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Cheap flights from London Southend Airport to Caribbean 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 8/2. Fares are subject to change and may not be available on all flights or dates of travel.
SEN — SJU
12 Dec — 19 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 12 November 2025.

Sat 22/1106:30SEN - PUJ
2 stops17h 40mMultiple Airlines
Sun 30/1118:00PUJ - SEN
2 stops16h 50mMultiple Airlines
Deal found 9/11£730
Sat 22/1106:30SEN - PUJ
2 stops17h 40mMultiple Airlines
Wed 17/1215:05PUJ - SEN
2 stops22h 10mMultiple Airlines
Deal found 10/11£739
Wed 10/1207:10SEN - PUJ
2 stops16h 45mMultiple Airlines
Wed 17/1215:05PUJ - SEN
2 stops22h 10mMultiple Airlines
Deal found 10/11£800
Wed 10/1207:10SEN - PUJ
2 stops16h 45mMultiple Airlines
Thu 19/213:50PUJ - SEN
2 stops19h 00mMultiple Airlines
Deal found 11/11£1,003
Sat 22/1106:30SEN - PUJ
2 stops17h 40mMultiple Airlines
Sat 29/1122:40PUJ - SEN
2 stops17h 35mMultiple Airlines
Deal found 9/11£1,005
Sat 15/1106:30SEN - PUJ
2 stops17h 40mMultiple Airlines
Sun 23/1118:00PUJ - SEN
2 stops16h 50mMultiple Airlines
Deal found 10/11£1,073
Wed 26/1107:10SEN - POS
3 stops46h 00mMultiple Airlines
Thu 8/109:10POS - SEN
3 stops23h 40mMultiple Airlines
Deal found 10/11£1,094
Sun 7/1218:05SEN - PUJ
2 stops29h 50mMultiple Airlines
Thu 18/1219:20PUJ - SEN
1 stop13h 30mMultiple Airlines
Deal found 10/11£1,131
Wed 24/1207:10SEN - MBJ
3 stops34h 25mMultiple Airlines
Wed 31/1214:15MBJ - SEN
2 stops25h 45mMultiple Airlines
Deal found 11/11£1,133
Wed 10/1207:10SEN - MBJ
3 stops35h 05mMultiple Airlines
Wed 17/1214:15MBJ - SEN
2 stops25h 45mMultiple Airlines
Deal found 10/11£1,244
Sat 20/1220:00SEN - PUJ
3 stops47h 45mMultiple Airlines
Mon 29/1221:10PUJ - SEN
2 stops18h 35mMultiple Airlines
Deal found 11/11£1,245
Fri 19/1210:00SEN - PUJ
2 stops18h 45mMultiple Airlines
Mon 22/1222:25PUJ - SEN
2 stops17h 20mMultiple Airlines
Deal found 10/11£1,251

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 12 November 2025.

Round-trip from

£730

One-way from

£324

Popular in

December

Cheapest in

January

Average price

£717
22/11-30/11
  • 22/11-30/11
  • 4 total stops
  • 34h 30m total
  • London to Caribbean
Search Deals
8/2
  • 8/2
  • 3 total stops
  • 36h 12m total
  • London to Caribbean
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (£23 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (£19 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 12 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

Sat 22/11

06:30-20:10

2 stops17h 40m

Punta Cana

Sun 30/11

18:00-14:50

2 stops16h 50m

£730

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sat 22/11

06:30-20:10

2 stops17h 40m

Punta Cana

Wed 17/12

15:05-17:15

2 stops22h 10m

£739

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Wed 10/12

07:10-19:55

2 stops16h 45m

Punta Cana

Wed 17/12

15:05-17:15

2 stops22h 10m

£800

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Thu 1/1

18:05-19:05

2 stops29h 00m

Punta Cana

Thu 15/1

21:15-12:50

1 stop11h 35m

£888

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Wed 10/12

07:10-19:55

2 stops16h 45m

Punta Cana

Thu 19/2

13:50-12:50

2 stops19h 00m

£1,003

LondonPort of Spain

SEN - POS

SENPOS

London Southend

Wed 26/11

07:10-01:10

3 stops46h 00m

Port of Spain Piarco Intl

Thu 8/1

09:10-12:50

3 stops23h 40m

£1,094

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sun 7/12

18:05-19:55

2 stops29h 50m

Punta Cana

Thu 18/12

19:20-12:50

1 stop13h 30m

£1,131

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Wed 24/12

07:10-12:35

3 stops34h 25m

Montego Bay Sangster Intl

Wed 31/12

14:15-21:00

2 stops25h 45m

£1,133

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Wed 10/12

07:10-13:15

3 stops35h 05m

Montego Bay Sangster Intl

Wed 17/12

14:15-21:00

2 stops25h 45m

£1,244

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Fri 19/12

10:00-00:45

2 stops18h 45m

Punta Cana

Mon 22/12

22:25-19:45

2 stops17h 20m

£1,251

Flights are sorted by cheapest return flights first.

Deals found on 11/11

Showing 1-10 of 48 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 - Punta Cana. You may also consider London Southend - Havana Jose Marti Intl or London Southend - Bridgetown Grantley Adams 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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Fly with Cheapflights

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

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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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