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Cheap flights from London Southend Airport to Caribbean Islands from £324

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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
SEN — SJU
18 Apr — 25 Apr1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Southend to Caribbean Islands

Enter your travel dates to find the best prices.

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 19 March 2026.

Sun 12/417:30
SEN
-
PUJ
2 stops28h 50m
Multiple Airlines
Wed 22/417:50
PUJ
-
SEN
2 stops17h 50m
Multiple Airlines
Deal found 14/3£739
Sun 7/620:05
SEN
-
PUJ
2 stops27h 40m
Multiple Airlines
Wed 17/617:50
PUJ
-
SEN
2 stops17h 50m
Multiple Airlines
Deal found 16/3£809
Sun 10/517:30
SEN
-
PUJ
3 stops47h 20m
Multiple Airlines
Sun 17/515:05
PUJ
-
SEN
2 stops23h 30m
Multiple Airlines
Deal found 14/3£815
Thu 7/517:15
SEN
-
PUJ
3 stops31h 10m
Multiple Airlines
Wed 20/517:50
PUJ
-
SEN
2 stops17h 50m
Multiple Airlines
Deal found 19/3£857
Mon 13/416:55
SEN
-
MBJ
1 stop28h 40m
Multiple Airlines
Tue 21/416:20
MBJ
-
SEN
2 stops21h 20m
Multiple Airlines
Deal found 14/3£857
Sun 31/520:05
SEN
-
PUJ
2 stops27h 40m
Multiple Airlines
Sun 14/615:05
PUJ
-
SEN
2 stops23h 30m
Multiple Airlines
Deal found 16/3£858
Tue 24/307:35
SEN
-
MBJ
1 stop15h 50m
Multiple Airlines
Tue 31/312:30
MBJ
-
SEN
3 stops25h 10m
Multiple Airlines
Deal found 18/3£867
Mon 29/616:10
SEN
-
MBJ
1 stop29h 25m
Multiple Airlines
Tue 7/716:20
MBJ
-
SEN
2 stops21h 20m
Multiple Airlines
Deal found 14/3£903
Sun 12/417:30
SEN
-
PUJ
2 stops28h 50m
Multiple Airlines
Mon 27/421:20
PUJ
-
SEN
2 stops17h 30m
Multiple Airlines
Deal found 16/3£917
Mon 18/516:55
SEN
-
MBJ
1 stop28h 40m
Multiple Airlines
Tue 2/616:20
MBJ
-
SEN
2 stops21h 20m
Multiple Airlines
Deal found 15/3£920
Mon 13/407:50
SEN
-
PUJ
3 stops32h 10m
Multiple Airlines
Thu 23/414:25
PUJ
-
SEN
2 stops18h 35m
Multiple Airlines
Deal found 17/3£924
Sun 3/507:25
SEN
-
MBJ
3 stops33h 55m
Multiple Airlines
Tue 19/516:20
MBJ
-
SEN
2 stops21h 20m
Multiple Airlines
Deal found 15/3£944

Find flight deals from Southend to Caribbean Islands

Keep the following information in mind while searching for Southend to Caribbean Islands flight deals. Data was last updated 19 March 2026.

Round-trip from

£739

One-way from

£324

Popular in

December

Cheapest in

January

Average price

£743
12/4-22/4
  • 12/4-22/4
  • 4 total stops
  • 46h 40m total
  • London to Caribbean Islands
Search Deals
8/4
  • 8/4
  • 3 total stops
  • 49h 30m total
  • London to Caribbean Islands
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 (£15 potential savings vs. average return price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Southend to Caribbean Islands 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 19 March 2026.
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 - PUJ

SENPUJ

London Southend

Sun 10/5

17:30-11:50

3 stops47h 20m

Punta Cana

Sun 17/5

15:05-19:35

2 stops23h 30m

£815

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Thu 7/5

17:15-19:25

3 stops31h 10m

Punta Cana

Wed 20/5

17:50-16:40

2 stops17h 50m

£857

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Mon 13/4

16:55-15:35

1 stop28h 40m

Montego Bay Sangster Intl

Tue 21/4

16:20-19:40

2 stops21h 20m

£857

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sun 31/5

20:05-18:45

2 stops27h 40m

Punta Cana

Sun 14/6

15:05-19:35

2 stops23h 30m

£858

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sun 7/6

20:05-18:45

3 stops27h 40m

Punta Cana

Wed 17/6

17:50-16:40

2 stops17h 50m

£888

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sun 12/4

17:30-17:20

2 stops28h 50m

Punta Cana

Mon 27/4

21:20-19:50

2 stops17h 30m

£917

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Mon 18/5

16:55-15:35

1 stop28h 40m

Montego Bay Sangster Intl

Tue 2/6

16:20-19:40

2 stops21h 20m

£920

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Mon 13/4

07:50-11:00

3 stops32h 10m

Punta Cana

Thu 23/4

14:25-14:00

2 stops18h 35m

£924

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Sun 3/5

07:25-11:20

3 stops33h 55m

Montego Bay Sangster Intl

Tue 19/5

16:20-19:40

2 stops21h 20m

£944

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Mon 13/4

16:00-17:20

2 stops30h 20m

Punta Cana

Fri 17/4

21:20-19:05

2 stops16h 45m

£969

Flights are sorted by cheapest return flights first.

Deals found on 16/3

Showing 1-10 of 54 resultsSorted by cheapest first
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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.
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
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 Islands. 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 Islands?

    The most popular flight routes from London Southend Airport to Caribbean Islands are London Southend - Montego Bay Sangster Intl, London Southend - Punta Cana and London Southend - Bridgetown Grantley Adams 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

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Alternative routes for Southend to Caribbean Islands

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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 Islands?

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.

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

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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