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Cheap flights from London Southend Airport to Caribbean from £291

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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
SEN — SJU
12 May — 19 May1
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 12 April 2026.

Mon 1/616:55
SEN
-
MBJ
1 stop28h 40m
Multiple Airlines
Tue 16/616:20
MBJ
-
SEN
2 stops21h 20m
Multiple Airlines
Deal found 11/4£686
Fri 8/522:00
SEN
-
PUJ
2 stops25h 45m
Multiple Airlines
Fri 15/521:20
PUJ
-
SEN
2 stops20h 30m
Multiple Airlines
Deal found 8/4£697
Mon 1/616:55
SEN
-
MBJ
1 stop28h 40m
Multiple Airlines
Tue 30/616:20
MBJ
-
SEN
2 stops21h 20m
Multiple Airlines
Deal found 12/4£697
Sat 9/507:20
SEN
-
PUJ
3 stops39h 05m
Multiple Airlines
Wed 10/617:50
PUJ
-
SEN
2 stops17h 50m
Multiple Airlines
Deal found 9/4£727
Thu 14/513:55
SEN
-
PUJ
3 stops34h 30m
Multiple Airlines
Wed 20/517:50
PUJ
-
SEN
2 stops17h 50m
Multiple Airlines
Deal found 8/4£731
Sun 10/517:30
SEN
-
PUJ
3 stops47h 20m
Multiple Airlines
Wed 10/617:50
PUJ
-
SEN
2 stops17h 50m
Multiple Airlines
Deal found 9/4£740
Sun 7/620:05
SEN
-
PUJ
2 stops27h 40m
Multiple Airlines
Sun 14/615:05
PUJ
-
SEN
2 stops23h 30m
Multiple Airlines
Deal found 9/4£750
Sun 31/520:05
SEN
-
PUJ
3 stops44h 20m
Multiple Airlines
Sun 7/615:05
PUJ
-
SEN
2 stops23h 30m
Multiple Airlines
Deal found 8/4£757
Sun 14/615:35
SEN
-
PUJ
2 stops32h 10m
Multiple Airlines
Sun 21/615:05
PUJ
-
SEN
2 stops22h 45m
Multiple Airlines
Deal found 9/4£773
Mon 1/616:55
SEN
-
MBJ
1 stop28h 40m
Multiple Airlines
Fri 12/616:45
MBJ
-
SEN
2 stops59h 45m
Multiple Airlines
Deal found 8/4£792
Thu 21/510:10
SEN
-
PUJ
2 stops32h 45m
Multiple Airlines
Wed 27/514:55
PUJ
-
SEN
2 stops17h 05m
Multiple Airlines
Deal found 8/4£805
Mon 11/516:55
SEN
-
MBJ
1 stop28h 40m
Multiple Airlines
Tue 14/716:20
MBJ
-
SEN
2 stops21h 20m
Multiple Airlines
Deal found 11/4£814

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 12 April 2026.

Round-trip from

£686

One-way from

£291

Popular in

December

Cheapest in

January

Average price

£710
1/6-16/6
  • 1/6-16/6
  • 3 total stops
  • 50h 00m total
  • London to Caribbean
Search Deals
10/5
  • 10/5
  • 2 total stops
  • 50h 15m total
  • London to Caribbean
Search Deals
Highest demand for flights based on searches. 1% potential increase in price (£8 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 April 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 12 April 2026.
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

Cheapest return flight

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Mon 1/6

16:55-15:35

1 stop28h 40m

Montego Bay Sangster Intl

Tue 16/6

16:20-19:40

2 stops21h 20m

£686

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Fri 8/5

22:00-18:45

2 stops25h 45m

Punta Cana

Fri 15/5

21:20-22:50

2 stops20h 30m

£697

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Mon 1/6

16:55-15:35

1 stop28h 40m

Montego Bay Sangster Intl

Tue 30/6

16:20-19:40

2 stops21h 20m

£697

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sat 9/5

07:20-17:25

3 stops39h 05m

Punta Cana

Wed 10/6

17:50-16:40

2 stops17h 50m

£727

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sun 14/6

15:35-18:45

2 stops32h 10m

Punta Cana

Sun 21/6

15:05-18:50

2 stops22h 45m

£773

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Thu 21/5

10:10-13:55

2 stops32h 45m

Punta Cana

Wed 27/5

14:55-13:00

2 stops17h 05m

£805

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Mon 11/5

16:55-15:35

1 stop28h 40m

Montego Bay Sangster Intl

Tue 14/7

16:20-19:40

2 stops21h 20m

£814

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sun 26/4

17:30-11:50

3 stops47h 20m

Punta Cana

Mon 4/5

21:20-22:40

2 stops20h 20m

£848

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sun 31/5

20:05-11:25

3 stops44h 20m

Punta Cana

Wed 17/6

17:50-16:40

2 stops17h 50m

£874

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Sun 3/5

07:25-11:45

3 stops34h 20m

Montego Bay Sangster Intl

Tue 19/5

16:20-19:40

2 stops21h 20m

£947

Flights are sorted by cheapest return flights first.

Deals found on 10/4

Showing 1-10 of 49 resultsSorted by cheapest first
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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 - Punta Cana. You may also consider London Southend - Montego Bay Sangster 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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Why should you use Cheapflights to find cheap flight tickets 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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