Caribbean

$89+ 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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — SJU
jun 17 — jun 241
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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 junho 12, 2025.

Round-trip from

$157
(Priceline)

One-way from

$91
(Trip.com)

Popular in

December

Cheapest in

September

Average price

$277
From Clearwater to Caribbean
One-way flight from Clearwater to Caribbean
Highest demand for flights based on searches. 13% potential increase in price ($36 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in June 2025

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 junho 12, 2025.

This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 8/183:23 pmTPA - SJU
1 stop9h 23mFrontier
qui 8/2112:59 amSJU - TPA
1 stop7h 39mFrontier
Deal found 6/11$157
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 6/235:30 amTPA - SJU
1 stop13h 49mMultiple Airlines
sex 6/2712:59 amSJU - TPA
1 stop9h 57mMultiple Airlines
Deal found 6/10$190
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 7/612:39 pmTPA - STT
1 stop27h 50mFrontier
sex 7/115:14 pmSTT - TPA
1 stop26h 51mFrontier
Deal found 6/10$196
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.
qua 9/176:59 pmTPA - SJU
Nonstop3h 01mJetBlue
qua 9/247:25 amSJU - TPA
Nonstop2h 57mJetBlue
Deal found 6/10$198
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 9/178:05 amTPA - SJU
2 stops9h 20mSouthwest
qua 9/2411:50 amSJU - TPA
2 stops10h 30mSouthwest
Deal found 6/10$207
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 7/91:32 pmTPA - SJU
1 stop10h 34mSpirit Airlines
sex 7/112:40 amSJU - TPA
2 stops6h 47mSpirit Airlines
Deal found 6/11$217
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 7/1712:39 pmTPA - STT
1 stop27h 50mMultiple Airlines
ter 7/2210:43 amSTT - TPA
1 stop9h 01mMultiple Airlines
Deal found 6/11$258
This Cheapflightsfares deal was found by Cheapflights users on 6/9. 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.
sex 7/48:22 pmTPA - STT
1 stop13h 26mSpirit Airlines
ter 7/810:47 amSTT - TPA
1 stop8h 47mSpirit Airlines
Deal found 6/9$264
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 7/125:40 amTPA - PUJ
1 stop10h 15mSpirit Airlines
sáb 7/191:00 pmPUJ - TPA
1 stop10h 57mSpirit Airlines
Deal found 6/12$289
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 8/302:37 pmTPA - PUJ
1 stop16h 29mMultiple Airlines
ter 9/93:29 pmPUJ - TPA
1 stop7h 37mMultiple Airlines
Deal found 6/11$307
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.
qui 8/148:49 amTPA - SDQ
1 stop11h 41mAmerican Airlines
qui 8/217:20 pmSDQ - TPA
1 stop12h 49mAmerican Airlines
Deal found 6/12$315
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 7/105:40 amTPA - SDQ
1 stop4h 10mSpirit Airlines
qui 7/1710:55 amSDQ - TPA
1 stop9h 22mSpirit Airlines
Deal found 6/12$316

Cheapflights Fare Finder

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 junho 12, 2025.
Use the filters below to find and compare flights from Clearwater to Caribbean that are best for you.

Fly from

Clearwater

Fly to

Caribbean

Route

Depart

Return

Price

TampaSan Juan

TPA - SJU

TPASJU

Tampa

seg 8/18

6:28 am-2:18 pm

1 stop7h 50m

San Juan Luis Munoz Marin Intl

qui 8/21

12:59 am-8:38 am

1 stop7h 39m

$157

TampaSan Juan

TPA - SJU

TPASJU

Tampa

seg 6/23

5:30 am-7:19 pm

1 stop13h 49m

San Juan Luis Munoz Marin Intl

sex 6/27

12:59 am-10:56 am

1 stop9h 57m

$190

TampaSaint Thomas Island

TPA - STT

TPASTT

Tampa

dom 7/6

12:39 pm-4:29 pm

1 stop27h 50m

Saint Thomas Island Cyril E King

sex 7/11

5:14 pm-8:05 pm

1 stop26h 51m

$196

TampaSan Juan

TPA - SJU

TPASJU

Tampa

qua 9/17

6:59 pm-10:00 pm

Nonstop3h 01m

San Juan Luis Munoz Marin Intl

qua 9/24

7:25 am-10:22 am

Nonstop2h 57m

$198

TampaSan Juan

TPA - SJU

TPASJU

Tampa

qua 7/9

1:32 pm-12:06 am

1 stop10h 34m

San Juan Luis Munoz Marin Intl

seg 7/21

10:14 pm-9:27 am

1 stop11h 13m

$218

TampaSan Juan

TPA - SJU

TPASJU

Tampa

qui 7/10

5:55 pm-11:10 pm

1 stop5h 15m

San Juan Luis Munoz Marin Intl

qui 7/17

1:30 pm-12:15 am

2 stops10h 45m

$239

TampaSaint Thomas Island

TPA - STT

TPASTT

Tampa

qui 7/17

12:39 pm-4:29 pm

1 stop27h 50m

Saint Thomas Island Cyril E King

ter 7/22

10:43 am-7:44 pm

1 stop9h 01m

$258

TampaSaint Thomas Island

TPA - STT

TPASTT

Tampa

sex 7/4

8:22 pm-9:48 am

1 stop13h 26m

Saint Thomas Island Cyril E King

ter 7/8

10:47 am-7:34 pm

1 stop8h 47m

$264

TampaPunta Cana

TPA - PUJ

TPAPUJ

Tampa

sáb 7/12

5:40 am-3:55 pm

1 stop10h 15m

Punta Cana

sáb 7/19

1:00 pm-11:57 pm

1 stop10h 57m

$289

TampaPunta Cana

TPA - PUJ

TPAPUJ

Tampa

sáb 8/30

2:37 pm-7:06 am

1 stop16h 29m

Punta Cana

ter 9/9

3:29 pm-11:06 pm

1 stop7h 37m

$307

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

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.

Cheapflights Insights

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

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 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 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 junho 12, 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 junho 12, 2025.

The most flights from CL9 to 0CB are scheduled on a Thursday (28 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 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 junho 12, 2025.

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
8.0
Very good

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 ($91), Spirit Airlines ($93), and JetBlue ($99).

  • What are the most popular routes 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 (83%), JetBlue (83%), Azul( 82%).

  • What are the cheapest flights from Clearwater to Caribbean?

    Looking at all options, your cheapest flight can be booked for $94. While the most popular route (Tampa - San Juan Luis Munoz Marin Intl) can be booked for $178 on average our data indicates $204 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 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Clearwater to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

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 junho 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$50Average$301FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$88Average$436FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$96Average$319FlexibilityNo cancel feeOn-time65%
DeltaCheapest$114Average$525FlexibilityNo cancel feeOn-timeN/A
Avelo AirlinesCheapest$130Average$217FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$183Average$441FlexibilityNo cancel feeOn-time70%
BahamasairCheapest$214Average$312FlexibilityNo cancel feeOn-time33%
United AirlinesCheapest$219Average$543FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$221Average$478FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$225Average$538FlexibilityNo cancel feeOn-time71%

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