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Cheap flights from London Southend Airport to Caribbean from £259

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 20/4. Fares are subject to change and may not be available on all flights or dates of travel.
SEN — SJU
9 Mar — 16 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Southend to Caribbean

Enter your travel dates to find the best prices.

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 7 February 2026.

Sat 7/315:00
SEN
-
PUJ
3 stops29h 45m
Multiple Airlines
Sun 15/318:00
PUJ
-
SEN
2 stops16h 50m
Multiple Airlines
Deal found 6/2£716
Tue 3/307:35
SEN
-
MBJ
1 stop15h 50m
Multiple Airlines
Tue 31/316:20
MBJ
-
SEN
2 stops21h 20m
Multiple Airlines
Deal found 5/2£723
Sat 14/306:40
SEN
-
PUJ
2 stops38h 30m
Multiple Airlines
Sun 22/318:00
PUJ
-
SEN
2 stops16h 50m
Multiple Airlines
Deal found 3/2£726
Thu 5/318:05
SEN
-
PUJ
2 stops45h 25m
Multiple Airlines
Thu 12/321:15
PUJ
-
SEN
1 stop11h 35m
Multiple Airlines
Deal found 4/2£844
Mon 23/312:20
SEN
-
MBJ
1 stop35h 05m
Multiple Airlines
Wed 8/412:15
MBJ
-
SEN
2 stops18h 45m
Multiple Airlines
Deal found 4/2£912
Mon 11/516:55
SEN
-
MBJ
1 stop28h 40m
Multiple Airlines
Tue 19/516:20
MBJ
-
SEN
2 stops21h 20m
Multiple Airlines
Deal found 6/2£953
Mon 15/616:55
SEN
-
MBJ
1 stop28h 40m
Multiple Airlines
Tue 30/616:20
MBJ
-
SEN
2 stops21h 20m
Multiple Airlines
Deal found 6/2£972
Tue 10/213:00
SEN
-
MBJ
3 stops31h 55m
Multiple Airlines
Tue 10/319:05
MBJ
-
SEN
3 stops23h 00m
Multiple Airlines
Deal found 5/2£1,003
Thu 12/214:35
SEN
-
BGI
3 stops30h 50m
Multiple Airlines
Sun 15/205:15
BGI
-
SEN
2 stops29h 35m
Multiple Airlines
Deal found 6/2£1,040
Mon 16/307:20
SEN
-
MBJ
3 stops19h 40m
Multiple Airlines
Fri 10/418:00
MBJ
-
SEN
2 stops21h 45m
Multiple Airlines
Deal found 5/2£1,060
Tue 10/307:35
SEN
-
MBJ
1 stop15h 50m
Multiple Airlines
Wed 18/312:30
MBJ
-
SEN
3 stops23h 45m
Multiple Airlines
Deal found 4/2£1,066
Sun 8/218:05
SEN
-
MBJ
3 stops32h 55m
Multiple Airlines
Sat 14/217:55
MBJ
-
SEN
2 stops21h 55m
Multiple Airlines
Deal found 5/2£1,098

Find flight deals from Southend to Caribbean

Keep the following information in mind while searching for Southend to Caribbean flight deals. Data was last updated 7 February 2026.

Round-trip from

£716

One-way from

£259

Popular in

December

Cheapest in

January

Average price

£676
7/3-15/3
  • 7/3-15/3
  • 5 total stops
  • 46h 35m total
  • London to Caribbean
Search Deals
20/4
  • 20/4
  • 3 total stops
  • 46h 33m total
  • London to Caribbean
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (£16 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£15 potential savings vs. average return price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Southend 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 858,174 searches. Data last updated 7 February 2026.
Use the filters below to find and compare flights from London Southend Airport to Caribbean that are best for you.

Fly from

Southend

Fly to

Caribbean

Route

Depart

Return

Price

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sat 7/3

15:00-16:45

3 stops29h 45m

Punta Cana

Sun 15/3

18:00-14:50

2 stops16h 50m

£716

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Tue 3/3

07:35-18:25

1 stop15h 50m

Montego Bay Sangster Intl

Tue 31/3

16:20-19:40

2 stops21h 20m

£723

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sat 14/3

06:40-17:10

2 stops38h 30m

Punta Cana

Sun 22/3

18:00-14:50

2 stops16h 50m

£726

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Thu 5/3

18:05-11:30

2 stops45h 25m

Punta Cana

Thu 12/3

21:15-12:50

1 stop11h 35m

£844

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Mon 11/5

16:55-15:35

1 stop28h 40m

Montego Bay Sangster Intl

Tue 19/5

16:20-19:40

2 stops21h 20m

£953

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Mon 15/6

16:55-15:35

1 stop28h 40m

Montego Bay Sangster Intl

Tue 30/6

16:20-19:40

2 stops21h 20m

£972

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Mon 16/3

07:20-22:00

3 stops19h 40m

Montego Bay Sangster Intl

Fri 10/4

18:00-21:45

2 stops21h 45m

£1,060

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Tue 10/3

07:35-18:25

1 stop15h 50m

Montego Bay Sangster Intl

Wed 18/3

12:30-17:15

3 stops23h 45m

£1,066

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Wed 1/4

16:50-20:20

3 stops33h 30m

Montego Bay Sangster Intl

Wed 8/4

12:30-16:40

2 stops22h 10m

£1,267

LondonBridgetown

SEN - BGI

SENBGI

London Southend

Thu 23/4

10:10-13:45

3 stops32h 35m

Bridgetown Grantley Adams Intl

Thu 14/5

10:55-10:45

3 stops18h 50m

£1,272

Flights are sorted by cheapest return flights first.

Deals found on 3/2

Showing 1-10 of 41 results
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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

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?

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

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Southend to Caribbean

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

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

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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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