$153 Find Cheap Flights from Orlando Sanford Intl to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Orlando Sanford Intl to Caribbean departing on 6/14. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Book Cheap Orlando Sanford Intl 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 Orlando Sanford Intl 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 Orlando Sanford Intl to Caribbean

Tue, Sep 1 - Sat, Sep 5
Arajet Logo
1:55 pm - 2:34 pm
SFB
-
SJU
24h 39m
1 stop
Arajet Logo
9:00 pm - 2:35 pm
SJU
-
SFB
17h 35m
1 stop
$429Arajet
Sat, May 30 - Sat, Jun 6
Multiple Airlines Logo
7:30 am - 6:24 am
SFB
-
SJU
22h 54m
1 stop
Multiple Airlines Logo
7:00 am - 7:40 pm
SJU
-
SFB
12h 40m
2 stops
$451Multiple Airlines
Fri, Jun 5 - Thu, Jun 11
Multiple Airlines Logo
5:40 pm - 7:30 pm
SFB
-
SJU
25h 50m
1 stop
Multiple Airlines Logo
7:00 am - 12:48 pm
SJU
-
SFB
29h 48m
2 stops
$453Multiple Airlines
Tue, Jun 9 - Tue, Jul 7
Multiple Airlines Logo
2:17 pm - 12:37 am
SFB
-
SJU
34h 20m
2 stops
Multiple Airlines Logo
7:14 pm - 1:42 pm
SJU
-
SFB
18h 28m
1 stop
$465Multiple Airlines
Fri, May 15 - Thu, May 21
Multiple Airlines Logo
5:40 pm - 5:34 pm
SFB
-
SJU
23h 54m
1 stop
Multiple Airlines Logo
8:04 pm - 7:19 pm
SJU
-
SFB
47h 15m
2 stops
$480Multiple Airlines
Fri, May 22 - Sat, May 30
Arajet Logo
5:40 pm - 7:45 pm
SFB
-
SJU
26h 05m
1 stop
Arajet Logo
9:15 pm - 2:35 pm
SJU
-
SFB
17h 20m
1 stop
$506Arajet
Sat, May 23 - Thu, May 28
Multiple Airlines Logo
1:28 pm - 6:59 pm
SFB
-
SJU
29h 31m
2 stops
Multiple Airlines Logo
7:15 pm - 4:10 pm
SJU
-
SFB
20h 55m
1 stop
$512Multiple Airlines
Fri, Jul 17 - Mon, Jul 20
Multiple Airlines Logo
5:40 pm - 10:29 pm
SFB
-
SJU
4h 49m
1 stop
Multiple Airlines Logo
7:14 pm - 12:25 pm
SJU
-
SFB
17h 11m
1 stop
$518Multiple Airlines
Fri, May 29 - Fri, Jun 5
Multiple Airlines Logo
5:40 pm - 10:29 pm
SFB
-
SJU
4h 49m
1 stop
Multiple Airlines Logo
7:00 am - 7:30 pm
SJU
-
SFB
36h 30m
2 stops
$522Multiple Airlines
Fri, Jul 17 - Mon, Jul 20
Multiple Airlines Logo
5:40 pm - 10:29 pm
SFB
-
SJU
4h 49m
1 stop
Multiple Airlines Logo
7:14 pm - 12:25 pm
SJU
-
SFB
17h 11m
1 stop
$531Multiple Airlines
Booking Insights

KAYAK's insights & trends for Orlando Sanford Intl to Caribbean flights

Get data-powered insights and trends into flights from Orlando Sanford Intl to Caribbean to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Orlando Sanford Intl Airport to Caribbean flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean from Orlando Sanford Intl Airport found in the last 72 hours was to Punta Cana, at $240 round-trip. The most popular route is from Orlando Sanford Intl Airport (SFB) to Punta Cana (PUJ), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $240.

Can I save money by flying with a layover from Orlando Sanford Intl Airport to Caribbean?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $568, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Orlando Sanford Intl Airport to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Orlando Sanford Intl Airport to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Orlando Sanford Intl Airport to Caribbean is April, when tickets cost $99 (return) on average. On the other hand, the most expensive months are June and October, when the average cost of round-trip tickets is $205 and $205 respectively.

Good to know

Low seasonOctober
Cheapest flight$153
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 16% lower on average.
Flight from Orlando Sanford Intl to San Juan

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Orlando Sanford Intl 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 Orlando Sanford Intl to Caribbean.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Orlando Sanford Intl 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 Orlando Sanford Intl 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 Orlando Sanford Intl 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 Orlando Sanford Intl 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 Orlando Sanford Intl to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Caribbean

  • Looking for a cheap flight? 25% of our users found tickets from Orlando Sanford Intl to the following destinations at these prices or less: Punta Cana $118 one-way - $260 round-trip

Reviews of the top 4 airlines serving from Orlando Sanford Intl to Caribbean

 
Need help choosing which airline to fly with from Orlando Sanford Intl 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.
6.5
ArajetOverall score based on 47 reviews
6.5Boarding
7.4Crew
4.8Entertainment
6.3Comfort
5.2Food
Airline reviews

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.

2.0 MediocreAnonymous, Dec 2025
SDQ - EZE
Read more Arajet reviews

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

We waited in an overcrowded bus for over a half hour. It was uncomfortable. It would have been better to have waited in the terminal in a line

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

They cut off check in at 1 hr, while we were in line, & sold our seats.

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

Delays, changing flight times and screws us up when connecting with another flight . It’s the same ole story. Bahamasair don’t care and no one holds them accountable.

Poor, every time it’s Delays, delayed by 3 hrs to depart and still waiting in airport as another delay with no updates , Bahamasair is the worst and they are not interested in improving.

I love everything about bahamasair. Especially the safety they have for the people. I don't care how long they delay once I reach safe that's all. They made me not afraid to fly anymore

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.

Going the plane was late and then Bahamas Air chartered another plane to take the passengers to San Salvador.

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!

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

It was an early flight and most people napped/slept and the crew let us which was nice.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

This company socks. It's fraud. They canceled our flight yesterday, and today we were late because of a really long line at the check in bag. At the rebook station, there was ton of people. The workers were all rude. I am gonna make a report to FTC.

Flight got delayed for 5 hours no good explanation was offered ;(

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

The ticket you issued was an hour after when the real flight was

I didn’t get a chance to experience anything because the 3rd party company that receives payment did a really bad job. After I received confirmation number I went to bed then I tried to check in my confirmation number did not work then I received a massage that my payment did not go through I called the company to rectify the problem and I was told that confirmation the whole thing was cancelled and that they couldn’t do anything about it and hang up the phone. So I decided to purchase a new ticket from another airline. I will never use kayak again and I’ll make sure all the people in my circle doesn’t deal with you guys.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports