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$212+ Cheap flights from Tallahassee (TLH) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/18. Fares are subject to change and may not be available on all flights or dates of travel.
TLH — SJU
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Tallahassee to Caribbean

Keep the following information in mind while searching for Tallahassee to Caribbean flight deals. Data was last updated June 12, 2025.

Round-trip from

$400
(Trip.com)

One-way from

$212
(Trip.com)

Popular in

December

Cheapest in

January

Average price

$575
From Tallahassee to Caribbean
Search Deals
One-way flight from Tallahassee to Caribbean
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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Tallahassee to Caribbean

Cheapest flights from Tallahassee to Caribbean
Explore the most affordable flight options available from Tallahassee to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Trip.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/119:05 amTLH - MHH
1 stop8h 05mSilver Airways
Sat 8/165:55 pmMHH - TLH
1 stop14h 25mSilver Airways
Deal found 6/11$400
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/98:19 pmTLH - PUJ
1 stop14h 36mAmerican Airlines
Tue 8/121:10 pmPUJ - TLH
1 stop8h 27mAmerican Airlines
Deal found 6/10$471
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/296:47 amTLH - MBJ
1 stop9h 38mAmerican Airlines
Tue 11/43:50 pmMBJ - TLH
1 stop8h 30mAmerican Airlines
Deal found 6/10$515
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/188:50 pmTLH - SJU
1 stop15h 54mAmerican Airlines
Tue 7/2212:59 amSJU - TLH
1 stop12h 47mAmerican Airlines
Deal found 6/11$529
This JetBlue deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/259:05 amTLH - SJU
1 stop5h 54mJetBlue
Sat 6/2810:00 amSJU - TLH
1 stop9h 05mJetBlue
Deal found 6/10$556
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/238:13 pmTLH - STT
1 stop16h 25mAmerican Airlines
Sun 10/265:15 pmSTT - TLH
1 stop21h 54mAmerican Airlines
Deal found 6/12$579
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/198:45 pmTLH - BGI
1 stop17h 15mAmerican Airlines
Sat 8/27:00 amBGI - TLH
1 stop13h 15mAmerican Airlines
Deal found 6/12$581
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/73:37 pmTLH - MHH
2 stops22h 00mAmerican Airlines
Thu 8/142:17 pmMHH - TLH
2 stops8h 28mAmerican Airlines
Deal found 6/11$629
This JetBlue deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/239:05 amTLH - MBJ
1 stop6h 38mJetBlue
Sun 7/279:15 amMBJ - TLH
1 stop8h 50mJetBlue
Deal found 6/10$641
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/68:13 pmTLH - UVF
1 stop17h 07mAmerican Airlines
Sat 10/114:10 pmUVF - TLH
1 stop8h 00mAmerican Airlines
Deal found 6/11$652
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/309:05 amTLH - SJU
2 stops14h 57mUnited Airlines
Mon 8/41:05 amSJU - TLH
2 stops18h 00mUnited Airlines
Deal found 6/11$691
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/267:45 pmTLH - STT
2 stops19h 58mUnited Airlines
Sat 8/22:10 pmSTT - TLH
3 stops42h 10mUnited Airlines
Deal found 6/10$1,138

Cheapflights Fare Finder

Customize your flight search to find flights from Tallahassee to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
Use the filters below to find and compare flights from Tallahassee to Caribbean that are best for you.

Fly from

Tallahassee

Fly to

Caribbean

Route

Depart

Return

Price

TallahasseeMarsh Harbour

TLH - MHH

TLHMHH

Tallahassee

Mon 8/11

9:05 am-5:10 pm

1 stop8h 05m

Marsh Harbour

Sat 8/16

5:55 pm-8:20 am

1 stop14h 25m

$400

TallahasseePunta Cana

TLH - PUJ

TLHPUJ

Tallahassee

Sat 8/9

8:19 pm-10:55 am

1 stop14h 36m

Punta Cana

Tue 8/12

1:10 pm-9:37 pm

1 stop8h 27m

$471

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Tue 7/1

8:46 pm-12:44 pm

1 stop15h 58m

San Juan Luis Munoz Marin Intl

Wed 7/9

1:37 pm-8:20 pm

1 stop6h 43m

$485

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Tue 7/15

7:43 pm-9:25 am

1 stop14h 42m

Montego Bay Sangster Intl

Tue 7/22

10:20 am-12:22 am

1 stop13h 02m

$541

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Wed 6/25

9:05 am-2:59 pm

1 stop5h 54m

San Juan Luis Munoz Marin Intl

Sat 6/28

10:00 am-7:05 pm

1 stop9h 05m

$556

TallahasseeSaint Thomas Island

TLH - STT

TLHSTT

Tallahassee

Thu 10/23

8:13 pm-12:38 pm

1 stop16h 25m

Saint Thomas Island Cyril E King

Sun 10/26

5:15 pm-3:09 pm

1 stop21h 54m

$579

TallahasseeBridgetown

TLH - BGI

TLHBGI

Tallahassee

Sat 7/19

8:45 pm-2:00 pm

1 stop17h 15m

Bridgetown Grantley Adams Intl

Sat 8/2

7:00 am-8:15 pm

1 stop13h 15m

$581

TallahasseeMarsh Harbour

TLH - MHH

TLHMHH

Tallahassee

Thu 8/7

3:37 pm-1:37 pm

2 stops22h 00m

Marsh Harbour

Thu 8/14

2:17 pm-10:45 pm

2 stops8h 28m

$629

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Wed 7/23

9:05 am-2:43 pm

1 stop6h 38m

Montego Bay Sangster Intl

Sun 7/27

9:15 am-7:05 pm

1 stop8h 50m

$641

TallahasseeCastries

TLH - UVF

TLHUVF

Tallahassee

Mon 10/6

8:13 pm-1:20 pm

1 stop17h 07m

Castries Hewanorra

Sat 10/11

4:10 pm-12:10 am

1 stop8h 00m

$652

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 20 results
1
2

Best time to book a flight from Tallahassee to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Tallahassee with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Tallahassee to Caribbean

What is the cheapest month to book a flight from Tallahassee to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Tallahassee to Caribbean (average of $254). Flying from Tallahassee to Caribbean in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from TLH to CB?

Find hourly flight availability from Tallahassee to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

When flying from Tallahassee to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated June 12, 2025.
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
8.0
Very good
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
LATAM Airlines
7.5
Good
1,785 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
United Airlines
7.4
Good
8,790 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
JetBlue
7.3
Good
2,925 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Tallahassee to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Tallahassee to Caribbean?

    For a flight from Tallahassee to Caribbean, you will be flying from Tallahassee. Tallahassee (TLH) is just 5.0 mi from the center of the city.

  • What are the most popular routes from Tallahassee to Caribbean?

    When deciding which route to take from Tallahassee to Caribbean consider Tallahassee - San Juan Luis Munoz Marin Intl, Tallahassee - Montego Bay Sangster Intl or Tallahassee - Punta Cana as they are the most popular.

  • Can I find deals for flights from Tallahassee to Caribbean that include hotel bookings?

    Yes. In addition to deals on Tallahassee to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Tallahassee to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Tallahassee to Caribbean.

  • Can I find deals for business class flights from Tallahassee to Caribbean?

    Yes. Cheapflights offers flight deals from Tallahassee to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Tallahassee to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Tallahassee to Caribbean (average of $254). Flying from Tallahassee to Caribbean in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Tallahassee to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Tallahassee to Caribbean

Discover the top 3 airlines that operate flights from Tallahassee to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$227Average$431FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$334Average$581FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$388Average$575FlexibilityNo cancel feeOn-time62%

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