In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 40.0 mm.

If weather is an important factor for your trip to Caribbean Islands, 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 Islands?

The most popular flight routes from London Southend Airport to Caribbean Islands are London Southend - Punta Cana, London Southend - Montego Bay Sangster Intl and London Southend - Havana Jose Marti Intl.

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

When flying from London Southend Airport to Caribbean Islands, 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 Islands that include hotel bookings?

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

How can I find direct flights from Southend to Caribbean Islands?

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

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

Yes. Cheapflights offers flight deals from Southend to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

£225+ Cheap Flights from London Southend Airport to Caribbean Islands

Cheap flight deals from Southend to Caribbean Islands

Enter your travel dates to find the best prices.

Cheapest

Best

Last-minute

One-way

Cheapest flights from Southend to Caribbean Islands
Explore the most affordable flight options available from Southend to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 21 August 2026.

Sun 13/920:05 -

2 stops26h 15m

Sun 20/915:05 -

2 stops23h 30m

Deal found 16/8£629

Fri 23/1009:00 -

3 stops32h 20m

Sun 1/1114:20 -

2 stops23h 55m

Deal found 17/8£668

Mon 19/1020:05 -

3 stops26h 15m

Thu 29/1014:40 -

2 stops22h 35m

Deal found 16/8£677

Sun 4/1017:30 -

2 stops28h 50m

Sun 11/1015:05 -

2 stops23h 30m

Deal found 20/8£710

Mon 14/916:55 -

1 stop28h 40m

Sun 20/921:00 -

2 stops32h 20m

Deal found 19/8£738

Sun 18/1007:25 -

2 stops35h 00m

Sun 25/1010:50 -

2 stops25h 00m

Deal found 17/8£741

Tue 15/906:30 -

2 stops34h 50m

Tue 22/916:20 -

2 stops21h 20m

Deal found 16/8£752

Wed 16/907:05 -

2 stops17h 20m

Wed 23/921:20 -

2 stops20h 50m

Deal found 19/8£763

Tue 27/1013:00 -

2 stops29h 15m

Tue 10/1121:15 -

2 stops21h 50m

Deal found 19/8£820

Tue 1/906:30 -

2 stops17h 55m

Tue 8/921:15 -

2 stops17h 25m

Deal found 20/8£890

Thu 3/920:40 -

3 stops27h 45m

Wed 9/916:40 -

2 stops19h 00m

Deal found 19/8£892

Tue 1/907:00 -

2 stops17h 25m

Sun 13/921:30 -

2 stops19h 55m

Deal found 19/8£940

Best flights from Southend to Caribbean Islands
Discover carefully curated flight deals from Southend to Caribbean Islands that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 21 August 2026.

Sun 13/920:05 -

2 stops26h 15m

Sun 20/915:05 -

2 stops23h 30m

Deal found 16/8£629

Fri 23/1009:00 -

3 stops32h 20m

Sun 1/1114:20 -

2 stops23h 55m

Deal found 17/8£668

Sun 4/1017:30 -

2 stops28h 50m

Sun 11/1015:05 -

2 stops23h 30m

Deal found 20/8£710

Mon 14/916:55 -

1 stop28h 40m

Sun 20/921:00 -

2 stops32h 20m

Deal found 19/8£738

Sun 18/1007:25 -

2 stops35h 00m

Sun 25/1010:50 -

2 stops25h 00m

Deal found 17/8£741

Tue 15/906:30 -

2 stops34h 50m

Tue 22/916:20 -

2 stops21h 20m

Deal found 16/8£752

Wed 16/907:05 -

2 stops17h 20m

Wed 23/921:20 -

2 stops20h 50m

Deal found 19/8£763

Tue 1/906:30 -

2 stops17h 55m

Tue 8/921:15 -

2 stops17h 25m

Deal found 20/8£890

Thu 3/920:40 -

3 stops27h 45m

Wed 9/916:40 -

2 stops19h 00m

Deal found 19/8£892

Tue 1/907:00 -

2 stops17h 25m

Sun 13/921:30 -

2 stops19h 55m

Deal found 19/8£940

Sat 17/1016:50 -

2 stops26h 30m

Sun 25/1017:45 -

2 stops17h 05m

Deal found 16/8£942

Sun 18/1020:05 -

2 stops26h 15m

Mon 26/1021:15 -

2 stops18h 05m

Deal found 20/8£965

Mon 12/1011:10 -

3 stops34h 25m

Sun 25/1013:40 -

2 stops21h 10m

Deal found 20/8£975

Sat 12/1206:50 -

2 stops17h 20m

Sat 19/1221:15 -

2 stops21h 00m

Deal found 20/8£1,080

Tue 10/1115:50 -

3 stops29h 30m

Tue 23/319:05 -

1 stop19h 15m

Deal found 19/8£1,088

Tue 8/920:25 -

3 stops44h 55m

Sun 13/916:55 -

2 stops17h 30m

Deal found 16/8£1,096

Tue 1/906:30 -

2 stops15h 50m

Fri 4/921:20 -

2 stops16h 45m

Deal found 18/8£1,144

Sat 19/1207:15 -

3 stops35h 10m

Tue 29/1219:05 -

1 stop19h 15m

Deal found 16/8£1,313

Mon 14/1216:30 -

2 stops29h 00m

Tue 22/1221:15 -

2 stops20h 35m

Deal found 17/8£1,408

Mon 5/1016:55 -

2 stops28h 05m

Mon 12/1009:10 -

2 stops41h 45m

Deal found 21/8£1,422

Thu 3/910:10 -

3 stops34h 15m

Thu 10/910:50 -

2 stops18h 55m

Deal found 18/8£1,451

Wed 16/1219:50 -

2 stops25h 30m

Sat 2/119:55 -

2 stops18h 15m

Deal found 20/8£1,675

Sun 20/1207:05 -

3 stops26h 35m

Sun 3/110:10 -

3 stops24h 25m

Deal found 18/8£1,997

Find flight deals from Southend to Caribbean Islands

Round-trip from	£629
One-way from	£225
Popular in	December
Cheapest in	June
Average price	£854

13/9-20/9
4 total stops
49h 45m total
London to Caribbean Islands

Search Deals

5/9
1 total stop
34h 35m total
London to Caribbean Islands

Search Deals

Highest demand for flights based on searches. 3% potential increase in price (£20 potential increase over avg. return price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease (£14 potential savings vs. average return price).

Search Deals

Average for round-trip flights in August 2026

Search Deals

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

LondonPunta Cana

SEN London Southend - PUJ Punta Cana

SENPUJ

London Southend

Sun 13/9

20:05-17:20

2 stops26h 15m

Punta Cana

Sun 20/9

15:05-19:35

2 stops23h 30m

£629

LondonMontego Bay

SEN London Southend - MBJ Montego Bay Sangster Intl

SENMBJ

London Southend

Fri 23/10

09:00-11:20

3 stops32h 20m

Montego Bay Sangster Intl

Sun 1/11

14:20-19:15

2 stops23h 55m

£668

LondonPunta Cana

SEN London Southend - PUJ Punta Cana

SENPUJ

London Southend

Sun 4/10

17:30-17:20

2 stops28h 50m

Punta Cana

Sun 11/10

15:05-19:35

2 stops23h 30m

£710

LondonMontego Bay

SEN London Southend - MBJ Montego Bay Sangster Intl

SENMBJ

London Southend

Mon 14/9

16:55-15:35

1 stop28h 40m

Montego Bay Sangster Intl

Sun 20/9

21:00-11:20

2 stops32h 20m

£738

LondonPunta Cana

SEN London Southend - PUJ Punta Cana

SENPUJ

London Southend

Sun 18/10

07:25-13:25

2 stops35h 00m

Punta Cana

Sun 25/10

10:50-15:50

2 stops25h 00m

£741

LondonMontego Bay

SEN London Southend - MBJ Montego Bay Sangster Intl

SENMBJ

London Southend

Tue 15/9

06:30-11:20

2 stops34h 50m

Montego Bay Sangster Intl

Tue 22/9

16:20-19:40

2 stops21h 20m

£752

LondonPunta Cana

SEN London Southend - PUJ Punta Cana

SENPUJ

London Southend

Wed 16/9

07:05-19:25

2 stops17h 20m

Punta Cana

Wed 23/9

21:20-23:10

2 stops20h 50m

£763

LondonPunta Cana

SEN London Southend - PUJ Punta Cana

SENPUJ

London Southend

Tue 1/9

06:30-19:25

2 stops17h 55m

Punta Cana

Tue 8/9

21:15-19:40

2 stops17h 25m

£890

LondonPunta Cana

SEN London Southend - PUJ Punta Cana

SENPUJ

London Southend

Thu 3/9

20:40-19:25

3 stops27h 45m

Punta Cana

Wed 9/9

16:40-16:40

2 stops19h 00m

£892

LondonPunta Cana

SEN London Southend - PUJ Punta Cana

SENPUJ

London Southend

Tue 1/9

07:00-19:25

2 stops17h 25m

Punta Cana

Sun 13/9

21:30-22:25

2 stops19h 55m

£940

Flights are sorted by cheapest return flights first.

Deals found on 19/8

Showing 1-10 of 53 resultsSorted by cheapest first

...

Best time to book a flight from Southend to Caribbean Islands

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

SEN-PUJ

SEN-MBJ

SEN-BGI

SEN-POS

SEN-SJU

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 Islands

SEN-zzEPX

SEN-PUJ

SEN-MBJ

SEN-BGI

SEN-POS

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 Islands?
The most popular flight routes from London Southend Airport to Caribbean Islands are London Southend - Punta Cana, London Southend - Montego Bay Sangster Intl and London Southend - Havana Jose Marti Intl.
Can I find deals for flights from Southend to Caribbean Islands that include hotel bookings?
Yes. In addition to deals on Southend to Caribbean Islands flights, Cheapflights offers holiday packages that include both flights and hotel.
How can I find direct flights from Southend to Caribbean Islands?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Southend to Caribbean Islands.
Can I find deals for business class flights from Southend to Caribbean Islands?
Yes. Cheapflights offers flight deals from Southend to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Cheapflights helps you search for flights from Southend to Caribbean Islands via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

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Millions of users choose and trust Cheapflights to book the best flight deals from Southend to Caribbean Islands 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 Islands with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Southend to Caribbean Islands, users can toggle the no change fees filter when performing a flight search.

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

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

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Cheap flights from London Southend Airport to Caribbean Islands from £225

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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Southend to Caribbean Islands

Cheapest flights from Southend to Caribbean IslandsExplore the most affordable flight options available from Southend to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 21 August 2026.

Explore the most affordable flight options available from Southend to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 21 August 2026.

Best flights from Southend to Caribbean IslandsDiscover carefully curated flight deals from Southend to Caribbean Islands that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 21 August 2026.

Discover carefully curated flight deals from Southend to Caribbean Islands that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 21 August 2026.

Last-minute flights from Southend to Caribbean IslandsDiscover last-minute flight deals from Southend to Caribbean Islands. Data last updated 21 August 2026 and is based on user searches.

Discover last-minute flight deals from Southend to Caribbean Islands. Data last updated 21 August 2026 and is based on user searches.

One-way flights from Southend to Caribbean IslandsSearch for one-way flight options from Southend to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated 21 August 2026.

Search for one-way flight options from Southend to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated 21 August 2026.

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Best time to book a flight from Southend to Caribbean Islands

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Cheapflights Insights

Related info for your journey

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

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

How can I find direct flights from Southend to Caribbean Islands?

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

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 Islands

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Complete your trip

Complete your trip to Caribbean Islands by adding a car hire and/or hotel booking to your travel itinerary.

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Book a non-stop flight to one of these other cities located in .

Search flights from Southend to Caribbean Islands by cabin class

Find flights from Southend to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Southend and Caribbean Islands flights

Browse other Southend and Caribbean Islands flight options. Last updated on 21 August 2026.

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Cheapest flights from Southend to Caribbean Islands
Explore the most affordable flight options available from Southend to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 21 August 2026.

Best flights from Southend to Caribbean Islands
Discover carefully curated flight deals from Southend to Caribbean Islands that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 21 August 2026.

Last-minute flights from Southend to Caribbean Islands
Discover last-minute flight deals from Southend to Caribbean Islands. Data last updated 21 August 2026 and is based on user searches.

One-way flights from Southend to Caribbean Islands
Search for one-way flight options from Southend to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated 21 August 2026.