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Cheap flights from London Southend Airport to Caribbean from £307

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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
SEN — SJU
2 May — 9 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 2 April 2026.

Sun 12/417:30
SEN
-
PUJ
2 stops28h 50m
Multiple Airlines
Wed 15/413:01
PUJ
-
SEN
3 stops26h 09m
Multiple Airlines
Deal found 29/3£737
Sun 31/520:05
SEN
-
PUJ
3 stops44h 45m
Multiple Airlines
Wed 10/617:50
PUJ
-
SEN
2 stops17h 50m
Multiple Airlines
Deal found 29/3£774
Thu 21/517:15
SEN
-
PUJ
3 stops31h 10m
Multiple Airlines
Sun 31/515:05
PUJ
-
SEN
2 stops23h 30m
Multiple Airlines
Deal found 28/3£812
Mon 18/516:55
SEN
-
MBJ
1 stop28h 40m
Multiple Airlines
Tue 26/516:20
MBJ
-
SEN
2 stops21h 20m
Multiple Airlines
Deal found 29/3£854
Thu 7/510:10
SEN
-
MBJ
3 stops31h 35m
Multiple Airlines
Tue 12/516:20
MBJ
-
SEN
2 stops21h 20m
Multiple Airlines
Deal found 1/4£856
Wed 15/407:05
SEN
-
PUJ
2 stops17h 20m
Multiple Airlines
Sun 26/415:05
PUJ
-
SEN
2 stops23h 30m
Multiple Airlines
Deal found 1/4£969
Fri 15/520:40
SEN
-
MBJ
3 stops28h 50m
Multiple Airlines
Sat 23/521:00
MBJ
-
SEN
2 stops20h 20m
Multiple Airlines
Deal found 28/3£1,050
Tue 28/420:25
SEN
-
MBJ
3 stops44h 46m
Multiple Airlines
Tue 19/516:20
MBJ
-
SEN
2 stops21h 20m
Multiple Airlines
Deal found 29/3£1,051
Wed 8/420:15
SEN
-
MBJ
3 stops45h 20m
Multiple Airlines
Wed 15/412:15
MBJ
-
SEN
2 stops18h 45m
Multiple Airlines
Deal found 29/3£1,275
Mon 20/416:55
SEN
-
MBJ
1 stop28h 40m
Multiple Airlines
Thu 30/422:05
MBJ
-
SEN
2 stops27h 55m
Multiple Airlines
Deal found 29/3£1,341
Thu 16/410:10
SEN
-
MBJ
3 stops31h 25m
Multiple Airlines
Wed 22/412:30
MBJ
-
SEN
2 stops18h 30m
Multiple Airlines
Deal found 30/3£1,421
Wed 8/407:05
SEN
-
KIN
3 stops39h 40m
Multiple Airlines
Wed 22/413:55
KIN
-
SEN
2 stops17h 05m
Multiple Airlines
Deal found 2/4£1,576

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 2 April 2026.

Round-trip from

£737

One-way from

£307

Popular in

December

Cheapest in

January

Average price

£735
12/4-15/4
  • 12/4-15/4
  • 5 total stops
  • 54h 59m total
  • London to Caribbean
Search Deals
12/4
  • 12/4
  • 3 total stops
  • 44h 10m total
  • London to Caribbean
Search Deals
Highest demand for flights based on searches. 1% potential increase in price (£11 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 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 2 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

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sun 12/4

17:30-17:20

2 stops28h 50m

Punta Cana

Wed 15/4

13:01-20:10

3 stops26h 09m

£737

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sun 31/5

20:05-11:50

3 stops44h 45m

Punta Cana

Wed 10/6

17:50-16:40

2 stops17h 50m

£774

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Mon 18/5

16:55-15:35

1 stop28h 40m

Montego Bay Sangster Intl

Tue 26/5

16:20-19:40

2 stops21h 20m

£854

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Thu 7/5

10:10-11:45

3 stops31h 35m

Montego Bay Sangster Intl

Tue 12/5

16:20-19:40

2 stops21h 20m

£856

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Wed 15/4

07:05-19:25

2 stops17h 20m

Punta Cana

Sun 26/4

15:05-19:35

2 stops23h 30m

£969
Fastest return journey

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sun 24/5

07:25-21:30

2 stops19h 05m

Punta Cana

Wed 3/6

15:05-13:00

2 stops16h 55m

£1,005

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Fri 15/5

20:40-19:30

3 stops28h 50m

Montego Bay Sangster Intl

Sat 23/5

21:00-23:20

2 stops20h 20m

£1,050

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Tue 28/4

20:25-11:11

3 stops44h 46m

Montego Bay Sangster Intl

Tue 19/5

16:20-19:40

2 stops21h 20m

£1,051

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Mon 20/4

16:55-15:35

1 stop28h 40m

Montego Bay Sangster Intl

Thu 30/4

22:05-08:00

2 stops27h 55m

£1,341

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Thu 16/4

10:10-11:35

3 stops31h 25m

Montego Bay Sangster Intl

Wed 22/4

12:30-13:00

2 stops18h 30m

£1,421

Flights are sorted by cheapest return flights first.

Deals found on 28/3

Showing 1-10 of 44 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 - Montego Bay Sangster Intl. You may also consider London Southend - Punta Cana 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?

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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