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Cheap flights from London Southend Airport to Caribbean from £300

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 15/3. Fares are subject to change and may not be available on all flights or dates of travel.
SEN — SJU
2 Jan — 9 Jan1
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 3 December 2025.

Wed 3/1207:10SEN - PUJ
3 stops42h 25mMultiple Airlines
Wed 10/1215:05PUJ - SEN
2 stops22h 10mMultiple Airlines
Deal found 1/12£685
Mon 8/1207:15SEN - KIN
2 stops35h 30mMultiple Airlines
Mon 15/1214:00KIN - SEN
3 stops27h 25mMultiple Airlines
Deal found 1/12£1,046
Mon 22/1207:15SEN - PUJ
3 stops32h 50mMultiple Airlines
Wed 31/1215:35PUJ - SEN
2 stops25h 25mMultiple Airlines
Deal found 2/12£1,113
Tue 9/1207:35SEN - PUJ
2 stops18h 00mMultiple Airlines
Sat 10/121:50PUJ - SEN
1 stop19h 00mMultiple Airlines
Deal found 1/12£1,146
Tue 30/1220:20SEN - PUJ
3 stops27h 10mMultiple Airlines
Sat 10/121:50PUJ - SEN
1 stop19h 00mMultiple Airlines
Deal found 1/12£1,174
Sat 6/1207:15SEN - PUJ
2 stops18h 55mMultiple Airlines
Sat 13/1222:40PUJ - SEN
2 stops17h 30mMultiple Airlines
Deal found 1/12£1,212
Mon 8/1212:20SEN - MBJ
1 stop35h 05mMultiple Airlines
Mon 22/1223:45MBJ - SEN
2 stops35h 45mMultiple Airlines
Deal found 1/12£1,311
Fri 12/1210:00SEN - KIN
3 stops38h 40mMultiple Airlines
Mon 15/1214:00KIN - SEN
3 stops27h 25mMultiple Airlines
Deal found 2/12£1,372
Fri 12/1210:00SEN - KIN
3 stops38h 40mMultiple Airlines
Wed 7/114:55KIN - SEN
2 stops21h 20mMultiple Airlines
Deal found 1/12£1,382
Sat 20/1206:30SEN - PUJ
2 stops17h 40mMultiple Airlines
Thu 15/121:15PUJ - SEN
1 stop11h 35mMultiple Airlines
Deal found 2/12£1,386
Sat 20/1215:00SEN - SJU
3 stops37h 41mMultiple Airlines
Sun 28/1215:15SJU - SEN
2 stops19h 35mMultiple Airlines
Deal found 2/12£1,420
Wed 3/1207:10SEN - MBJ
3 stops35h 05mMultiple Airlines
Wed 10/1214:15MBJ - SEN
3 stops25h 45mMultiple Airlines
Deal found 2/12£1,422

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 3 December 2025.

Round-trip from

£633

One-way from

£300

Popular in

December

Cheapest in

January

Average price

£1,032
30/1-5/2
  • 30/1-5/2
  • 4 total stops
  • 36h 00m total
  • London to Caribbean
Search Deals
15/3
  • 15/3
  • 2 total stops
  • 42h 19m total
  • London to Caribbean
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (£20 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£17 potential savings vs. average return price).
Search Deals
Average for round-trip flights in December 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 3 December 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

Fri 30/1

10:00-00:45

2 stops18h 45m

Punta Cana

Thu 5/2

15:35-12:50

2 stops17h 15m

£633

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Mon 9/3

07:15-20:35

2 stops17h 20m

Punta Cana

Sun 15/3

11:50-10:30

2 stops18h 40m

£649

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Fri 20/3

12:50-20:10

3 stops35h 20m

Punta Cana

Tue 24/3

22:40-23:05

2 stops20h 25m

£725

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sat 21/3

06:40-20:10

2 stops17h 30m

Punta Cana

Sat 28/3

21:10-21:10

2 stops19h 00m

£776

LondonBridgetown

SEN - BGI

SENBGI

London Southend

Fri 13/3

07:35-13:40

2 stops34h 05m

Bridgetown Grantley Adams Intl

Sat 21/3

11:05-17:05

3 stops26h 00m

£1,084

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Mon 22/12

07:15-12:05

3 stops32h 50m

Punta Cana

Wed 31/12

15:35-21:00

2 stops25h 25m

£1,113

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Tue 30/12

20:20-19:30

3 stops27h 10m

Punta Cana

Sat 10/1

21:50-20:50

1 stop19h 00m

£1,174

LondonKingston

SEN - KIN

SENKIN

London Southend

Fri 12/12

10:00-19:40

3 stops38h 40m

Kingston Norman Manley

Mon 15/12

14:00-22:25

3 stops27h 25m

£1,372

LondonBridgetown

SEN - BGI

SENBGI

London Southend

Sat 14/2

07:15-14:35

2 stops35h 20m

Bridgetown Grantley Adams Intl

Sat 21/2

11:05-20:50

3 stops29h 45m

£1,375

LondonKingston

SEN - KIN

SENKIN

London Southend

Fri 12/12

10:00-19:40

3 stops38h 40m

Kingston Norman Manley

Wed 7/1

14:55-17:15

2 stops21h 20m

£1,382

Flights are sorted by cheapest return flights first.

Deals found on 30/11

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 - Montego Bay Sangster Intl or London Southend - San Juan Luis Munoz Marin 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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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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