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Cheap flights from London Southend Airport to Caribbean from £354

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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
SEN — SJU
19 Dec — 26 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 19 November 2025.

Mon 8/1211:15SEN - MBJ
3 stops36h 10mMultiple Airlines
Sun 14/1218:10MBJ - SEN
2 stops23h 50mMultiple Airlines
Deal found 17/11£738
Sat 22/1107:15SEN - MBJ
2 stops34h 55mMultiple Airlines
Sat 29/1114:40MBJ - SEN
2 stops24h 30mMultiple Airlines
Deal found 17/11£810
Wed 26/1107:10SEN - PUJ
2 stops16h 45mMultiple Airlines
Sun 30/1118:00PUJ - SEN
2 stops16h 50mMultiple Airlines
Deal found 17/11£819
Wed 19/1107:10SEN - PUJ
2 stops18h 25mMultiple Airlines
Sat 22/1122:40PUJ - SEN
2 stops17h 35mMultiple Airlines
Deal found 17/11£1,243
Mon 15/1207:15SEN - BGI
3 stops35h 20mMultiple Airlines
Mon 22/1218:10BGI - SEN
2 stops21h 35mMultiple Airlines
Deal found 17/11£1,299
Sat 13/1220:00SEN - BGI
3 stops47h 55mMultiple Airlines
Sun 4/118:10BGI - SEN
2 stops16h 40mMultiple Airlines
Deal found 15/11£1,394
Fri 28/1106:40SEN - BGI
3 stops35h 45mMultiple Airlines
Sat 6/1218:05BGI - SEN
2 stops22h 05mMultiple Airlines
Deal found 17/11£1,397
Tue 16/1208:00SEN - PUJ
2 stops16h 10mMultiple Airlines
Thu 18/1219:20PUJ - SEN
1 stop13h 30mMultiple Airlines
Deal found 17/11£1,409
Wed 19/1107:10SEN - KIN
3 stops35h 35mMultiple Airlines
Wed 26/1114:55KIN - SEN
2 stops21h 20mMultiple Airlines
Deal found 18/11£1,423
Mon 15/1207:15SEN - BGI
3 stops35h 20mMultiple Airlines
Sat 20/1215:10BGI - SEN
3 stops25h 40mMultiple Airlines
Deal found 18/11£1,540
Wed 24/1207:10SEN - PUJ
2 stops18h 25mMultiple Airlines
Thu 1/115:35PUJ - SEN
2 stops17h 15mMultiple Airlines
Deal found 17/11£1,709
Fri 12/1210:00SEN - PUJ
2 stops18h 45mMultiple Airlines
Sat 3/115:08PUJ - SEN
2 stops25h 42mMultiple Airlines
Deal found 17/11£1,730

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 19 November 2025.

Round-trip from

£738

One-way from

£354

Popular in

December

Cheapest in

January

Average price

£714
8/12-14/12
  • 8/12-14/12
  • 5 total stops
  • 60h 00m total
  • London to Caribbean
Search Deals
12/2
  • 12/2
  • 3 total stops
  • 37h 50m 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. 3% 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 19 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

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Mon 8/12

11:15-18:25

3 stops36h 10m

Montego Bay Sangster Intl

Sun 14/12

18:10-23:00

2 stops23h 50m

£738

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Thu 1/1

06:50-19:05

3 stops40h 15m

Punta Cana

Thu 8/1

13:05-12:50

2 stops19h 45m

£997

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Thu 5/3

06:30-17:10

3 stops39h 40m

Montego Bay Sangster Intl

Thu 19/3

13:55-12:50

2 stops17h 55m

£1,011

LondonBridgetown

SEN - BGI

SENBGI

London Southend

Fri 13/3

07:00-14:05

2 stops35h 05m

Bridgetown Grantley Adams Intl

Sat 21/3

11:05-20:50

3 stops29h 45m

£1,042

LondonBridgetown

SEN - BGI

SENBGI

London Southend

Mon 15/12

07:15-14:35

3 stops35h 20m

Bridgetown Grantley Adams Intl

Mon 22/12

18:10-19:45

2 stops21h 35m

£1,299

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Tue 16/12

08:00-20:10

2 stops16h 10m

Punta Cana

Thu 18/12

19:20-12:50

1 stop13h 30m

£1,409

LondonBridgetown

SEN - BGI

SENBGI

London Southend

Mon 15/12

07:15-14:35

3 stops35h 20m

Bridgetown Grantley Adams Intl

Sat 20/12

15:10-20:50

3 stops25h 40m

£1,540

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Wed 24/12

07:10-21:35

2 stops18h 25m

Punta Cana

Thu 1/1

15:35-12:50

2 stops17h 15m

£1,709

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Fri 12/12

10:00-00:45

2 stops18h 45m

Punta Cana

Sat 3/1

15:08-20:50

2 stops25h 42m

£1,730

LondonBridgetown

SEN - BGI

SENBGI

London Southend

Mon 15/12

07:15-14:35

3 stops35h 20m

Bridgetown Grantley Adams Intl

Sat 3/1

15:10-20:50

3 stops25h 40m

£2,101

Flights are sorted by cheapest return flights first.

Deals found on 17/11

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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Fly with Cheapflights

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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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