$122 Find Cheap Flights from Nashville to Caribbean Islands - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Nashville to Caribbean Islands departing on 10/22. 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.
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Cheap Flights from Nashville to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$447
Santo Domingo
Santo Domingo1 stop$447
Montego Bay
Montego Bay1 stop$432
Oranjestad
Oranjestad1 stop$404
Nassau
Nassau1 stop$374
Kingston
Kingston1 stop$468
Simpson Bay
Simpson Bay1 stop$436
Providenciales
Providenciales1 stop$402
Port of Spain
Port of Spain1 stop$616
Bridgetown
Bridgetown1 stop$543
George Town
George Town1 stop$391
Willemstad
Willemstad1 stop$519
Aguadilla
Aguadilla1 stop$330
St. John's
St. John's1 stop$686
Puerto Plata
Puerto Plata1 stop$706
Punta Cana
Punta Cana2 stops$447
Santo Domingo
Santo Domingo1 stop$447
Montego Bay
Montego Bay1 stop$432
Oranjestad
Oranjestad1 stop$404
Nassau
Nassau1 stop$374
Kingston
Kingston1 stop$468
Simpson Bay
Simpson Bay1 stop$436
Providenciales
Providenciales1 stop$402
Port of Spain
Port of Spain1 stop$616
Bridgetown
Bridgetown1 stop$543
George Town
George Town1 stop$391
Willemstad
Willemstad1 stop$519
Aguadilla
Aguadilla1 stop$330
St. John's
St. John's1 stop$686
Puerto Plata
Puerto Plata1 stop$706

Book Cheap Nashville to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Nashville to Caribbean Islands 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 Nashville to Caribbean Islands

Sat, Oct 10 - Fri, Oct 16
American Airlines Logo
7:14 pm - 2:55 pm
BNA
-
STT
18h 41m
2 stops
American Airlines Logo
1:48 pm - 7:55 am
STT
-
BNA
19h 07m
2 stops
$320American Airlines
Sun, Oct 25 - Thu, Oct 29
American Airlines Logo
7:14 pm - 12:58 pm
BNA
-
STT
16h 44m
2 stops
American Airlines Logo
1:48 pm - 7:55 am
STT
-
BNA
19h 07m
2 stops
$320American Airlines
Fri, Sep 11 - Mon, Sep 14
Frontier Logo
5:40 pm - 1:52 am
BNA
-
SJU
7h 12m
1 stop
Frontier Logo
10:42 am - 4:45 pm
SJU
-
BNA
7h 03m
1 stop
$320Frontier
Fri, Aug 28 - Mon, Aug 31
Frontier Logo
5:05 pm - 2:15 am
BNA
-
SJU
8h 10m
1 stop
Frontier Logo
3:10 am - 10:17 am
SJU
-
BNA
8h 07m
1 stop
$320Frontier
Fri, Oct 23 - Tue, Oct 27
Multiple Airlines Logo
12:10 pm - 1:53 am
BNA
-
SJU
12h 43m
1 stop
Multiple Airlines Logo
2:55 am - 10:12 am
SJU
-
BNA
8h 17m
1 stop
$321Multiple Airlines
Mon, Aug 10 - Mon, Aug 17
Multiple Airlines Logo
5:44 pm - 11:16 am
BNA
-
SJU
16h 32m
1 stop
Multiple Airlines Logo
10:48 pm - 10:17 am
SJU
-
BNA
12h 29m
1 stop
$322Multiple Airlines
Wed, Sep 9 - Thu, Sep 10
Southwest Logo
10:10 am - 7:05 pm
BNA
-
SJU
7h 55m
2 stops
Southwest Logo
6:00 am - 12:10 pm
SJU
-
BNA
7h 10m
1 stop
$335Southwest
Wed, Sep 9 - Thu, Sep 10
Southwest Logo
10:10 am - 7:05 pm
BNA
-
SJU
7h 55m
2 stops
Southwest Logo
5:30 am - 12:25 pm
SJU
-
BNA
7h 55m
2 stops
$335Southwest
Fri, Sep 11 - Sun, Sep 13
United Airlines Logo
8:45 am - 8:38 pm
BNA
-
SJU
10h 53m
1 stop
United Airlines Logo
1:00 am - 9:29 am
SJU
-
BNA
9h 29m
2 stops
$340United Airlines
Mon, Aug 24 - Thu, Aug 27
United Airlines Logo
10:44 am - 8:38 pm
BNA
-
SJU
8h 54m
1 stop
United Airlines Logo
1:00 am - 9:34 am
SJU
-
BNA
9h 34m
2 stops
$340United Airlines
Booking Insights

KAYAK's insights & trends for Nashville to Caribbean Islands flights

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

What is the cheapest Nashville to Caribbean Islands flight route?

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

The cheapest ticket to Caribbean Islands from Nashville found in the last 5 days was to San Juan, at $370 round-trip. The most popular route is from Nashville (BNA) to Punta Cana (PUJ), and the cheapest round-trip airline ticket found on this route in the last 5 days was $521.

What is the cheapest time of day to fly to Caribbean Islands?

The average price for all round-trip flights from Nashville to Caribbean Islands depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Caribbean Islands is generally in the evening, when round-trip flights cost $380 on average. On average, there is no price difference when choosing to fly in the morning or the evening on this flight route. The most expensive time of day to fly to Caribbean Islands is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $572.

Can I save money by flying with a layover from Nashville to Caribbean Islands?

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 $362, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Nashville to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Nashville to Caribbean Islands, 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 Nashville to Caribbean Islands is September, when tickets cost $498 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $685 and $639 respectively.

How far in advance should I book a flight from Nashville to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Nashville to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Nashville to Caribbean Islands, you should book around 3 weeks before departure, which saves you about 23% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

Good to know

Low season

January

Cheapest flight

$122
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 20% increase in price.
Flight from Nashville to San Juan

FAQs - booking Caribbean Islands flights

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

    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 Nashville to Caribbean Islands.

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

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

    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 Nashville to Caribbean Islands 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 Nashville to Caribbean Islands?

    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 Nashville to 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 Nashville to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Nashville to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Nashville to Caribbean Islands? 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.
8.0
SouthwestOverall score based on 4228 reviews
8.0Comfort
7.0Food
8.6Crew
7.5Entertainment
8.1Boarding
Airline reviews

I'm glad it wasn't only 75% full because I could get a good seat

8.0 ExcellentBobby, May 2026
BNA - GSP
Read more Southwest reviews

I'm glad it wasn't only 75% full because I could get a good seat

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Still need to work out the kinks on the new assigned seating boarding process. Otherwise, a very good flight.

Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

Cluster mess boarding. Can't wait for SWA reserved seating. Internet didn't seem to work on the plane.

Great experience flying Southwest. The crew was really kind and helpful, and very friendly with our toddler.

No space for our carryon and needed to check at plane before boarding !

Flight attendants were in a bad mood and we were late

Boarding was quick and simple However when I was at my seat there was a child kicking my me from behind which made me uncomfortable but besides that the flight was smooth

My flight home from Knoxville, TN, included a layover in Atlanta. I boarded the aircraft in Zone 5 and although there was limited overhead space, I was able to put my 'backpack' style roller-bag above my seat. Unfortunately, due to continued bad weather, we had to deplane. There were many people who would have missed their connection, so they rebooked. When we were re-boarding, the gate agent welcomed zone 5 and then made an announcement: All roller-bags for zone 5 passengers and higher will need to be gate checked. I promptly pushed the telescoping handle in and held my bag like a backpack. I was able to bring it on board, which was a relief. Upon entering the aircraft it became apparent that there was easily 40% open overhead space. There were audible signs of angry passengers who felt duped into checking their bags when in fact there were noticeably LESS passengers on the aircraft and TONS of overhead space. I'm not sure what kinds of parameters are used to determine when to cut off roller-bags from being brought on board, but it seemed deceptive and underhanded to have so many people get stuck checking their bags when clearly there was ample room for at least one more zone.

I was in Comfort and we didn’t get any drinks, chips or anything! First Class got full service on the flight and Comfort got nothing. Seat was horrible and uncomfortable

Short trip, no food and therefore no expectation for much interaction with staff who were pleasant and professional. My critique is on comfort of the seats. Exit rows and comfort seats do not provide enough personal space for 3 side-by-side seats, especially when in the middle row. Some passengers are not considerate of the middle seat and there should be signs that state something to the effect of: "please consider giving middle seats use of the armrests."

The tray table was broken and the food was terrible.

THEY FAILED ME AND I NEVER GOT ON THE FLIGHT BECAUSE IT WAS SO DELAYED! I ENDED UP HAVING TO PAY OUT OF POCKET FOR A HOTEL AND STAY IN NASHVILLE TO CATCH A FLIGHT FOR THE FOLLOWING DAY. DELTA IS POOR CUSTOMER SERVICE>

It would’ve been nice for all that money to have a more substantial snack for free. I remember once upon a time getting a very nice turkey sandwich with Swiss cheese on whole wheat bread for no charge along with a drink. I guess those days are gone. it’s a little insulting being given a cookie or a bag of baked chips Going forward I’ll just bring my own.

Lower number on this flight so spaced out passengers. Able to enjoy more room to relax during flight. It was lovely.

Canceled last minute. Also canceled another flight that my brother was supposed to be on. Delta is horrible now. Never flying them again.

Inconsiderate staff, plane was very hot, poor decision-making from the crew.

More filling food and more entertainment options would be cool.

The head rest is too big and cannot be placed differently/removed. Causes one head to tilt forward and increase back pain

Our flight to Rome, Italy was cancelled the day of and we were never informed. We only found out because I was trying to get into my husbands account and called to get his account number. Had to pay more for worse seating on another airline.

I wish there were outlets to charge my iPhone. The crew was great; we had a female pilot who was great with explaining what was happening and delays,

The staff was hospitable and professional. The seat had a bit of wear. The winner shade was stuck 1/4 open. I received the best of both worlds. The morning sun was able to come in and blind the screen i was trying to use while at the same time it was too low to look out and enjoy the view. Rather embarrassing for a 1st class ticket.

Even though we were delayed, we were able to make our connection

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

The internet service I paid for didn’t work at all and the flight crew was not very friendly.

The planes are so dirty! Food crumbs and finger print smudges, Dust over the vents and carpet stains. It’s disgusting.

Overall it was good. The flight was bumpy at times, but the pilot made us aware every time. As a result, no snacks/drinks were made available. Seats were tight but that’s okay as I had a window seat.

Both of the first class flight attendants were rude, to everyone, not just us. The one in coach was more helpful to us than the ones in first class!

Air condition was not working for long both after boarding and also after landing ; unbearably hot and suffocating

Flight was on-time, boarding was flawless and the crew was friendly.

American has been able to implement an algorithm that makes it possible for nearly every one of my evening flights to be late. Congratulations!

It was good. But the gate team made me check my carry on when there was plenty of space for my luggage on the plane. Otherwise our trip was fine.

Gate was overcrowded. Gate agents performed very well. Flight crew was top notch! Efficient & professional & courteous. Both meals not thermalized well. Dinner main dish was actually cold in the center. Almost inedible. Breakfast sandwich was lukewarm.

My flight was delayed about three hours. I got home at 3:30 in the morning very bad experience.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

The flight delay in Dallas created a domino effect that impacted all connecting flights, leading to an increase in the number of connections. As a result, I missed my flight from Casablanca to Marrakech due to the tight turnaround when landing in Casablanca. CMN Airport was understaffed; only one employee was available to assist passengers while others just stood by and watched. It was an extremely frustrating situation. Many passengers were crying and banging their hands on the counter while talking to customer service representative Allabough. Unfortunately, Allabough couldn’t change my flight in the system. At the same time, I was on the phone with an American Airlines customer service representative named Solomon, who said he couldn’t make the change either. So, I decided to take an ONYA Voyages train from Casablanca to Marrakech to reach my destination on Friday, June 26. It turned out to be an unpredictable trip.

During service there was a garbage/beverage spill near our seats that never was cleaned up. On a relatively short flight when we’re fortunate enough to actually have in flight movies available, the flight attendants pitching the AADVANTAGE credit card shouldn’t talk for the last 10 minutes of the flight so that we miss the end of the movie.

Not sure the logic of the boarding in Groups. I was loaded first on the aisle. Then the guy in the middle. Then the guy by the window. Constantly holding up the other people boarding behind them with us blocking the aisle and this happened in most of the other rows

Plane was delayed multiple times. I would like to request a refund. Was due to arrive Thursday evening ended up arriving Friday morning.

The seats were roomier than other airplanes I’ve been on.

The crew and the pilots. The pilots were amazing. The landing in Cancun was excellent.

The security line at JFK was one of the longest I’ve ever experienced - probably 45 minutes. I don’t know if JetBlue has control over it, but it detracted from the overall experience. Entertainment had good options, but the volume control was a bit small to tap on and the screen had a fair amount of interference blips. Clearer picture would have been better.

I liked the entertainment on JetBlue, the service from JFK to JAX was terrible at best

I usually dont fly JeTBlue and I dont think I will ever do it again. The flight was delayed fee time, nobody was giving us any info at at the airport, gate changing, the slowest and poorly organized boarding ever, rude staff.. huh

The flight was delayed. I upgraded to more room. I can't imagine how small the regular seats are I haven't upgraded for my return flight yet.

see my previous response about being kicked off the flight and having to fly the next day, ruining a planned vacation tour.

Horrible - for the first time in my life i was denied boarding an international flight because the name used on my ticket - Josh - was not exactly the same as my passport - Joshua. At no time during ticketing, online check-in, or at the airport flying from Boston to NY was i notified of a problem. It was only at boarding from NY to Costa Rica I was informed of the problem and by then it was too late. After missing the flight I was told by airport Jet Blue staff, including a supervisor, that it was my problem and they could not assist because i bought "the cheapest fare". i was hung up on twice by JetBlue customer service, including once by a supervisor. I blame Kayak and your awful partner ChatDeal for even allowing me to purchase an international ticket without verifying this - you effectively sold me a ticket i could not use. Shame on you and shame on ChatDeal for doing nothing to help me resolve the situation. What a scam.

Like the variety of entertainment options. One crew member was a little on the rough/rude side. Boarding was a mess, attendants didn't do a great job of helping with the luggage storage and it delayed us a couple of minutes.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports