£66 Find Cheap Flights from Caribbean Islands to Miami – Compare and Save

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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 return flight deals from Caribbean Islands to Miami

Sun, 25 Oct - Mon, 2 Nov
Frontier Logo
03:04 - 05:55SJU  San Juan Luis Munoz Marin Intl-MIA Miami
2h 51mdirect
Frontier Logo
08:57 - 12:36MIA  Miami-SJU San Juan Luis Munoz Marin Intl
2h 39mdirect
£103Frontier
Mon, 28 Sep - Fri, 2 Oct
Frontier Logo
03:08 - 05:49SJU  San Juan Luis Munoz Marin Intl-MIA Miami
2h 41mdirect
Frontier Logo
23:30 - 02:13MIA  Miami-SJU San Juan Luis Munoz Marin Intl
2h 43mdirect
£117Frontier
Sun, 25 Oct - Mon, 2 Nov
Frontier Logo
03:04 - 05:55SJU  San Juan Luis Munoz Marin Intl-MIA Miami
2h 51mdirect
Frontier Logo
22:55 - 16:17MIA  Miami-SJU San Juan Luis Munoz Marin Intl
16h 22m2 stops Atlanta Hartsfield-Jackson Philadelphia
£139Frontier
Thu, 15 Oct - Mon, 19 Oct
Cayman Airways Logo
16:45 - 19:20GCM  George Town Owen Roberts Intl-MIA Miami
1h 35mdirect
Cayman Airways Logo
11:00 - 11:35MIA  Miami-GCM George Town Owen Roberts Intl
1h 35mdirect
£220Cayman Airways
Fri, 29 Jan - Sun, 31 Jan
Cayman Airways Logo
07:00 - 08:35GCM  George Town Owen Roberts Intl-MIA Miami
1h 35mdirect
Cayman Airways Logo
10:00 - 11:35MIA  Miami-GCM George Town Owen Roberts Intl
1h 35mdirect
£241Cayman Airways
Sun, 11 Oct - Thu, 22 Oct
Cayman Airways Logo
07:00 - 09:35GCM  George Town Owen Roberts Intl-MIA Miami
1h 35mdirect
Cayman Airways Logo
20:40 - 21:15MIA  Miami-GCM George Town Owen Roberts Intl
1h 35mdirect
£253Cayman Airways
Fri, 9 Oct - Mon, 12 Oct
American Airlines Logo
18:40 - 19:54NAS  Nassau Intl-MIA Miami
1h 14mdirect
American Airlines Logo
08:25 - 09:27MIA  Miami-NAS Nassau Intl
1h 02mdirect
£254American Airlines
Fri, 9 Oct - Sun, 11 Oct
American Airlines Logo
18:40 - 19:54NAS  Nassau Intl-MIA Miami
1h 14mdirect
American Airlines Logo
19:05 - 20:09MIA  Miami-NAS Nassau Intl
1h 04mdirect
£268American Airlines
Tue, 10 Nov - Tue, 24 Nov
Caribbean Airlines Logo
09:10 - 12:15POS  Port of Spain Piarco Intl-MIA Miami
4h 05mdirect
Caribbean Airlines Logo
14:10 - 18:55MIA  Miami-POS Port of Spain Piarco Intl
3h 45mdirect
£301Caribbean Airlines
Wed, 7 Oct - Wed, 21 Oct
Caribbean Airlines Logo
09:10 - 13:15POS  Port of Spain Piarco Intl-MIA Miami
4h 05mdirect
Caribbean Airlines Logo
15:10 - 18:55MIA  Miami-POS Port of Spain Piarco Intl
3h 45mdirect
£347Caribbean Airlines
Useful Info

Good to know - Cheap tickets from Caribbean Islands to Miami

Low season

February

Cheapest flight

£66
Best time to beat the crowds (9% less expensive on average)
Most popular time to fly and prices are also 1% lower on average.
Flight from San Juan to Miami

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

Insights shared by verified travellers 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 return 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 3 airlines flying 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 37 reviews
7.2Entertainment
9.4Crew
8.9Boarding
8.5Comfort
6.4Food
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.

5 hours delay - minimum communication, no compensation, no support from Airline. Terrible customer experience

Flying under Economy Class shouldn’t mean having to deal with such uncomfortable seats. For an overnight flight, it is expected that the seat would recline a decent amount. The food portion could have been more generous. There was an incident with someone by my side. They got sick and vomited. I hit the button for the crew but no one showed up. So I went to the back of the plane and explained what happened. They only brought clean tissues and coffee ground bags. There wasn’t any kind of disinfecting wipes nor any type of sprays. She cleaned as best as she could and poured the coffee ground around. The crew did not seem to care how she was doing. The coffee helped with the smell, but it should have been cleaned in a more efficient manner.

I am Plstinum Pro snd was standby on earlier flight. They gave seats to people that asked rather than follow standby order. When realized what was happening was too late to get on as no seats left. My scheduled flight was late. Then filled the seat beside me Ruth rude person that they had to move from her original seat

Both the gate agent and flight crew did a horrible job of expediting the boarding process. It was simply miss managed. The airplane was late to Tampa. Therefore, they should have expedited the de-boarding process and also boarding process. This did not happen and caused me to miss my connection. I ended up with a 7 hour hour layover just to get home. The overall flying experience on American has simply been degraded. On-time performance is a real problem every single week. This has caused me to consider moving my loyalty to an airline that has better performance metrics.

Delayed flight led to missed connection which led to new flight with 3 hours of delay so our family of 5 went from a 7pm arrival time to 1am Absolutely terrible yet again.

Wheelchair folks are great. Food not to my liking. Crew more interested in their lives than the passengers. Got the job done but just the minimum.

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

Travelling to a place near Miami?

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