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$54+ Cheap flights from Clearwater, FL 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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — SJU
févr. 25 — mars 41
mar. 2/25
mar. 3/4
1 adult, Economy
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Cheap flight deals from Clearwater to Caribbean

Keep the following information in mind while searching for Clearwater to Caribbean flight deals. Data was last updated février 20, 2025.

Round-trip from

$88
(Frontier)

One-way from

$54
(Frontier)

Popular in

December

Cheapest in

April

Average price

$176
From Clearwater to Caribbean
Search Deals
One-way flight from Clearwater to Caribbean
Search Deals
Highest demand for flights based on searches. 20% potential increase in price ($54 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Find flight deals from Clearwater to Caribbean

Cheapest flights from Clearwater to Caribbean
Explore the most affordable flight options available from Clearwater to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on février 20, 2025.

This Frontier deal was found by Cheapflights users on 2/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 3/239:39 pmTPA - SJU
Nonstop2h 54mFrontier
jeu. 3/2712:55 pmSJU - TPA
Nonstop3h 25mFrontier
Deal found 2/18$88
This CheapOair deal was found by Cheapflights users on 2/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/249:00 pmTPA - SJU
Nonstop2h 54mMultiple Airlines
mer. 3/263:46 pmSJU - TPA
1 stop15h 24mMultiple Airlines
Deal found 2/19$92
This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 5/811:15 amTPA - SJU
1 stop12h 57mSpirit Airlines
lun. 5/121:10 amSJU - TPA
1 stop8h 57mSpirit Airlines
Deal found 2/19$125
This Priceline deal was found by Cheapflights users on 2/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 3/305:45 amTPA - STT
1 stop4h 21mSpirit Airlines
jeu. 4/311:11 amSTT - TPA
1 stop10h 04mSpirit Airlines
Deal found 2/20$167
This Frontier deal was found by Cheapflights users on 2/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 3/209:19 pmTPA - SXM
1 stop19h 56mFrontier
ven. 3/286:35 pmSXM - TPA
2 stops19h 47mFrontier
Deal found 2/20$186
This JetBlue deal was found by Cheapflights users on 2/20. 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.
sam. 3/19:58 amTPA - SJU
Nonstop2h 52mJetBlue
jeu. 3/67:20 pmSJU - TPA
Nonstop3h 18mJetBlue
Deal found 2/20$202
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 2/261:46 pmTPA - SJU
1 stop9h 00mDelta
dim. 3/26:15 amSJU - TPA
1 stop7h 15mDelta
Deal found 2/20$205
This American Airlines deal was found by Cheapflights users on 2/19. 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.
sam. 3/18:00 amTPA - SJU
1 stop6h 45mAmerican Airlines
ven. 3/76:00 amSJU - TPA
1 stop9h 49mAmerican Airlines
Deal found 2/19$222
This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/255:45 amTPA - MBJ
1 stop6h 17mSpirit Airlines
mer. 4/212:07 pmMBJ - TPA
1 stop7h 54mSpirit Airlines
Deal found 2/19$238
This Booking.com deal was found by Cheapflights users on 2/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 3/239:39 pmTPA - SXM
1 stop19h 36mMultiple Airlines
mer. 3/262:33 pmSXM - TPA
1 stop6h 28mMultiple Airlines
Deal found 2/19$243
This Booking.com deal was found by Cheapflights users on 2/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 5/23:46 pmTPA - SDQ
1 stop8h 09mFrontier
mar. 5/68:00 amSDQ - TPA
1 stop14h 29mFrontier
Deal found 2/18$258
This Priceline deal was found by Cheapflights users on 2/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 2/2710:08 amTPA - STI
1 stop7h 15mFrontier
dim. 3/27:43 pmSTI - TPA
1 stop14h 14mFrontier
Deal found 2/20$267

Find flights from Clearwater to Caribbean within your budget

Customize your flight search to find flights from Clearwater 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 février 20, 2025.

Fly from

Clearwater

Fly to

Caribbean

Route

Depart

Return

Price

TampaSan Juan

TPA - SJU

TPASJU

Tampa

dim. 3/23

9:39 pm-12:33 am

Nonstop2h 54m

San Juan Luis Munoz Marin Intl

jeu. 3/27

12:55 pm-4:20 pm

Nonstop3h 25m

$88

TampaSan Juan

TPA - SJU

TPASJU

Tampa

lun. 3/24

9:00 pm-11:54 pm

Nonstop2h 54m

San Juan Luis Munoz Marin Intl

mer. 3/26

3:46 pm-7:10 am

1 stop15h 24m

$92

TampaSan Juan

TPA - SJU

TPASJU

Tampa

jeu. 5/8

11:15 am-12:12 am

1 stop12h 57m

San Juan Luis Munoz Marin Intl

dim. 5/11

1:10 am-10:07 am

1 stop8h 57m

$125

TampaSaint Thomas Island

TPA - STT

TPASTT

Tampa

dim. 3/30

5:45 am-10:06 am

1 stop4h 21m

Saint Thomas Island Cyril E King

jeu. 4/3

11:11 am-9:15 pm

1 stop10h 04m

$167

TampaSimpson Bay

TPA - SXM

TPASXM

Tampa

jeu. 3/20

9:19 pm-5:15 pm

1 stop19h 56m

Simpson Bay Princess Juliana

ven. 3/28

6:35 pm-2:22 pm

2 stops19h 47m

$186

TampaSan Juan

TPA - SJU

TPASJU

Tampa

sam. 3/1

9:58 am-1:50 pm

Nonstop2h 52m

San Juan Luis Munoz Marin Intl

mar. 3/4

6:01 am-8:13 am

Nonstop3h 12m

$202

TampaSan Juan

TPA - SJU

TPASJU

Tampa

mer. 2/26

1:46 pm-11:46 pm

1 stop9h 00m

San Juan Luis Munoz Marin Intl

dim. 3/2

6:15 am-3:24 pm

1 stop10h 09m

$205

TampaSan Juan

TPA - SJU

TPASJU

Tampa

sam. 3/1

8:00 am-3:45 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

ven. 3/7

6:00 am-2:49 pm

1 stop9h 49m

$222

TampaMontego Bay

TPA - MBJ

TPAMBJ

Tampa

mar. 3/25

5:45 am-11:02 am

1 stop6h 17m

Montego Bay Sangster Intl

mer. 4/2

12:07 pm-9:01 pm

1 stop7h 54m

$238

TampaSimpson Bay

TPA - SXM

TPASXM

Tampa

dim. 3/23

9:39 pm-5:15 pm

1 stop19h 36m

Simpson Bay Princess Juliana

mer. 3/26

2:33 pm-9:01 pm

1 stop6h 28m

$243

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 60 results
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Best time to book a flight from Clearwater to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Clearwater 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.

Travel insights for flights from Clearwater to Caribbean

Get recent, data-driven insights about flights from Clearwater to Caribbean including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from Clearwater to Caribbean (average of $254). Flying from Clearwater to Caribbean in March is currently the most expensive (average of $363). 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 CL9 to CB?

Find hourly flight availability from Clearwater 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 février 20, 2025.

When flying from Clearwater 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.

Weekly flight availability from Clearwater to Caribbean

Explore weekly flight availability from Clearwater to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated février 20, 2025.

The most flights from CL9 to 0CB are scheduled on a Thursday (23 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (8 on average).

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 février 20, 2025.
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Copa Airlines
7.6
Good
1,510 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Avelo Airlines
7.5
Good
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

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

  • What are the cheapest airlines to fly from Clearwater to Caribbean one-way?

    The cheapest airlines for a one-way flight from Clearwater to Caribbean are Frontier ($54), Spirit Airlines ($62), and JetBlue ($79).

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

    While some choose either Tampa - Punta Cana or Tampa - Nassau Intl, Tampa - San Juan Luis Munoz Marin Intl is the most popular route from Clearwater to Caribbean.

  • What are the most reliable airlines from Clearwater to Caribbean?

    Before booking your flight to Caribbean from Clearwater, check out the most reliable airlines to get you to your destination on time: Spirit Airlines (88%), Frontier (73%), Southwest( 70%).

  • What are the cheapest flights from Clearwater to Caribbean?

    Looking at all options, your cheapest flight can be booked for $56. While the most popular route (Tampa - San Juan Luis Munoz Marin Intl) can be booked for $114 on average our data indicates $188 when flying from Clearwater to Caribbean.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Clearwater 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 Clearwater to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Clearwater to Caribbean (average of $254). Flying from Clearwater to Caribbean in March is currently the most expensive (average of $363). 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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See prices for flight routes from nearby airports that may be better suited for you.
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Top 10 airlines flying from Clearwater to Caribbean

Discover the top 10 airlines that operate flights from Clearwater 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 février 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$68Average$289FlexibilityNo cancel feeOn-time65%
FrontierCheapest$84Average$284FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$88Average$416FlexibilityNo cancel feeOn-time62%
DeltaCheapest$164Average$544FlexibilityNo cancel feeOn-timeN/A
BahamasairCheapest$208Average$301FlexibilityNo cancel feeOn-time33%
SouthwestCheapest$208Average$452FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$216Average$544FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$219Average$543FlexibilityNo cancel feeOn-time69%
Copa AirlinesCheapest$250Average$448FlexibilityNo cancel feeOn-time70%
Silver AirwaysCheapest$283Average$351FlexibilityNo cancel feeOn-timeN/A
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