Find flights
When to book
FAQs

Cheap flights from London Southend Airport to Caribbean from £263

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 24/3. Fares are subject to change and may not be available on all flights or dates of travel.
SEN — SJU
22 Mar — 29 Mar1
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
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 20 February 2026.

Tue 24/307:35
SEN
-
MBJ
1 stop15h 50m
Multiple Airlines
Tue 31/316:20
MBJ
-
SEN
2 stops21h 20m
Multiple Airlines
Deal found 18/2£601
Sun 1/307:10
SEN
-
SJU
3 stops37h 55m
Multiple Airlines
Wed 22/412:30
SJU
-
SEN
3 stops27h 55m
Multiple Airlines
Deal found 17/2£631
Tue 17/307:35
SEN
-
MBJ
1 stop15h 50m
Multiple Airlines
Tue 31/316:20
MBJ
-
SEN
2 stops21h 20m
Multiple Airlines
Deal found 17/2£632
Thu 19/306:30
SEN
-
MBJ
3 stops39h 40m
Multiple Airlines
Tue 31/316:20
MBJ
-
SEN
2 stops21h 20m
Multiple Airlines
Deal found 18/2£711
Mon 16/311:15
SEN
-
MBJ
3 stops36h 10m
Multiple Airlines
Tue 31/316:20
MBJ
-
SEN
2 stops21h 20m
Multiple Airlines
Deal found 17/2£780
Tue 17/307:35
SEN
-
MBJ
1 stop15h 50m
Multiple Airlines
Tue 7/416:20
MBJ
-
SEN
2 stops21h 20m
Multiple Airlines
Deal found 17/2£795
Tue 24/307:35
SEN
-
MBJ
1 stop15h 50m
Multiple Airlines
Wed 15/412:15
MBJ
-
SEN
2 stops18h 45m
Multiple Airlines
Deal found 20/2£812
Mon 30/316:55
SEN
-
MBJ
1 stop28h 40m
Multiple Airlines
Tue 7/416:20
MBJ
-
SEN
2 stops21h 20m
Multiple Airlines
Deal found 17/2£814
Wed 4/307:10
SEN
-
PUJ
2 stops18h 35m
Multiple Airlines
Wed 18/314:35
PUJ
-
SEN
2 stops26h 25m
Multiple Airlines
Deal found 17/2£821
Sat 7/315:00
SEN
-
PUJ
3 stops29h 45m
Multiple Airlines
Sun 15/318:00
PUJ
-
SEN
2 stops16h 50m
Multiple Airlines
Deal found 16/2£869
Mon 9/307:15
SEN
-
PUJ
2 stops17h 20m
Multiple Airlines
Thu 19/314:35
PUJ
-
SEN
2 stops18h 15m
Multiple Airlines
Deal found 20/2£891
Sat 7/306:30
SEN
-
PUJ
2 stops16h 45m
Multiple Airlines
Sat 28/321:10
PUJ
-
SEN
2 stops20h 00m
Multiple Airlines
Deal found 19/2£896

Find flight deals from Southend to Caribbean

Keep the following information in mind while searching for Southend to Caribbean flight deals. Data was last updated 20 February 2026.

Round-trip from

£601

One-way from

£263

Popular in

December

Cheapest in

January

Average price

£698
24/3-31/3
  • 24/3-31/3
  • 3 total stops
  • 37h 10m total
  • London to Caribbean
Search Deals
24/3
  • 24/3
  • 1 total stop
  • 15h 50m total
  • London to Caribbean
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (£15 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£15 potential savings vs. average return price).
Search Deals
Average for round-trip flights in February 2026
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 20 February 2026.
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

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Tue 24/3

07:35-18:25

1 stop15h 50m

Montego Bay Sangster Intl

Tue 31/3

16:20-19:40

2 stops21h 20m

£601

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Tue 17/3

07:35-18:25

1 stop15h 50m

Montego Bay Sangster Intl

Tue 31/3

16:20-19:40

2 stops21h 20m

£632

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Thu 19/3

06:30-17:10

3 stops39h 40m

Montego Bay Sangster Intl

Tue 31/3

16:20-19:40

2 stops21h 20m

£711

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Mon 16/3

11:15-18:25

3 stops36h 10m

Montego Bay Sangster Intl

Tue 31/3

16:20-19:40

2 stops21h 20m

£780

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Tue 17/3

07:35-18:25

1 stop15h 50m

Montego Bay Sangster Intl

Tue 7/4

16:20-19:40

2 stops21h 20m

£795

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Tue 24/3

07:35-18:25

1 stop15h 50m

Montego Bay Sangster Intl

Wed 15/4

12:15-13:00

2 stops18h 45m

£812

LondonMontego Bay

SEN - MBJ

SENMBJ

London Southend

Mon 30/3

16:55-15:35

1 stop28h 40m

Montego Bay Sangster Intl

Tue 7/4

16:20-19:40

2 stops21h 20m

£814

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Wed 4/3

07:10-21:45

2 stops18h 35m

Punta Cana

Wed 18/3

14:35-21:00

2 stops26h 25m

£821

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Sat 7/3

15:00-16:45

3 stops29h 45m

Punta Cana

Sun 15/3

18:00-14:50

2 stops16h 50m

£869

LondonPunta Cana

SEN - PUJ

SENPUJ

London Southend

Mon 9/3

07:15-20:35

2 stops17h 20m

Punta Cana

Thu 19/3

14:35-12:50

2 stops18h 15m

£891

Flights are sorted by cheapest return flights first.

Deals found on 17/2

Showing 1-10 of 50 results
1
2
3
...
5

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 - Montego Bay Sangster Intl or London Southend - Havana Jose Marti 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Southend to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Heathrow to Suvarnabhumi flights
Gatwick to Suvarnabhumi flights
Heathrow to Dubai flights
Heathrow to Haneda flights
Heathrow to John F Kennedy Intl flights
Heathrow to Newark flights
Gatwick to Dubai flights
Heathrow to Kuala Lumpur Intl flights
Stansted to Suvarnabhumi flights
Stansted to Dubai flights
London City to Suvarnabhumi flights
Heathrow to Leonardo da Vinci/Fiumicino flights
Heathrow to Narita flights
Heathrow to Vancouver Intl flights
Heathrow to Istanbul flights
Gatwick to Leonardo da Vinci/Fiumicino flights
Heathrow to Lagos flights
Gatwick to Kuala Lumpur Intl flights
Heathrow to LaGuardia flights
Heathrow to Málaga flights
Gatwick to John F Kennedy Intl flights
Heathrow to Colombo flights
Heathrow to New Delhi flights
Stansted to Amsterdam flights
Heathrow to Pearson Intl flights
Gatwick to Haneda flights
Heathrow to Lisbon flights
Heathrow to Hong Kong flights
Heathrow to Malpensa flights
Gatwick to Narita flights
Heathrow to Athens flights
Gatwick to Newark flights
Luton to Amsterdam flights
Stansted to Istanbul flights
Gatwick to Amsterdam flights
Stansted to Narita flights
London City to John F Kennedy Intl flights
Heathrow to Mexico City flights
Heathrow to Sydney flights
London City to Leonardo da Vinci/Fiumicino flights
London City to Haneda flights
Heathrow to Orlando flights
Heathrow to Madrid flights
Heathrow to Barcelona-El Prat flights
Stansted to Kuala Lumpur Intl flights
Heathrow to Los Angeles flights
Luton to Barcelona-El Prat flights
Heathrow to Miami flights
London City to Istanbul flights
Luton to Lisbon flights

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?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Caribbean from Southend today with Cheapflights!

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

Millions of users choose and trust Cheapflights to book the best flight deals from Southend to Caribbean 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 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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.