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Cheap flights from London Southend Airport to Caribbean from £315

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 22/1. Fares are subject to change and may not be available on all flights or dates of travel.
SEN — SJU
26 Dec — 2 Jan1
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 26 November 2025.

Wed 24/1207:10SEN - PUJ
2 stops34h 50mMultiple Airlines
Sun 28/1218:00PUJ - SEN
2 stops16h 50mMultiple Airlines
Deal found 24/11£958
Sat 29/1115:00SEN - PUJ
3 stops32h 25mMultiple Airlines
Mon 8/1221:10PUJ - SEN
2 stops18h 35mMultiple Airlines
Deal found 25/11£968
Wed 26/1107:10SEN - PUJ
2 stops16h 45mMultiple Airlines
Mon 8/1221:10PUJ - SEN
2 stops18h 35mMultiple Airlines
Deal found 25/11£998
Sat 29/1107:15SEN - MBJ
3 stops35h 00mMultiple Airlines
Sat 6/1214:40MBJ - SEN
2 stops24h 30mMultiple Airlines
Deal found 24/11£1,091
Tue 9/1207:35SEN - PUJ
2 stops18h 00mMultiple Airlines
Sat 10/121:50PUJ - SEN
1 stop19h 00mMultiple Airlines
Deal found 25/11£1,114
Wed 24/1207:10SEN - KIN
3 stops35h 35mMultiple Airlines
Wed 31/1214:55KIN - SEN
2 stops21h 20mMultiple Airlines
Deal found 23/11£1,207
Wed 10/1207:10SEN - PUJ
2 stops18h 25mMultiple Airlines
Sat 13/1221:25PUJ - SEN
2 stops19h 25mMultiple Airlines
Deal found 25/11£1,276
Tue 9/1207:35SEN - POS
2 stops21h 35mMultiple Airlines
Thu 18/1210:10POS - SEN
3 stops22h 40mMultiple Airlines
Deal found 24/11£1,351
Fri 5/1210:00SEN - BGI
3 stops32h 35mMultiple Airlines
Sat 13/1215:10BGI - SEN
3 stops25h 40mMultiple Airlines
Deal found 25/11£1,490
Tue 23/1220:20SEN - KIN
3 stops46h 25mMultiple Airlines
Tue 30/1211:00KIN - SEN
3 stops31h 05mMultiple Airlines
Deal found 25/11£1,525
Thu 11/1206:50SEN - POS
3 stops27h 20mMultiple Airlines
Thu 18/1210:10POS - SEN
3 stops22h 40mMultiple Airlines
Deal found 25/11£1,548
Thu 18/1207:15SEN - POS
3 stops26h 00mMultiple Airlines
Thu 1/110:10POS - SEN
3 stops22h 40mMultiple Airlines
Deal found 25/11£1,671

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 26 November 2025.

Round-trip from

£717

One-way from

£315

Popular in

December

Cheapest in

January

Average price

£714
14/3-24/3
  • 14/3-24/3
  • 5 total stops
  • 50h 25m total
  • London to Caribbean
Search Deals
22/1
  • 22/1
  • 3 total stops
  • 41h 10m total
  • London to Caribbean
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (£21 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 26 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 14/3

15:00-15:30

3 stops28h 30m

Punta Cana

Tue 24/3

21:10-23:05

2 stops21h 55m

£717

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Thu 19/2

07:15-19:35

3 stops40h 20m

Punta Cana

Tue 24/2

22:40-23:05

2 stops20h 25m

£737

LondonSan Juan

SEN - SJU

SENSJU

London Southend

Sat 7/2

06:40-17:05

3 stops38h 25m

San Juan Luis Munoz Marin Intl

Sun 15/2

14:45-23:00

3 stops28h 15m

£799

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Wed 24/12

07:10-14:00

2 stops34h 50m

Punta Cana

Sun 28/12

18:00-14:50

2 stops16h 50m

£958

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Mon 23/2

07:20-22:00

3 stops19h 40m

Montego Bay Sangster Intl

Wed 15/4

12:15-12:45

2 stops18h 30m

£989

LondonBridgetown

SEN - BGI

SENBGI

London Southend

Thu 19/2

06:50-14:35

3 stops35h 45m

Bridgetown Grantley Adams Intl

Sat 28/2

11:05-20:50

3 stops29h 45m

£1,096

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Tue 9/12

07:35-21:35

2 stops18h 00m

Punta Cana

Sat 10/1

21:50-20:50

1 stop19h 00m

£1,114

LondonKingston

SEN - KIN

SENKIN

London Southend

Wed 24/12

07:10-13:45

3 stops35h 35m

Kingston Norman Manley

Wed 31/12

14:55-17:15

2 stops21h 20m

£1,207

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sat 3/1

06:30-19:15

2 stops16h 45m

Punta Cana

Sat 10/1

21:50-20:50

1 stop19h 00m

£1,241

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Wed 10/12

07:10-21:35

2 stops18h 25m

Punta Cana

Sat 13/12

21:25-20:50

2 stops19h 25m

£1,276

Flights are sorted by cheapest return flights first.

Deals found on 25/11

Showing 1-10 of 49 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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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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Why should you use Cheapflights to find cheap flight tickets 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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