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Cheap flights from London Southend Airport to Caribbean from £274

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 23/1. Fares are subject to change and may not be available on all flights or dates of travel.
SEN — SJU
21 Dec — 28 Dec1
1 adult
1 adult, Economy, 0 bags

Find 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 21 November 2025.

Tue 25/1107:00SEN - MBJ
3 stops37h 55mMultiple Airlines
Sun 30/1118:10MBJ - SEN
2 stops23h 50mMultiple Airlines
Deal found 20/11£668
Wed 26/1107:10SEN - PUJ
2 stops16h 45mMultiple Airlines
Sat 6/1221:10PUJ - SEN
2 stops19h 05mMultiple Airlines
Deal found 21/11£856
Thu 27/1106:50SEN - PUJ
2 stops35h 10mMultiple Airlines
Sun 30/1118:00PUJ - SEN
2 stops16h 50mMultiple Airlines
Deal found 19/11£865
Mon 24/1107:15SEN - PUJ
2 stops18h 20mMultiple Airlines
Mon 22/1221:10PUJ - SEN
2 stops18h 35mMultiple Airlines
Deal found 20/11£939
Fri 28/1106:40SEN - PUJ
2 stops16h 55mMultiple Airlines
Mon 1/1221:10PUJ - SEN
2 stops21h 15mMultiple Airlines
Deal found 20/11£979
Wed 24/1207:10SEN - PUJ
2 stops16h 45mMultiple Airlines
Wed 31/1213:50PUJ - SEN
2 stops27h 10mMultiple Airlines
Deal found 20/11£1,045
Sat 20/1207:15SEN - PUJ
3 stops34h 45mMultiple Airlines
Sat 27/1221:50PUJ - SEN
1 stop19h 00mMultiple Airlines
Deal found 20/11£1,174
Mon 1/1207:15SEN - MBJ
3 stops34h 55mMultiple Airlines
Wed 3/1214:15MBJ - SEN
2 stops25h 45mMultiple Airlines
Deal found 19/11£1,286
Sun 14/1218:05SEN - PUJ
1 stop26h 55mMultiple Airlines
Thu 18/1219:20PUJ - SEN
1 stop13h 30mMultiple Airlines
Deal found 19/11£1,383
Sat 20/1207:15SEN - POS
2 stops17h 15mMultiple Airlines
Sat 27/1221:55POS - SEN
1 stop18h 15mMultiple Airlines
Deal found 20/11£1,696
Tue 23/1207:35SEN - MBJ
1 stop15h 50mMultiple Airlines
Sat 3/117:55MBJ - SEN
2 stops21h 55mMultiple Airlines
Deal found 20/11£2,030
Sun 21/1207:10SEN - POS
3 stops26h 05mMultiple Airlines
Sun 28/1219:20POS - SEN
1 stop15h 30mMultiple Airlines
Deal found 19/11£2,189

Cheap flight deals from Southend to Caribbean

Keep the following information in mind while searching for Southend to Caribbean flight deals. Data was last updated 21 November 2025.

Round-trip from

£1,045

One-way from

£274

Popular in

December

Cheapest in

January

Average price

£718
24/12-31/12
  • 24/12-31/12
  • 4 total stops
  • 43h 55m total
  • London to Caribbean
Search Deals
23/1
  • 23/1
  • 3 total stops
  • 33h 45m total
  • London to Caribbean
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (£22 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£18 potential savings vs. average return price).
Search Deals
Average for round-trip flights in November 2025
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 21 November 2025.
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

Wed 24/12

07:10-19:55

2 stops16h 45m

Punta Cana

Wed 31/12

13:50-21:00

2 stops27h 10m

£1,045

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sat 20/12

07:15-14:00

3 stops34h 45m

Punta Cana

Sat 27/12

21:50-20:50

1 stop19h 00m

£1,174

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Mon 1/12

07:15-13:10

3 stops34h 55m

Montego Bay Sangster Intl

Wed 3/12

14:15-21:00

2 stops25h 45m

£1,286

LondonBridgetown

SEN - BGI

SENBGI

London Southend

Sat 14/3

15:00-15:35

2 stops28h 35m

Bridgetown Grantley Adams Intl

Sat 21/3

11:05-20:50

3 stops29h 45m

£1,344

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sun 14/12

18:05-17:00

1 stop26h 55m

Punta Cana

Thu 18/12

19:20-12:50

1 stop13h 30m

£1,383

LondonBridgetown

SEN - BGI

SENBGI

London Southend

Sat 14/2

07:15-14:35

2 stops35h 20m

Bridgetown Grantley Adams Intl

Wed 25/2

14:24-17:15

2 stops22h 51m

£1,581

LondonPort of Spain

SEN - POS

SENPOS

London Southend

Sat 20/12

07:15-20:30

2 stops17h 15m

Port of Spain Piarco Intl

Sat 27/12

21:55-20:10

1 stop18h 15m

£1,696

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Tue 23/12

07:35-18:25

1 stop15h 50m

Montego Bay Sangster Intl

Sat 3/1

17:55-20:50

2 stops21h 55m

£2,030

LondonPort of Spain

SEN - POS

SENPOS

London Southend

Sun 21/12

07:10-05:15

3 stops26h 05m

Port of Spain Piarco Intl

Sun 28/12

19:20-14:50

1 stop15h 30m

£2,189

LondonKingston

SEN - KIN

SENKIN

London Southend

Sat 20/12

07:15-10:05

2 stops31h 50m

Kingston Norman Manley

Wed 31/12

14:55-17:15

2 stops21h 20m

£2,754

Flights are sorted by cheapest return flights first.

Deals found on 19/11

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 - Bridgetown Grantley Adams 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

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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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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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