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$63+ 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — SJU
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
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 March 31, 2025.

Round-trip from

$130
(Cheapflightsfares)

One-way from

$63
(eDestinos)

Popular in

December

Cheapest in

September

Average price

$230
From Clearwater to Caribbean
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One-way flight from Clearwater to Caribbean
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Highest demand for flights based on searches. 18% potential increase in price ($51 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 31, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 3/30. 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.
Tue 4/295:00 amTPA - SJU
1 stop10h 35mSpirit Airlines
Wed 4/307:00 pmSJU - TPA
1 stop12h 09mSpirit Airlines
Deal found 3/30$130
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/149:59 pmTPA - SJU
Nonstop2h 55mMultiple Airlines
Wed 4/237:00 pmSJU - TPA
1 stop12h 09mMultiple Airlines
Deal found 3/31$134
This Frontier deal was found by Cheapflights users on 3/30. 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.
Mon 4/149:59 pmTPA - SJU
Nonstop2h 55mFrontier
Fri 4/185:01 amSJU - TPA
Nonstop3h 17mFrontier
Deal found 3/30$150
This Cheapflightsfares deal was found by Cheapflights users on 3/30. 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.
Wed 4/2310:04 pmTPA - STT
1 stop11h 56mSpirit Airlines
Wed 4/3011:05 amSTT - TPA
1 stop12h 30mSpirit Airlines
Deal found 3/30$154
This Cheapflightsfares deal was found by Cheapflights users on 3/30. 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.
Tue 4/295:00 amTPA - MBJ
1 stop6h 55mSpirit Airlines
Tue 5/612:00 pmMBJ - TPA
1 stop10h 35mSpirit Airlines
Deal found 3/30$242
This Southwest deal was found by Cheapflights users on 3/31. 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.
Tue 5/66:55 pmTPA - SJU
Nonstop2h 55mSouthwest
Tue 5/138:00 amSJU - TPA
2 stops11h 45mSouthwest
Deal found 3/31$246
This JetBlue deal was found by Cheapflights users on 3/31. 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.
Sat 5/32:45 pmTPA - SJU
Nonstop2h 57mJetBlue
Tue 5/68:29 amSJU - TPA
Nonstop3h 03mJetBlue
Deal found 3/31$247
This CheapOair deal was found by Cheapflights users on 3/30. 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.
Sun 5/259:22 pmTPA - STT
1 stop12h 35mMultiple Airlines
Fri 5/301:00 pmSTT - TPA
1 stop8h 28mMultiple Airlines
Deal found 3/30$256
This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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.
Tue 4/295:00 amTPA - KIN
1 stop8h 31mSpirit Airlines
Tue 5/61:39 pmKIN - TPA
1 stop8h 56mSpirit Airlines
Deal found 3/31$263
This American Airlines deal was found by Cheapflights users on 3/30. 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.
Sun 6/86:20 amTPA - STT
1 stop9h 40mAmerican Airlines
Tue 6/175:00 pmSTT - TPA
1 stop15h 04mAmerican Airlines
Deal found 3/30$275
This Cheapflightsfares deal was found by Cheapflights users on 3/30. 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.
Mon 4/285:00 amTPA - SXM
1 stop9h 00mSpirit Airlines
Mon 5/53:05 pmSXM - TPA
1 stop15h 52mSpirit Airlines
Deal found 3/30$278
This Cheapflightsfares deal was found by Cheapflights users on 3/30. 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.
Sun 4/275:00 amTPA - AUA
1 stop9h 40mSpirit Airlines
Sun 5/43:45 pmAUA - TPA
1 stop7h 50mSpirit Airlines
Deal found 3/30$285

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 March 31, 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

Tue 4/29

5:00 am-3:35 pm

1 stop10h 35m

San Juan Luis Munoz Marin Intl

Wed 4/30

7:00 pm-7:09 am

1 stop12h 09m

$130

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Tue 4/29

1:05 pm-4:00 pm

Nonstop2h 55m

San Juan Luis Munoz Marin Intl

Wed 4/30

7:00 pm-7:09 am

1 stop12h 09m

$139

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Mon 4/14

9:59 pm-12:54 am

Nonstop2h 55m

San Juan Luis Munoz Marin Intl

Fri 4/18

5:01 am-8:18 am

Nonstop3h 17m

$150

TampaSaint Thomas Island

TPA - STT

TPASTT

Tampa

Wed 4/23

10:04 pm-10:00 am

1 stop11h 56m

Saint Thomas Island Cyril E King

Wed 4/30

11:05 am-11:35 pm

1 stop12h 30m

$154

TampaMontego Bay

TPA - MBJ

TPAMBJ

Tampa

Tue 4/29

5:00 am-10:55 am

1 stop6h 55m

Montego Bay Sangster Intl

Tue 5/6

12:00 pm-11:35 pm

1 stop10h 35m

$242

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Tue 5/6

6:55 pm-9:50 pm

Nonstop2h 55m

San Juan Luis Munoz Marin Intl

Tue 5/13

8:00 am-7:45 pm

2 stops11h 45m

$246

TampaSaint Thomas Island

TPA - STT

TPASTT

Tampa

Sun 5/25

9:22 pm-9:57 am

1 stop12h 35m

Saint Thomas Island Cyril E King

Fri 5/30

1:00 pm-9:28 pm

1 stop8h 28m

$256

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Tue 4/29

7:15 am-3:59 pm

1 stop8h 44m

San Juan Luis Munoz Marin Intl

Wed 4/30

8:16 pm-11:28 pm

Nonstop3h 12m

$261

TampaKingston

TPA - KIN

TPAKIN

Tampa

Tue 4/29

5:00 am-12:31 pm

1 stop8h 31m

Kingston Norman Manley

Tue 5/6

1:39 pm-11:35 pm

1 stop8h 56m

$263

TampaSaint Thomas Island

TPA - STT

TPASTT

Tampa

Sun 6/8

6:20 am-4:00 pm

1 stop9h 40m

Saint Thomas Island Cyril E King

Tue 6/17

5:00 pm-8:04 am

1 stop15h 04m

$275

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

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 December is currently the most expensive (average of $336). 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 March 31, 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 March 31, 2025.

The most flights from CL9 to 0CB are scheduled on a Monday (22 on average). You will have fewer flight options on Tuesday, 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 March 31, 2025.
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

8.0

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Delta
8.0
Very good
7,899 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

8.0

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Southwest
8.0
Very good
4,276 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

8.0

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Copa Airlines
7.6
Good
1,400 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

8.0

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
LATAM Airlines
7.5
Good
1,754 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

8.0

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
United Airlines
7.4
Good
8,614 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

8.0

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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 Spirit Airlines ($63), Frontier ($69), and JetBlue ($109).

  • 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 (91%), Azul (81%), JetBlue( 80%).

  • What are the cheapest flights from Clearwater to Caribbean?

    Looking at all options, your cheapest flight can be booked for $65. While the most popular route (Tampa - San Juan Luis Munoz Marin Intl) can be booked for $130 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 December is currently the most expensive (average of $336). 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

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Alternative routes for Clearwater to Caribbean

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 March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$83Average$304FlexibilityNo cancel feeOn-time65%
FrontierCheapest$86Average$296FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$88Average$420FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$123Average$178FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$164Average$540FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$206Average$441FlexibilityNo cancel feeOn-time70%
SouthwestCheapest$214Average$464FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$216Average$550FlexibilityNo cancel feeOn-time71%
BahamasairCheapest$217Average$310FlexibilityNo cancel feeOn-time33%
United AirlinesCheapest$219Average$543FlexibilityNo cancel feeOn-time69%
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