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Cheap flights from London Southend Airport to Caribbean Islands from £292

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 18/1. Fares are subject to change and may not be available on all flights or dates of travel.
SEN — SJU
4 Jan — 11 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Southend to Caribbean Islands

Enter your travel dates to find the best prices.

Cheapest flights from Southend to Caribbean Islands
Explore the most affordable flight options available from Southend to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 5 December 2025.

Wed 10/1207:10SEN - PUJ
2 stops16h 45mMultiple Airlines
Wed 7/113:51PUJ - SEN
3 stops23h 24mMultiple Airlines
Deal found 3/12£824
Mon 8/1207:15SEN - PUJ
2 stops18h 20mMultiple Airlines
Mon 15/1221:10PUJ - SEN
2 stops18h 35mMultiple Airlines
Deal found 3/12£890
Mon 8/1207:15SEN - PUJ
2 stops18h 20mMultiple Airlines
Tue 30/1222:25PUJ - SEN
2 stops20h 30mMultiple Airlines
Deal found 4/12£958
Thu 11/1206:50SEN - MBJ
3 stops35h 25mMultiple Airlines
Thu 22/114:55MBJ - SEN
2 stops16h 55mMultiple Airlines
Deal found 4/12£989
Tue 9/1207:35SEN - PUJ
2 stops18h 00mMultiple Airlines
Tue 16/1222:40PUJ - SEN
2 stops20h 25mMultiple Airlines
Deal found 4/12£1,025
Tue 9/1220:20SEN - MBJ
3 stops45h 55mMultiple Airlines
Thu 15/114:55MBJ - SEN
2 stops16h 55mMultiple Airlines
Deal found 4/12£1,037
Tue 16/1220:20SEN - PUJ
3 stops29h 15mMultiple Airlines
Mon 29/1222:25PUJ - SEN
2 stops17h 20mMultiple Airlines
Deal found 3/12£1,048
Thu 4/1218:05SEN - PUJ
2 stops53h 50mMultiple Airlines
Sat 31/119:20PUJ - SEN
1 stop17h 45mMultiple Airlines
Deal found 4/12£1,068
Mon 22/1207:15SEN - PUJ
3 stops32h 50mMultiple Airlines
Wed 31/1215:35PUJ - SEN
2 stops25h 25mMultiple Airlines
Deal found 2/12£1,102
Mon 8/1207:15SEN - KIN
2 stops35h 30mMultiple Airlines
Mon 22/1214:00KIN - SEN
3 stops27h 25mMultiple Airlines
Deal found 3/12£1,108
Mon 8/1207:15SEN - KIN
2 stops35h 30mMultiple Airlines
Mon 15/1214:00KIN - SEN
3 stops27h 25mMultiple Airlines
Deal found 3/12£1,117
Wed 10/1207:10SEN - MBJ
2 stops35h 05mMultiple Airlines
Wed 31/1214:15MBJ - SEN
2 stops22h 00mMultiple Airlines
Deal found 2/12£1,131

Find flight deals from Southend to Caribbean Islands

Keep the following information in mind while searching for Southend to Caribbean Islands flight deals. Data was last updated 5 December 2025.

Round-trip from

£569

One-way from

£292

Popular in

December

Cheapest in

January

Average price

£1,022
19/2-3/3
  • 19/2-3/3
  • 5 total stops
  • 56h 58m total
  • London to Caribbean Islands
Search Deals
18/1
  • 18/1
  • 2 total stops
  • 42h 19m total
  • London to Caribbean Islands
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. 3% 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 Islands 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 5 December 2025.
Use the filters below to find and compare flights from London Southend Airport to Caribbean Islands that are best for you.

Fly from

Southend

Fly to

Caribbean Islands

Route

Depart

Return

Price

LondonSan Juan

SEN - SJU

SENSJU

London Southend

Thu 19/2

07:15-17:05

3 stops37h 50m

San Juan Luis Munoz Marin Intl

Tue 3/3

10:52-10:00

2 stops19h 08m

£569

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Mon 12/1

07:25-19:15

3 stops39h 50m

Punta Cana

Sun 18/1

18:00-14:50

2 stops16h 50m

£900

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sat 31/1

06:30-20:10

2 stops17h 40m

Punta Cana

Thu 12/2

13:50-12:50

2 stops19h 00m

£925

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Tue 16/12

20:20-21:35

3 stops29h 15m

Punta Cana

Mon 29/12

22:25-19:45

2 stops17h 20m

£1,048

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

£1,073

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Tue 16/12

07:35-18:25

1 stop15h 50m

Montego Bay Sangster Intl

Wed 7/1

13:30-17:15

2 stops22h 45m

£1,183

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Mon 23/2

07:15-12:30

2 stops34h 15m

Montego Bay Sangster Intl

Sat 7/3

17:55-17:05

2 stops18h 10m

£1,205

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Fri 26/12

10:00-17:20

2 stops35h 20m

Punta Cana

Wed 7/1

13:51-17:15

3 stops23h 24m

£1,210

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Tue 23/12

07:35-18:25

1 stop15h 50m

Montego Bay Sangster Intl

Thu 8/1

13:30-12:50

2 stops18h 20m

£1,216

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Wed 24/12

07:10-13:15

3 stops35h 05m

Montego Bay Sangster Intl

Wed 7/1

13:30-17:15

2 stops22h 45m

£1,227

Flights are sorted by cheapest return flights first.

Deals found on 3/12

Showing 1-10 of 51 results
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Best time to book a flight from Southend to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands
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 Islands. 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 Islands?

    The most popular flight routes from London Southend Airport to Caribbean Islands are London Southend - Punta Cana, London Southend - Kingston Norman Manley and London Southend - Montego Bay Sangster Intl.

  • Can I find deals for flights from Southend to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Southend to Caribbean Islands flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Southend to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Southend to Caribbean Islands.

  • Can I find deals for business class flights from Southend to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Southend to Caribbean Islands 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 Islands

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 Islands?

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Why should you use Cheapflights to find cheap flight tickets from Southend to Caribbean Islands?

Millions of users choose and trust Cheapflights to book the best flight deals from Southend to Caribbean Islands for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Southend to Caribbean Islands with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Southend to Caribbean Islands, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Southend to Caribbean Islands become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Caribbean Islands from Southend today and book when prices fit your budget.

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