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$80+ 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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — SJU
May 4 — May 111
Sun 5/4
Sun 5/11
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 April 29, 2025.

Round-trip from

$169
(Mytrip)

One-way from

$80
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$208
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. 17% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 29, 2025.

This eDestinos deal was found by Cheapflights users on 4/28. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/210:25 pmTPA - SJU
1 stop15h 20mSpirit Airlines
Sat 5/31:31 amSJU - TPA
1 stop13h 08mSpirit Airlines
Deal found 4/28$149
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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 5/73:15 pmTPA - SJU
Nonstop3h 01mFrontier
Wed 5/217:11 pmSJU - TPA
Nonstop3h 18mFrontier
Deal found 4/29$176
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Wed 5/73:15 pmTPA - SJU
Nonstop3h 01mMultiple Airlines
Thu 5/811:50 amSJU - TPA
1 stop9h 11mMultiple Airlines
Deal found 4/29$179
This American Airlines deal was found by Cheapflights users on 4/29. 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 5/169:20 amTPA - SJU
1 stop10h 49mAmerican Airlines
Sun 5/186:10 amSJU - TPA
1 stop13h 42mAmerican Airlines
Deal found 4/29$207
This JetBlue deal was found by Cheapflights users on 4/29. 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.
Fri 5/168:35 pmTPA - SJU
Nonstop3h 00mJetBlue
Sat 5/314:11 pmSJU - TPA
Nonstop3h 12mJetBlue
Deal found 4/29$208
This CheapOair deal was found by Cheapflights users on 4/28. 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 5/2512:40 pmTPA - STT
1 stop23h 00mFrontier
Fri 5/301:00 pmSTT - TPA
1 stop8h 28mFrontier
Deal found 4/28$219
This Priceline deal was found by Cheapflights users on 4/29. 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.
Thu 6/128:22 pmTPA - STT
1 stop13h 26mSpirit Airlines
Mon 6/1610:47 amSTT - TPA
1 stop8h 40mSpirit Airlines
Deal found 4/29$225
This Delta deal was found by Cheapflights users on 4/28. 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.
Mon 5/510:00 amTPA - SJU
1 stop10h 23mDelta
Sun 5/116:15 amSJU - TPA
1 stop9h 00mDelta
Deal found 4/28$240
This American Airlines deal was found by Cheapflights users on 4/27. 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 9/46:00 amTPA - STT
1 stop10h 00mAmerican Airlines
Mon 9/84:50 pmSTT - TPA
1 stop6h 46mAmerican Airlines
Deal found 4/27$275
This FlightHub deal was found by Cheapflights users on 4/28. 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.
Wed 5/79:22 pmTPA - STT
1 stop12h 35mMultiple Airlines
Fri 5/91:12 pmSTT - TPA
1 stop26h 04mMultiple Airlines
Deal found 4/28$291
This Southwest deal was found by Cheapflights users on 4/28. 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 6/1011:25 amTPA - SJU
2 stops9h 50mSouthwest
Mon 6/166:55 pmSJU - TPA
Nonstop3h 05mSouthwest
Deal found 4/28$305
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/295:20 amTPA - AUA
1 stop9h 20mSpirit Airlines
Thu 6/53:45 pmAUA - TPA
1 stop16h 39mSpirit Airlines
Deal found 4/29$311

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 April 29, 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

Fri 5/2

10:25 pm-1:45 pm

1 stop15h 20m

San Juan Luis Munoz Marin Intl

Sat 5/3

1:31 am-2:39 pm

1 stop13h 08m

$149

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Sun 5/11

6:15 am-10:17 pm

1 stop16h 02m

San Juan Luis Munoz Marin Intl

Sat 5/17

11:55 am-3:16 pm

Nonstop3h 21m

$169

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Wed 5/7

3:15 pm-6:16 pm

Nonstop3h 01m

San Juan Luis Munoz Marin Intl

Wed 5/21

7:11 pm-10:29 pm

Nonstop3h 18m

$176

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Tue 5/13

10:00 am-12:59 pm

Nonstop2h 59m

San Juan Luis Munoz Marin Intl

Sun 5/18

7:10 am-10:13 am

Nonstop3h 03m

$203

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Fri 5/16

7:23 am-8:09 pm

1 stop12h 46m

San Juan Luis Munoz Marin Intl

Sun 5/18

6:10 am-6:51 pm

1 stop12h 41m

$213

TampaSaint Thomas Island

TPA - STT

TPASTT

Tampa

Sun 5/25

12:40 pm-11:40 am

1 stop23h 00m

Saint Thomas Island Cyril E King

Fri 5/30

1:00 pm-9:28 pm

1 stop8h 28m

$219

TampaSaint Thomas Island

TPA - STT

TPASTT

Tampa

Thu 6/12

8:22 pm-9:48 am

1 stop13h 26m

Saint Thomas Island Cyril E King

Mon 6/16

10:47 am-7:27 pm

1 stop8h 40m

$225

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Mon 5/5

10:00 am-8:23 pm

1 stop10h 23m

San Juan Luis Munoz Marin Intl

Sun 5/11

6:15 am-3:15 pm

1 stop9h 00m

$240

TampaSaint Thomas Island

TPA - STT

TPASTT

Tampa

Wed 5/7

9:22 pm-9:57 am

1 stop12h 35m

Saint Thomas Island Cyril E King

Fri 5/9

1:12 pm-3:16 pm

1 stop26h 04m

$291

TampaOranjestad

TPA - AUA

TPAAUA

Tampa

Thu 5/29

5:20 am-2:40 pm

1 stop9h 20m

Oranjestad Reina Beatrix

Thu 6/5

3:45 pm-8:24 am

1 stop16h 39m

$311

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

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 April 29, 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 April 29, 2025.

The most flights from CL9 to 0CB are scheduled on a Tuesday (16 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (1 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 April 29, 2025.
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

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
7,936 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

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
4,295 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

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
7.5
Good
1,411 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

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
1,767 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

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
8,696 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

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 ($80), Frontier ($87), and Delta ($104).

  • 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%), JetBlue (81%), Southwest( 80%).

  • What are the cheapest flights from Clearwater to Caribbean?

    Looking at all options, your cheapest flight can be booked for $80. While the most popular route (Tampa - San Juan Luis Munoz Marin Intl) can be booked for $188 on average our data indicates $203 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

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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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$86Average$300FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$88Average$322FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$88Average$439FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$130Average$189FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$183Average$440FlexibilityNo cancel feeOn-time70%
DeltaCheapest$202Average$540FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$217Average$468FlexibilityNo cancel feeOn-time63%
BahamasairCheapest$217Average$310FlexibilityNo cancel feeOn-time33%
United AirlinesCheapest$219Average$543FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$227Average$540FlexibilityNo cancel feeOn-time71%

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