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$70+ 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 22 — Apr 291
Tue 4/22
Tue 4/29
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 17, 2025.

Round-trip from

$147
(Cheapflightsfares)

One-way from

$87
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$202
From Clearwater to Caribbean
Search Deals
One-way flight from Clearwater to Caribbean
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Highest demand for flights based on searches. 17% potential increase in price ($47 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 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 17, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/16. 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 4/301:05 pmTPA - SJU
Nonstop2h 55mFrontier
Thu 5/111:20 amSJU - TPA
Nonstop3h 21mFrontier
Deal found 4/16$147
This Cheapflightsfares deal was found by Cheapflights users on 4/16. 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 5/79:22 pmTPA - STT
1 stop12h 35mSpirit Airlines
Wed 5/1410:52 amSTT - TPA
1 stop9h 25mSpirit Airlines
Deal found 4/16$160
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 4/305:00 amTPA - SJU
1 stop10h 35mMultiple Airlines
Thu 5/111:20 amSJU - TPA
Nonstop3h 21mMultiple Airlines
Deal found 4/16$173
This FlightHub deal was found by Cheapflights users on 4/17. 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.
Tue 8/125:30 amTPA - SJU
1 stop10h 11mSpirit Airlines
Mon 8/185:41 pmSJU - TPA
1 stop18h 00mSpirit Airlines
Deal found 4/17$190
This JetBlue deal was found by Cheapflights users on 4/17. 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.
Thu 5/13:00 pmTPA - SJU
Nonstop2h 57mJetBlue
Thu 5/18:16 pmSJU - TPA
Nonstop3h 12mJetBlue
Deal found 4/17$218
This Trip.com deal was found by Cheapflights users on 4/16. 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.
Wed 5/78:45 pmTPA - STT
2 stops18h 45mMultiple Airlines
Wed 5/1410:52 amSTT - TPA
1 stop9h 25mMultiple Airlines
Deal found 4/16$225
This American Airlines deal was found by Cheapflights users on 4/17. 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 5/109:20 amTPA - SJU
1 stop7h 16mAmerican Airlines
Sat 5/316:10 amSJU - TPA
1 stop11h 49mAmerican Airlines
Deal found 4/17$227
This CheapOair deal was found by Cheapflights users on 4/17. 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 4/17$239
This Delta deal was found by Cheapflights users on 4/16. 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.
Sat 4/263:08 pmTPA - SJU
1 stop8h 07mDelta
Sat 5/37:15 amSJU - TPA
1 stop6h 48mDelta
Deal found 4/16$251
This Southwest deal was found by Cheapflights users on 4/16. 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.
Mon 4/287:10 pmTPA - SJU
Nonstop2h 55mSouthwest
Fri 5/210:45 amSJU - TPA
2 stops9h 10mSouthwest
Deal found 4/16$260
This Cheapflightsfares deal was found by Cheapflights users on 4/17. 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 5/125:20 amTPA - KIN
1 stop8h 09mSpirit Airlines
Wed 5/141:34 pmKIN - TPA
1 stop5h 43mSpirit Airlines
Deal found 4/17$275
This American Airlines deal was found by Cheapflights users on 4/16. 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 9/48:11 amTPA - STT
1 stop8h 19mAmerican Airlines
Mon 9/81:50 pmSTT - TPA
1 stop4h 46mAmerican Airlines
Deal found 4/16$275

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 17, 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

Wed 4/30

1:05 pm-4:00 pm

Nonstop2h 55m

San Juan Luis Munoz Marin Intl

Thu 5/1

11:20 am-2:41 pm

Nonstop3h 21m

$147

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

Wed 5/14

10:52 am-8:17 pm

1 stop9h 25m

$160

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Wed 4/30

5:00 am-3:35 pm

1 stop10h 35m

San Juan Luis Munoz Marin Intl

Thu 5/1

11:20 am-2:41 pm

Nonstop3h 21m

$173

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Wed 4/30

5:00 am-3:35 pm

1 stop10h 35m

San Juan Luis Munoz Marin Intl

Fri 6/13

11:44 am-12:39 am

1 stop12h 55m

$216

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Thu 5/1

3:00 pm-5:57 pm

Nonstop2h 57m

San Juan Luis Munoz Marin Intl

Thu 5/1

8:16 pm-11:28 pm

Nonstop3h 12m

$218

TampaSaint Thomas Island

TPA - STT

TPASTT

Tampa

Wed 5/7

8:45 pm-3:30 pm

2 stops18h 45m

Saint Thomas Island Cyril E King

Wed 5/14

10:52 am-8:17 pm

1 stop9h 25m

$225

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Sat 5/10

9:20 am-4:36 pm

1 stop7h 16m

San Juan Luis Munoz Marin Intl

Sat 5/31

6:10 am-5:59 pm

1 stop11h 49m

$227

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Sat 4/26

3:08 pm-11:15 pm

1 stop8h 07m

San Juan Luis Munoz Marin Intl

Sat 5/3

7:15 am-2:03 pm

1 stop6h 48m

$251

TampaSan Juan

TPA - SJU

TPASJU

Tampa

Mon 4/28

7:10 pm-10:05 pm

Nonstop2h 55m

San Juan Luis Munoz Marin Intl

Fri 5/2

10:45 am-7:55 pm

2 stops9h 10m

$260

TampaSaint Thomas Island

TPA - STT

TPASTT

Tampa

Thu 7/10

7:30 am-1:55 pm

1 stop6h 25m

Saint Thomas Island Cyril E King

Mon 7/14

1:21 pm-10:00 pm

1 stop8h 39m

$275

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

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 17, 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 17, 2025.

The most flights from CL9 to 0CB are scheduled on a Thursday (20 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 April 17, 2025.
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,917 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Copa Airlines
7.6
Good
1,409 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,667 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,926 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 ($87), Spirit Airlines ($97), and JetBlue ($109).

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

    While some choose either Tampa - Saint Thomas Island Cyril E King or Tampa - Punta Cana, 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 $75. While the most popular route (Tampa - San Juan Luis Munoz Marin Intl) can be booked for $167 on average our data indicates $198 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 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$85Average$325FlexibilityNo cancel feeOn-time65%
FrontierCheapest$86Average$291FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$88Average$439FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$130Average$191FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$183Average$440FlexibilityNo cancel feeOn-time70%
DeltaCheapest$202Average$540FlexibilityNo cancel feeOn-timeN/A
BahamasairCheapest$213Average$310FlexibilityNo cancel feeOn-time33%
SouthwestCheapest$216Average$465FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$216Average$546FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$219Average$543FlexibilityNo cancel feeOn-time69%

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