Cheap flights from London Southend Airport to Caribbean from £308

SEN — SJU
11 Dec — 18 Dec1
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

Tue 17/1113:00 -
2 stops29h 15m
Wed 25/1115:05 -
2 stops21h 35m
Deal found 10/11£678
Sun 22/1117:40 -
3 stops29h 35m
Wed 2/1215:05 -
2 stops21h 35m
Deal found 9/11£693
Thu 3/1207:25 -
2 stops20h 10m
Wed 9/1215:05 -
2 stops21h 35m
Deal found 8/11£759
Fri 27/1107:35 -
2 stops18h 05m
Wed 2/1212:50 -
2 stops23h 50m
Deal found 9/11£760
Tue 8/1207:35 -
1 stop15h 50m
Tue 15/1219:05 -
2 stops19h 15m
Deal found 9/11£804
Wed 9/1207:10 -
2 stops18h 30m
Wed 16/1215:05 -
2 stops21h 35m
Deal found 9/11£816
Tue 17/1113:00 -
2 stops29h 15m
Sat 28/1122:40 -
2 stops19h 40m
Deal found 8/11£962
Thu 12/1115:40 -
1 stop27h 00m
Wed 25/1118:50 -
1 stop19h 45m
Deal found 9/11£1,022
Tue 8/1207:35 -
1 stop15h 50m
Tue 29/1219:05 -
2 stops19h 15m
Deal found 10/11£1,025
Fri 20/1107:35 -
2 stops18h 05m
Wed 25/1115:05 -
2 stops21h 35m
Deal found 7/11£1,041
Thu 17/1217:20 -
2 stops31h 25m
Sat 26/1222:25 -
2 stops19h 55m
Deal found 8/11£1,045
Wed 9/1217:40 -
2 stops32h 45m
Wed 30/1214:30 -
3 stops23h 05m
Deal found 10/11£1,045

Find flight deals from Southend to Caribbean

Round-trip from

£645

One-way from

£308

Popular in

July

Cheapest in

June

Average price

£692
31/1-11/2
  • 31/1-11/2
  • 2 total stops
  • 46h 35m total
  • London to Caribbean
21/2-31/12
  • 21/2-31/12
  • 3 total stops
  • 52h 10m total
  • London to Caribbean
Highest demand for flights based on searches. 8% potential increase in price (£49 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (£13 potential savings vs. average return price).
Average for round-trip flights in November 2026

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from London Southend Airport to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

LondonPunta Cana

SEN London Southend - PUJ Punta Cana

SENPUJ

London Southend

Sun 21/2

11:35-11:45

3 stops52h 10m

Punta Cana

Wed 31/12

00:00-05:30

Nonstop0h 00m

£308

LondonPunta Cana

SEN London Southend - PUJ Punta Cana

SENPUJ

London Southend

Sun 28/2

17:15-11:45

3 stops46h 30m

Punta Cana

Wed 31/12

00:00-05:30

Nonstop0h 00m

£340

LondonPunta Cana

SEN London Southend - PUJ Punta Cana

SENPUJ

London Southend

Tue 17/11

07:00-14:15

3 stops35h 15m

Punta Cana

Wed 31/12

00:00-05:30

Nonstop0h 00m

£345

LondonPunta Cana

SEN London Southend - PUJ Punta Cana

SENPUJ

London Southend

Tue 8/12

07:35-14:15

1 stop34h 40m

Punta Cana

Wed 31/12

00:00-05:30

Nonstop0h 00m

£359

LondonPunta Cana

SEN London Southend - PUJ Punta Cana

SENPUJ

London Southend

Fri 15/1

07:05-19:15

2 stops40h 10m

Punta Cana

Wed 31/12

00:00-05:30

Nonstop0h 00m

£368

LondonPunta Cana

SEN London Southend - PUJ Punta Cana

SENPUJ

London Southend

Mon 16/11

07:30-20:10

3 stops40h 40m

Punta Cana

Wed 31/12

00:00-05:30

Nonstop0h 00m

£378

LondonPunta Cana

SEN London Southend - PUJ Punta Cana

SENPUJ

London Southend

Thu 31/12

17:20-20:10

2 stops54h 50m

Punta Cana

Wed 31/12

00:00-05:30

Nonstop0h 00m

£399

LondonPunta Cana

SEN London Southend - PUJ Punta Cana

SENPUJ

London Southend

Fri 1/1

07:05-20:10

2 stops41h 05m

Punta Cana

Wed 31/12

00:00-05:30

Nonstop0h 00m

£405

LondonPunta Cana

SEN London Southend - PUJ Punta Cana

SENPUJ

London Southend

Tue 23/2

07:35-14:15

1 stop34h 40m

Punta Cana

Wed 31/12

00:00-05:30

Nonstop0h 00m

£413

LondonMontego Bay

SEN London Southend - MBJ Montego Bay Sangster Intl

SENMBJ

London Southend

Fri 22/1

14:25-13:30

3 stops52h 05m

Montego Bay Sangster Intl

Wed 31/12

00:00-06:00

Nonstop0h 00m

£420

Flights are sorted by cheapest return flights first.

Deals found on 11/11

Showing 1-10 of 47 resultsSorted by cheapest first
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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

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

  • What are the most popular routes from London Southend Airport to Caribbean?

  • 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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