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Cheap flights from London Southend Airport to Caribbean Islands from £375

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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
SEN — SJU
16 Nov — 23 Nov1
1 adult
1 adult, Economy

Cheap 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 17 October 2025.

Round-trip from

£616

One-way from

£375

Popular in

December

Cheapest in

November

Average price

£729
23/11-30/11
  • 23/11-30/11
  • 5 total stops
  • 52h 20m total
  • London to Caribbean Islands
Search Deals
11/12
  • 11/12
  • 3 total stops
  • 34h 24m total
  • London to Caribbean Islands
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 October 2025
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Find 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 17 October 2025.

Sun 23/1118:05SEN - PUJ
3 stops34h 40mMultiple Airlines
Sun 30/1112:50PUJ - SEN
2 stops17h 40mMultiple Airlines
Deal found 15/10£616
Fri 7/1110:00SEN - PUJ
2 stops18h 45mMultiple Airlines
Sun 9/1112:50PUJ - SEN
2 stops17h 40mMultiple Airlines
Deal found 15/10£718
Tue 28/1006:30SEN - PUJ
2 stops17h 40mMultiple Airlines
Tue 4/1122:40PUJ - SEN
2 stops20h 15mMultiple Airlines
Deal found 15/10£729
Wed 26/1107:10SEN - PUJ
2 stops16h 45mMultiple Airlines
Sat 6/1213:50PUJ - SEN
2 stops27h 00mMultiple Airlines
Deal found 16/10£800
Wed 22/1015:40SEN - PUJ
3 stops29h 45mMultiple Airlines
Wed 29/1014:40PUJ - SEN
2 stops22h 35mMultiple Airlines
Deal found 17/10£870
Fri 17/1013:35SEN - PUJ
3 stops34h 20mMultiple Airlines
Sun 19/1015:05PUJ - SEN
2 stops23h 30mMultiple Airlines
Deal found 16/10£898
Mon 20/1020:05SEN - PUJ
3 stops26h 15mMultiple Airlines
Mon 3/1122:25PUJ - SEN
2 stops20h 00mMultiple Airlines
Deal found 15/10£931
Tue 16/1220:20SEN - PUJ
3 stops29h 15mMultiple Airlines
Sat 20/1221:10PUJ - SEN
2 stops19h 00mMultiple Airlines
Deal found 16/10£956
Fri 17/1013:35SEN - PUJ
3 stops34h 20mMultiple Airlines
Wed 10/617:55PUJ - SEN
2 stops17h 45mMultiple Airlines
Deal found 15/10£1,150
Mon 15/1212:20SEN - MBJ
1 stop35h 05mMultiple Airlines
Sat 27/1221:25MBJ - SEN
2 stops18h 25mMultiple Airlines
Deal found 16/10£1,285
Thu 18/1214:35SEN - BGI
3 stops29h 00mMultiple Airlines
Sun 4/118:10BGI - SEN
2 stops16h 40mMultiple Airlines
Deal found 16/10£1,803
Sun 26/1016:55SEN - MBJ
3 stops27h 40mMultiple Airlines
Sat 1/1117:55MBJ - SEN
2 stops20h 40mMultiple Airlines
Deal found 17/10£2,482

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 17 October 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

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sun 23/11

18:05-00:45

3 stops34h 40m

Punta Cana

Sun 30/11

12:50-10:30

2 stops17h 40m

£616

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Fri 7/11

10:00-00:45

2 stops18h 45m

Punta Cana

Sun 9/11

12:50-10:30

2 stops17h 40m

£718

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Tue 28/10

06:30-20:10

2 stops17h 40m

Punta Cana

Tue 4/11

22:40-22:55

2 stops20h 15m

£729

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Wed 26/11

07:10-19:55

2 stops16h 45m

Punta Cana

Sat 6/12

13:50-20:50

2 stops27h 00m

£800

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Tue 16/12

20:20-21:35

3 stops29h 15m

Punta Cana

Sat 20/12

21:10-20:10

2 stops19h 00m

£956

LondonBridgetown

SEN - BGI

SENBGI

London Southend

Mon 2/3

07:15-14:25

3 stops35h 10m

Bridgetown Grantley Adams Intl

Sat 7/3

11:05-20:50

3 stops29h 45m

£1,013

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Fri 26/12

10:00-00:45

2 stops18h 45m

Punta Cana

Thu 8/1

15:35-12:40

2 stops17h 05m

£1,201

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Mon 15/12

12:20-18:25

1 stop35h 05m

Montego Bay Sangster Intl

Sat 27/12

21:25-20:50

2 stops18h 25m

£1,285

LondonBridgetown

SEN - BGI

SENBGI

London Southend

Thu 18/12

14:35-15:35

3 stops29h 00m

Bridgetown Grantley Adams Intl

Sun 4/1

18:10-14:50

2 stops16h 40m

£1,803

LondonPort of Spain

SEN - POS

SENPOS

London Southend

Sat 20/12

07:15-20:30

2 stops17h 15m

Port of Spain Piarco Intl

Sat 3/1

21:55-20:10

1 stop18h 15m

£2,993

Flights are sorted by cheapest return flights first.

Deals found on 16/10

Showing 1-10 of 40 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 - St. George's Point Saline Intl, London Southend - Punta Cana and London Southend - Havana Jose Marti 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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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Southend to Caribbean Islands?

Cheapflights helps you search for flights from Southend to Caribbean Islands via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

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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