Cheap flights from London Southend Airport to Caribbean from £360

SEN — SJU
12 Dec — 19 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£682
Sun 22/1117:40 -
3 stops29h 35m
Wed 2/1215:05 -
2 stops21h 35m
Deal found 9/11£698
Thu 3/1207:25 -
2 stops20h 10m
Wed 9/1215:05 -
2 stops21h 35m
Deal found 8/11£764
Fri 27/1107:35 -
2 stops18h 05m
Wed 2/1212:50 -
2 stops23h 50m
Deal found 9/11£765
Tue 8/1207:35 -
1 stop15h 50m
Tue 15/1219:05 -
2 stops19h 15m
Deal found 9/11£809
Wed 9/1207:10 -
2 stops18h 30m
Wed 16/1215:05 -
2 stops21h 35m
Deal found 9/11£822
Tue 24/1113:00 -
2 stops29h 15m
Fri 4/1222:15 -
2 stops20h 40m
Deal found 11/11£925
Tue 17/1113:00 -
2 stops29h 15m
Sat 28/1122:40 -
2 stops19h 40m
Deal found 8/11£968
Thu 12/1115:40 -
1 stop27h 00m
Wed 25/1118:50 -
1 stop19h 45m
Deal found 9/11£1,029
Tue 8/1207:35 -
1 stop15h 50m
Tue 29/1219:05 -
2 stops19h 15m
Deal found 10/11£1,032
Tue 29/1207:35 -
1 stop34h 40m
Thu 7/114:25 -
2 stops22h 50m
Deal found 11/11£1,041
Wed 9/1217:20 -
3 stops33h 05m
Wed 16/1218:10 -
2 stops19h 25m
Deal found 11/11£1,050

Find flight deals from Southend to Caribbean

Round-trip from

£650

One-way from

£360

Popular in

July

Cheapest in

June

Average price

£696
31/1-11/2
  • 31/1-11/2
  • 2 total stops
  • 46h 35m total
  • London to Caribbean
10/1-31/12
  • 10/1-31/12
  • 2 total stops
  • 52h 05m 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 10/1

19:00-19:05

2 stops52h 05m

Punta Cana

Wed 31/12

00:00-05:30

Nonstop0h 00m

£360

LondonPunta Cana

SEN London Southend - PUJ Punta Cana

SENPUJ

London Southend

Thu 14/1

17:20-19:15

2 stops53h 55m

Punta Cana

Wed 31/12

00:00-05:30

Nonstop0h 00m

£370

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

£370

LondonPunta Cana

SEN London Southend - PUJ Punta Cana

SENPUJ

London Southend

Thu 19/11

15:40-20:10

3 stops56h 30m

Punta Cana

Wed 31/12

00:00-05:30

Nonstop0h 00m

£387

LondonPunta Cana

SEN London Southend - PUJ Punta Cana

SENPUJ

London Southend

Tue 15/12

15:30-17:50

2 stops30h 20m

Punta Cana

Wed 31/12

00:00-05:30

Nonstop0h 00m

£397

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

£402

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

£423

LondonPunta Cana

SEN London Southend - PUJ Punta Cana

SENPUJ

London Southend

Sun 15/11

08:10-19:50

2 stops39h 40m

Punta Cana

Wed 31/12

00:00-05:30

Nonstop0h 00m

£430

LondonPunta Cana

SEN London Southend - PUJ Punta Cana

SENPUJ

London Southend

Mon 30/11

07:05-20:10

2 stops41h 05m

Punta Cana

Wed 31/12

00:00-05:30

Nonstop0h 00m

£461

LondonPunta Cana

SEN London Southend - PUJ Punta Cana

SENPUJ

London Southend

Sun 29/11

08:10-19:50

2 stops39h 40m

Punta Cana

Wed 31/12

00:00-05:30

Nonstop0h 00m

£464

Flights are sorted by cheapest return flights first.

Deals found on 7/11

Showing 1-10 of 52 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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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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