - Tue, Sep 15
Southwest Logo
2:35 pm - 10:10 pmSJU  San Juan Luis Munoz Marin Intl-MIA Miami
7h 35m1 stop Orlando
Southwest Logo
7:10 am - 1:30 pmMIA  Miami-SJU San Juan Luis Munoz Marin Intl
6h 20m1 stop Orlando
$216Southwest
Fri, Sep 4 - Tue, Sep 8
American Airlines Logo
1:38 pm - 4:36 pmSJU  San Juan Luis Munoz Marin Intl-MIA Miami
2h 58mnonstop
American Airlines Logo
7:11 pm - 9:55 pmMIA  Miami-SJU San Juan Luis Munoz Marin Intl
2h 44mnonstop
$225American Airlines
Tue, Nov 10 - Mon, Nov 16
American Airlines Logo
12:59 pm - 2:56 pmSJU  San Juan Luis Munoz Marin Intl-MIA Miami
2h 57mnonstop
American Airlines Logo
7:00 am - 10:44 amMIA  Miami-SJU San Juan Luis Munoz Marin Intl
2h 44mnonstop
$243American Airlines
Tue, Sep 29 - Mon, Oct 5
Arajet Logo
3:35 pm - 5:55 pmSDQ  Santo Domingo Las Americas-MIA Miami
2h 20mnonstop
Arajet Logo
2:09 pm - 4:29 pmMIA  Miami-SDQ Santo Domingo Las Americas
2h 20mnonstop
$259Arajet
Fri, Oct 16 - Sun, Oct 18
Arajet Logo
10:19 am - 12:39 pmSDQ  Santo Domingo Las Americas-MIA Miami
2h 20mnonstop
Arajet Logo
7:25 pm - 9:45 pmMIA  Miami-SDQ Santo Domingo Las Americas
2h 20mnonstop
$259Arajet
Useful Info

Good to know

Low season

February

Cheapest flight

$73
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 17% increase in price.
Flight from San Juan Airport to Miami

Flights from Caribbean Islands to Miami: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Caribbean Islands to Miami 
LarissaFlew with American Airlines-Jun 2026
It's a very small airline terminal and getting there early is imperative because it's very small not everybody gets to go into the boarding lounge at one time so you'll be spending a lot of time standing in the line. Get your coffee and something to eat before you go into the security line they do have snacks and drinks available to buy once you pass security but they're just shelf stable crackers and such.
JeffFlew with American Airlines-Mar 2025
Plan in delays. Local St John airport security is very slow. Try to get earliest possible flight out to allow for delays and still get home in a reasonable time.
RogerFlew with American Airlines-Apr 2025
Get something to eat before you leave and have something on the plane because they only give you a cup of juice and 2 ginger biscuits on the flight
Jose AFlew with American Airlines-Aug 2024
Those flights are always full. Don’t bring to much carry on items

FAQs for booking flights from Caribbean Islands to Miami

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

    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 Caribbean Islands to Miami.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Miami from Caribbean Islands 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 Caribbean Islands to Miami?

    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 to Miami with an airline and back to Caribbean Islands with another airline.

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

    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 to Miami from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Caribbean Islands to Miami

 
Need help choosing which airline to fly with from Caribbean Islands to Miami? 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.
8.9
Cayman AirwaysOverall score based on 36 reviews
9.0Boarding
6.4Food
8.5Comfort
7.2Entertainment
9.5Crew
Airline reviews

Flight departed early and arrived early. Great flight crew and free rum punch!

8.0 ExcellentJeffrey, Jul 2026
Read more Cayman Airways reviews

Flight departed early and arrived early. Great flight crew and free rum punch!

Flight departed early and arrived early. Excellent, orderly boarding, ample legroom. Great crew and a very smooth flight.

There is no food or entertainment in this flight. Service was excellent.

Short flight. Excellent boarding and crew. Flight left early and arrived early!

Great flight on the Twin Otter. Early departure and early arrival. Hassle free flight.

Boarded 20 minutes late, dinner and beverages were provided but the "main" of dinner was freezing cold and had soggy lettuce. The seats were wildly uncomfortable! There was in-flight entertainment that you can access via your phone (vs. the TV on the seatback in front of you) but the wifi connection was weak and you could not actually play anything. With that said, the crew was very pleasant and friendly!

Flight crew made the flight very enjoyable as they were friendly, helpful and accommodating. Flight time was 3:40 compared to the 4:30 that was captured on our itinerary, so that was a pleasant surprise. In flight entertainment was good with plenty of selection, however some of the choices that my family tried were slow to load and stalled out a few times. We were able to restart and everyone finished watching their movies. Food was pretty basic: croissant, turkey or chicken lunch meat with Swiss cheese and a bag of Lay’s potato chips. Still a bonus considering most airlines offerings which is nothing but peanuts or a cookie.

Best experience ever. Crew were amazing, kept me informed throughout. Boarding was on time and spot on. Id book again most def

Food could have been better, and internet that allows texting/WhatsApp and other basics on the phone instead of just inflight entertainment would have been nice.

Delayed for 3 hours- little to no communication about this and staff moves in slow motion

Caribbean airline sucks… they have a promotion to bring 60lbs in your suitcase.. meanwhile when you reached your destination (JFK)… your suitcase didn’t show up. They had too much weight so the suitcase was left in Guyana… like WTF????? Stupid promotion.. just like the uneducated people working with the airline. The representative said there is nothing she can do about it… will not use them again.

Nothing, they could have made some accommodation for an awful experience. Me and my family were not informed properly we we separated. They took me off the original flight i booked. I booked our flight at one price and called me and told me they were not honoring my rate and they charged me double of what I paid. Me and my family don’t want to ever use your services again.

Better movie and tv selections. Also, the overnight flight to Trinidad from Toronto, the staff were not very attentive. I did not see them for at least half the fight. They were behind their curtain a lot of the time, and they did not check on us before landing to make sure all landing requirements were met.

Flight ended up being longer than anticipated because we had to reroute to the Bahamas. So a hour and half flight turned into 5 hours. 0/10.

The Flight itself was smooth and uneventful. The crew was polite and caring. I used the Lounge in Piarco and the service was STELLAR

Crew were quite friendly. Food was very poor considering the price of the ticket and the flight time. Could not charge my phone due to USB charger not working..

The food wasn’t good. Need better food. There wasn’t any entertainment.

I enjoyed the smooth flow and well coordinated boarding and the very courteous attitude from the cabin crew We look forward to flying with ya’ll again

Wearing masks should be enforced in the lounge. There were a few patrons who just weren't wearing them even though it's mandatory in public places in Trinidad and Tobago. Other than that, it was a great experience.

I don’t know why you’re sending me this. I never booked my flight through kayak. I booked it directly through American Airlines so please do not send me any information or any inquiries unless I book with kayak.

Flight was very delayed. That made me lose the next flight. Rebooked for 23 hours later without any compensation and using a worse airline. I did not expect that from AA. Disappointing.

The flight had a 6 hours delay. This should not happen to anyone. Airlines should provide an alternative with no additional costs.

Paid for wifi but it didn't work once. Seats were incredibly cramped and passengers sitting in front was reclined the entire time and staff did nothing

Did not know that they didn’t have screens for entertainment. I didn’t have headphones so I couldn’t watch anything on my phone.

Gate 461 the worst in LAX Boarding lacks professionalism And as usual, your food sucks.

I was stuck in Miami for 24 hours! I waited in a line for 3 hours just for a hotel still at the airport. This was the worst experience I’ve ever had.

Quick flight. No time to stress over it. Over before it begins.

Boarding was atrocious. Completely unorganized bedlam. Could not understand the person announcing. The PA system sounded like Charlie Brown's parents.

American Airlines, the airline that you can depend on great customer service. Decent fares, friendly staff, great customer service

I got to the airport and the airline told me i did not have a flight. I never got a confirmation email yet I did get charged. Please refund my money asap

Do not book with this airline. Flights delayed over 3 hours and no explanation. They keep changing your itinerary every hour.

Awful. Not water, or chargers or space under the seats, the plane was very old and poor maintenance, seats really dirty, sticky, seats pockets with wires pinching your knees. Connection with no announcements, plane departed 1.30 hour earlier for an extra stop to refueling in Trinidad & Tobago. Even that we had a 3 hrs delay, seated in the plane in the runway.

Really bad. Uncommunicated stop in Trinidad & Tobago for refueling. Extra stop added 3 hours of discomfort without allowing off the seat. Not even water, or chargers or boarding groups.

Staff were unfriendly and rude. Was stuck on runway for 2 hours after arrival in Boston.

Horrible service. No communication from the crew as to why a 6 hour delay then cancellation

The food for sale on board has opportunity for improvement.

I paid extra for a comfortable seat in the second flight, but the plane didn't have those seats, the first one did

The Arajet person who greeted us initially was unhelpful & rude about the mandatory migration form which has to be completed digitally but the systems don’t work properly. The boarding gate was changed twice and initial boarding was delayed. Once on board we we had to wait an hour and a half before take off. It was hot and there was very little room for tall-ish people to fit their knees in. The crew were pleasant but working in a poor situation. The plane was delayed because we were waiting for people from a delayed interconnecting flight. Arajet must have known that before we were asked to board. Better information, decisions & communication were needed.

My seat was broken and the crew had to find me somewhere else to sit. The crew was extremely courteous about this

They don’t offer food on the flight just water but when arrived on time and landed perfectly

They could give you a snack or at least something to drink during the flight. The flight was also delayed.

Poor poor, airline people are rude unfriendly and unhelpful, they need to be trained to be customer friendly and gelpful

I love bahamasair safety always blown away. They made my fears from travel so much better. Bahamasair #1 Highly recommend We don't just fly here. We live here Pilots and crew keep up the good work.

4 hour delay Noisy passengers Tight seats Missed connecting flight in Ft. Lauderdale

We were scheduled to travel at 12pm. The flight got delayed with no updates until 11:30am. They advised that we will receive an update at 1pm. However, the flight was then delayed until 6pm with no clear indication as to if that was the departure time. It was NOT! They decided to combine two of their scheduled flights into one due to the smaller number of passengers. If you do not wish to be inconvenienced, “STAY AWAY FROM THIS AIRLINE”!!!!!!They do have a track record of this!

Very courteous staff at the gate and excellent assistance with my needs as a handicapped person on board. The flight itself was uncomfortable, with tight seating and seats they don’t recline, so be aware. The aircraft itself is old and worn, and it shook a lot and made a lot of noise, especially upon takeoff and at landing. But, hey it’s a short flight and it got me back home to Florida safely, so….

I feel that I was scammed by BahamasAir. Both on flights 202 and 207, to and from Nassau - Fort Lauderdale June 2, June 6. I paid for 2 full size bags and selected seats. On both flights they told me I had not paid for luggage or seats. I was charged $100 extra each way without seat assignment. BahamasAir does not participate in TSA Pre Check. Even if you have it you cannot use it. Instead endure long lines because BahamasAir will not pay their share of PreCheck.

Boarding process was smooth and easy. The crew was friendly and communicable and transparent about the delay at the landing destination.

No matter how many times I gave a try to this company it’s always a bad experience. Never, never leave on time, the shortest delay it’s an hour, but I had passed more time at Nassau airport than any other airport in the world. Saving a few dollars flying with Bahama air, it’s not worth it.

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