What is the cheapest month to book a flight from London Southend Airport to Caribbean?

Currently, April is the cheapest month in which you can book a flight from London Southend Airport to Caribbean (average of £631). Flying from London Southend Airport to Caribbean in July is currently the most expensive (average of £1,027). 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.

In terms of precipitation, rainfall in Caribbean ranges from 40.0 - 180.0 inches per month. October is typically the wettest month, when rainfall can reach 180.0 mm. February is typically the driest time to visit Caribbean when rainfall is around 40.0 mm.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 28.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 25.0 C).

What are the most popular routes from London Southend Airport to Caribbean?

The most popular route from London Southend Airport to Caribbean is London Southend - Punta Cana. You may also consider London Southend - Havana Jose Marti Intl or London Southend - Montego Bay Sangster Intl.

What is the cheapest time of day to fly from SEN to CB?

When flying from London Southend Airport 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.

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

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

How can I find direct flights from Southend to Caribbean?

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

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

Yes. Cheapflights offers flight deals from Southend 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.

£239+ Flights from London Southend Airport to Caribbean

Cheap flight deals from Southend to Caribbean

Round-trip from	£609
One-way from	£239
Popular in	December
Cheapest in	November
Average price	£672

1/10-15/10
4 total stops
48h 45m total
London to Caribbean

Search Deals

29/9
1 total stop
28h 50m total
London to Caribbean

Search Deals

Highest demand for flights based on searches. 2% potential increase in price (£15 potential increase over avg. return price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease (£16 potential savings vs. average return price).

Search Deals

Average for round-trip flights in September 2025

Search Deals

Find flight deals from Southend to Caribbean

Cheapest flights from Southend to Caribbean
Explore the most affordable flight options available from Southend to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 17 September 2025.

Wed 1/1015:40SEN - PUJ

2 stops29h 45mMultiple Airlines

Wed 15/1016:40PUJ - SEN

2 stops19h 00mMultiple Airlines

Deal found 16/9£609

Mon 13/1016:55SEN - MBJ

1 stop28h 50mMultiple Airlines

Tue 28/1013:50MBJ - SEN

2 stops50h 10mMultiple Airlines

Deal found 15/9£614

Tue 7/1007:00SEN - PUJ

2 stops16h 55mMultiple Airlines

Sun 12/1015:05PUJ - SEN

2 stops23h 30mMultiple Airlines

Deal found 14/9£667

Tue 30/907:00SEN - PUJ

2 stops16h 55mMultiple Airlines

Wed 8/1016:40PUJ - SEN

2 stops19h 00mMultiple Airlines

Deal found 16/9£679

Sat 4/1009:30SEN - PUJ

2 stops33h 50mMultiple Airlines

Sun 12/1015:05PUJ - SEN

2 stops23h 30mMultiple Airlines

Deal found 15/9£757

Fri 21/1107:00SEN - PUJ

2 stops16h 35mMultiple Airlines

Mon 24/1121:10PUJ - SEN

2 stops21h 15mMultiple Airlines

Deal found 15/9£775

Sun 21/907:00SEN - PUJ

3 stops39h 20mMultiple Airlines

Thu 2/1015:05PUJ - SEN

2 stops19h 40mMultiple Airlines

Deal found 14/9£785

Fri 17/1006:30SEN - PUJ

2 stops17h 50mMultiple Airlines

Sun 21/1218:00PUJ - SEN

2 stops16h 50mMultiple Airlines

Deal found 15/9£800

Sat 8/1106:30SEN - PUJ

2 stops16h 45mMultiple Airlines

Sat 15/1121:10PUJ - SEN

2 stops19h 05mMultiple Airlines

Deal found 15/9£841

Sun 5/1020:05SEN - PUJ

3 stops26h 15mMultiple Airlines

Sun 19/1011:45PUJ - SEN

2 stops17h 40mMultiple Airlines

Deal found 14/9£870

Mon 29/911:05SEN - BGI

3 stops40h 50mMultiple Airlines

Wed 22/1015:20BGI - SEN

2 stops20h 20mMultiple Airlines

Deal found 17/9£930

Tue 23/1207:35SEN - MBJ

1 stop15h 50mMultiple Airlines

Sat 3/117:55MBJ - SEN

2 stops35h 30mMultiple Airlines

Deal found 16/9£996

Best flights from Southend to Caribbean
Discover carefully curated flight deals from Southend to Caribbean that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 17 September 2025.

Wed 1/1015:40SEN - PUJ

2 stops29h 45mMultiple Airlines

Wed 15/1016:40PUJ - SEN

2 stops19h 00mMultiple Airlines

Deal found 16/9£609

Mon 13/1016:55SEN - MBJ

1 stop28h 50mMultiple Airlines

Tue 28/1013:50MBJ - SEN

2 stops50h 10mMultiple Airlines

Deal found 15/9£614

Tue 30/907:00SEN - PUJ

2 stops16h 55mMultiple Airlines

Wed 8/1016:40PUJ - SEN

2 stops19h 00mMultiple Airlines

Deal found 16/9£679

Tue 7/1020:25SEN - PUJ

2 stops27h 55mMultiple Airlines

Sun 12/1015:05PUJ - SEN

2 stops23h 30mMultiple Airlines

Deal found 15/9£691

Sat 4/1009:30SEN - PUJ

2 stops33h 50mMultiple Airlines

Sun 12/1015:05PUJ - SEN

2 stops23h 30mMultiple Airlines

Deal found 15/9£757

Fri 21/1107:00SEN - PUJ

2 stops16h 35mMultiple Airlines

Mon 24/1121:10PUJ - SEN

2 stops21h 15mMultiple Airlines

Deal found 15/9£775

Sat 8/1106:30SEN - PUJ

2 stops16h 45mMultiple Airlines

Sat 15/1121:10PUJ - SEN

2 stops19h 05mMultiple Airlines

Deal found 15/9£841

Fri 10/1006:30SEN - PUJ

2 stops17h 50mMultiple Airlines

Sat 18/1021:25PUJ - SEN

2 stops19h 35mMultiple Airlines

Deal found 15/9£909

Wed 15/1007:15SEN - PUJ

2 stops17h 05mMultiple Airlines

Wed 22/1016:25PUJ - SEN

2 stops19h 15mMultiple Airlines

Deal found 15/9£911

Mon 29/911:05SEN - BGI

3 stops40h 50mMultiple Airlines

Wed 22/1015:20BGI - SEN

2 stops20h 20mMultiple Airlines

Deal found 17/9£930

Tue 23/1207:35SEN - MBJ

1 stop15h 50mMultiple Airlines

Sat 3/117:55MBJ - SEN

2 stops35h 30mMultiple Airlines

Deal found 16/9£996

Last-minute flights from Southend to Caribbean
Discover last-minute flight deals from Southend to Caribbean. Data last updated 17 September 2025 and is based on user searches.

Wed 17/920:15SEN - MBJ

3 stops44h 55mMultiple Airlines

Wed 24/920:55MBJ - SEN

2 stops17h 55mMultiple Airlines

Deal found 16/9£1,067

Mon 29/911:05SEN - BGI

3 stops40h 50mMultiple Airlines

Wed 22/1015:20BGI - SEN

2 stops20h 20mMultiple Airlines

Deal found 17/9£930

Tue 30/907:00SEN - PUJ

2 stops16h 55mMultiple Airlines

Wed 8/1016:40PUJ - SEN

2 stops19h 00mMultiple Airlines

Deal found 16/9£679

Wed 1/1015:40SEN - PUJ

2 stops29h 45mMultiple Airlines

Wed 15/1016:40PUJ - SEN

2 stops19h 00mMultiple Airlines

Deal found 16/9£609

Sat 4/1009:30SEN - PUJ

2 stops33h 50mMultiple Airlines

Sun 12/1015:05PUJ - SEN

2 stops23h 30mMultiple Airlines

Deal found 15/9£757

Tue 7/1020:25SEN - PUJ

2 stops27h 55mMultiple Airlines

Sun 12/1015:05PUJ - SEN

2 stops23h 30mMultiple Airlines

Deal found 15/9£691

Fri 10/1006:30SEN - PUJ

2 stops17h 50mMultiple Airlines

Sat 18/1021:25PUJ - SEN

2 stops19h 35mMultiple Airlines

Deal found 15/9£909

Mon 13/1016:55SEN - MBJ

1 stop28h 50mMultiple Airlines

Tue 28/1013:50MBJ - SEN

2 stops50h 10mMultiple Airlines

Deal found 15/9£614

Wed 15/1007:15SEN - PUJ

2 stops17h 05mMultiple Airlines

Wed 22/1016:25PUJ - SEN

2 stops19h 15mMultiple Airlines

Deal found 15/9£911

Fri 17/1006:30SEN - PUJ

2 stops17h 50mMultiple Airlines

Sun 21/1218:00PUJ - SEN

2 stops16h 50mMultiple Airlines

Deal found 15/9£800

One-way flights from Southend to Caribbean
Search for one-way flight options from Southend to Caribbean. Find affordable one-way fares based on user searches. Data last updated 17 September 2025.

Mon 29/916:55SEN - MBJ

1 stop28h 50mMultiple Airlines

Deal found 15/9£239

Mon 22/916:55SEN - MBJ

1 stop28h 50mMultiple Airlines

Deal found 15/9£247

Mon 27/1016:50SEN - MBJ

1 stop30h 35mMultiple Airlines

Deal found 14/9£285

Thu 25/920:35SEN - PUJ

3 stops49h 45mMultiple Airlines

Deal found 16/9£298

Mon 20/1016:55SEN - MBJ

1 stop28h 50mMultiple Airlines

Deal found 16/9£306

Tue 23/907:00SEN - PUJ

2 stops16h 55mMultiple Airlines

Deal found 16/9£322

Wed 22/1017:30SEN - SJU

3 stops50h 54mMultiple Airlines

Deal found 15/9£356

Tue 21/1007:00SEN - PUJ

2 stops16h 55mMultiple Airlines

Deal found 16/9£365

Thu 15/106:50SEN - PUJ

3 stops32h 45mMultiple Airlines

Deal found 14/9£371

Fri 7/1107:35SEN - KIN

3 stops38h 20mMultiple Airlines

Deal found 16/9£395

Thu 15/106:50SEN - MBJ

3 stops57h 25mMultiple Airlines

Deal found 16/9£395

Thu 30/1020:35SEN - PUJ

3 stops27h 00mMultiple Airlines

Deal found 15/9£397

Cheapflights Fare Finder

Use the filters below to find and compare flights from London Southend Airport to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Wed 1/10

15:40-16:25

2 stops29h 45m

Punta Cana

Wed 15/10

16:40-16:40

2 stops19h 00m

£609

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Mon 13/10

16:55-15:45

1 stop28h 50m

Montego Bay Sangster Intl

Tue 28/10

13:50-21:00

2 stops50h 10m

£614

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Tue 30/9

07:00-18:55

2 stops16h 55m

Punta Cana

Wed 8/10

16:40-16:40

2 stops19h 00m

£679

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Tue 7/10

20:25-19:20

2 stops27h 55m

Punta Cana

Sun 12/10

15:05-19:35

2 stops23h 30m

£691

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sat 4/10

09:30-14:20

2 stops33h 50m

Punta Cana

Sun 12/10

15:05-19:35

2 stops23h 30m

£757

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Fri 21/11

07:00-19:35

2 stops16h 35m

Punta Cana

Mon 24/11

21:10-22:25

2 stops21h 15m

£775

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sat 8/11

06:30-19:15

2 stops16h 45m

Punta Cana

Sat 15/11

21:10-20:15

2 stops19h 05m

£841

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Fri 10/10

06:30-19:20

2 stops17h 50m

Punta Cana

Sat 18/10

21:25-22:00

2 stops19h 35m

£909

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Wed 15/10

07:15-19:20

2 stops17h 05m

Punta Cana

Wed 22/10

16:25-16:40

2 stops19h 15m

£911

LondonBridgetown

SEN - BGI

SENBGI

London Southend

Mon 29/9

11:05-22:55

3 stops40h 50m

Bridgetown Grantley Adams Intl

Wed 22/10

15:20-16:40

2 stops20h 20m

£930

Flights are sorted by cheapest return flights first.

Deals found on 15/9

Showing 1-10 of 40 results

Best time to book a flight from Southend to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Southend with our price prediction graph.

Estimated return 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 London Southend Airport to Caribbean

No data available for this route at this time. Please check back soon.

Related info for your journey

What are the most popular routes from London Southend Airport to Caribbean?
The most popular route from London Southend Airport to Caribbean is London Southend - Punta Cana. You may also consider London Southend - Havana Jose Marti Intl or London Southend - Montego Bay Sangster Intl.
Can I find deals for flights from Southend to Caribbean that include hotel bookings?
Yes. In addition to deals on Southend to Caribbean flights, Cheapflights offers holiday packages that include both flights and hotel.
How can I find direct flights from Southend to Caribbean?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Southend to Caribbean.
Can I find deals for business class flights from Southend to Caribbean?
Yes. Cheapflights offers flight deals from Southend 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 London Southend Airport to Caribbean?
Currently, April is the cheapest month in which you can book a flight from London Southend Airport to Caribbean (average of £631). Flying from London Southend Airport to Caribbean in July is currently the most expensive (average of £1,027). 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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How does Cheapflights help users find flights from Southend to Caribbean?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Caribbean from Southend today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Southend to Caribbean?

Millions of users choose and trust Cheapflights to book the best flight deals from Southend to Caribbean for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Southend to Caribbean with no change fees?

Yes! Cheapflights helps users easily find flights from Southend to Caribbean with no change fees.

Can Cheapflights notify me if prices for flights from Southend to Caribbean become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Caribbean from Southend today and book when prices fit your budget.

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Cheap flights from London Southend Airport to Caribbean from £239

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 29/9. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Southend to Caribbean

Keep the following information in mind while searching for Southend to Caribbean flight deals. Data was last updated 17 September 2025.

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Southend to Caribbean

Cheapest flights from Southend to CaribbeanExplore the most affordable flight options available from Southend to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 17 September 2025.

Explore the most affordable flight options available from Southend to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 17 September 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from London Southend Airport to Caribbean that are best for you.

Best time to book a flight from Southend to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Southend with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from London Southend Airport to Caribbean

Related info for your journey

Find useful and relevant information for your journey from Southend 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 most popular routes from London Southend Airport to Caribbean?

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

How can I find direct flights from Southend to Caribbean?

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

What is the cheapest month to book a flight from London Southend Airport to Caribbean?

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 Southend to Caribbean

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

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Southend to Caribbean?

Why should you use Cheapflights to find cheap flight tickets from Southend to Caribbean?

Can Cheapflights find flights from Southend to Caribbean with no change fees?

Can Cheapflights notify me if prices for flights from Southend to Caribbean become cheaper?

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Travel Smart

Cheapest flights from Southend to Caribbean
Explore the most affordable flight options available from Southend to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 17 September 2025.