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Cheap flights from London Southend Airport to Caribbean from £276

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 1/3. Fares are subject to change and may not be available on all flights or dates of travel.
SEN — SJU
17 Jan — 24 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 18 December 2025.

Sun 21/1207:10SEN - PUJ
3 stops32h 55mMultiple Airlines
Sun 28/1218:00PUJ - SEN
2 stops16h 50mMultiple Airlines
Deal found 16/12£849
Thu 18/1206:50SEN - PUJ
2 stops35h 10mMultiple Airlines
Sat 17/121:15PUJ - SEN
1 stop15h 50mMultiple Airlines
Deal found 16/12£1,131
Thu 18/1207:15SEN - PUJ
2 stops40h 40mMultiple Airlines
Thu 25/1219:20PUJ - SEN
1 stop13h 30mMultiple Airlines
Deal found 17/12£1,530
Sat 20/1207:15SEN - PUJ
3 stops21h 30mMultiple Airlines
Sat 3/119:10PUJ - SEN
2 stops21h 00mMultiple Airlines
Deal found 17/12£1,968
Fri 26/1206:40SEN - MBJ
2 stops33h 34mMultiple Airlines
Sun 11/113:30MBJ - SEN
2 stops20h 20mMultiple Airlines
Deal found 16/12£2,231
Sat 20/1207:15SEN - MBJ
2 stops34h 55mMultiple Airlines
Sat 3/114:40MBJ - SEN
3 stops24h 30mMultiple Airlines
Deal found 16/12£2,450
Fri 19/1210:00SEN - KIN
3 stops38h 40mMultiple Airlines
Fri 2/110:00KIN - SEN
2 stops19h 00mMultiple Airlines
Deal found 17/12£2,509
Fri 26/1206:40SEN - POS
2 stops15h 50mMultiple Airlines
Fri 2/108:55POS - SEN
2 stops21h 05mMultiple Airlines
Deal found 17/12£2,537
Fri 26/1206:40SEN - POS
2 stops15h 50mMultiple Airlines
Wed 14/119:20POS - SEN
1 stop17h 55mMultiple Airlines
Deal found 17/12£2,673

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 18 December 2025.

Round-trip from

£774

One-way from

£276

Popular in

December

Cheapest in

January

Average price

£1,006
14/3-22/3
  • 14/3-22/3
  • 6 total stops
  • 54h 35m total
  • London to Caribbean
Search Deals
1/3
  • 1/3
  • 2 total stops
  • 33h 29m total
  • London to Caribbean
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (£19 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 18 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

LondonSan Juan

SEN - SJU

SENSJU

London Southend

Sat 14/3

15:00-17:05

3 stops30h 05m

San Juan Luis Munoz Marin Intl

Sun 22/3

18:30-23:00

3 stops24h 30m

£774

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Thu 29/1

06:50-19:35

3 stops40h 45m

Punta Cana

Sun 8/2

18:00-14:50

2 stops16h 50m

£820

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sat 10/1

06:30-20:05

2 stops17h 35m

Punta Cana

Sat 17/1

21:15-17:05

1 stop15h 50m

£926

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sat 31/1

06:30-20:10

2 stops17h 40m

Punta Cana

Sun 15/2

18:00-14:50

2 stops16h 50m

£942

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Tue 17/3

07:35-18:25

1 stop15h 50m

Montego Bay Sangster Intl

Tue 7/4

16:20-19:40

1 stop21h 20m

£1,043

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sun 28/12

07:10-14:00

2 stops34h 50m

Punta Cana

Thu 22/1

13:50-12:50

2 stops19h 00m

£1,055

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sat 14/2

06:30-20:10

2 stops17h 40m

Punta Cana

Sun 22/2

18:00-14:50

2 stops16h 50m

£1,122

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Mon 5/1

07:15-12:30

3 stops34h 15m

Montego Bay Sangster Intl

Thu 15/1

13:30-12:50

2 stops18h 20m

£1,572

LondonSan Juan

SEN - SJU

SENSJU

London Southend

Sun 1/3

07:10-12:39

2 stops33h 29m

£276

LondonKingston

SEN - KIN

SENKIN

London Southend

Sun 18/1

14:20-15:33

3 stops54h 13m

£381

Flights are sorted by cheapest return flights first.

Deals found on 17/12

Showing 1-10 of 38 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 - Montego Bay Sangster 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

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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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