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Cheap flights from Road Town to Simpson Bay from £284

EIS — SXM
20 Nov — 27 Nov1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Road Town to Simpson Bay

Enter your travel dates to find the best prices.

Best flights from Road Town to Simpson Bay

Thu 1/413:45 -
Nonstop0h 40m
Wed 21/413:25 -
Nonstop0h 40m
Deal found 18/10£284
Fri 2/407:15 -
1 stop1h 55m
Mon 26/417:00 -
1 stop25h 45m
Deal found 18/10£394
Sat 3/413:45 -
Nonstop0h 40m
Wed 21/413:25 -
Nonstop0h 40m
Deal found 18/10£292
Sat 2/107:15 -
1 stop1h 55m
Sat 2/117:15 -
1 stop2h 00m
Deal found 20/10£439
Mon 5/411:35 -
1 stop2h 30m
Fri 23/410:10 -
2 stops33h 05m
Deal found 18/10£512
Tue 30/308:20 -
1 stop1h 55m
Fri 23/410:10 -
2 stops33h 05m
Deal found 18/10£512
Thu 1/411:40 -
3 stops21h 30m
Fri 23/416:30 -
1 stop2h 30m
Deal found 18/10£612
Thu 1/411:40 -
3 stops21h 30m
Sat 24/417:15 -
1 stop2h 00m
Deal found 18/10£612
Tue 30/308:20 -
3 stops25h 10m
Sat 24/417:15 -
1 stop2h 00m
Deal found 18/10£635
Tue 26/108:20 -
3 stops25h 10m
Sat 30/117:15 -
1 stop2h 00m
Deal found 20/10£635

Find flight deals from Road Town to Simpson Bay

Round-trip from

£284

Popular in

September

Cheapest in

July

Average price

£335
interCaribbean Airways
  • interCaribbean Airways
  • 1/4-25/4
  • Nonstop
  • 1h 20m total
  • Road Town to Simpson Bay
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (£15 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (£4 potential savings vs. average return price).
Search Deals
Average for round-trip flights in October 2026
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Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Road Town to Simpson Bay that are best for you.

Fly from

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Route

Depart

Return

Price

Cheapest return flight
Fastest return journey

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Thu 1/4

13:45-14:25

Nonstop0h 40m

Simpson Bay Princess Juliana

Wed 21/4

13:25-14:05

Nonstop0h 40m

£284

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Sat 3/4

13:45-14:25

Nonstop0h 40m

Simpson Bay Princess Juliana

Wed 21/4

13:25-14:05

Nonstop0h 40m

£292

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Fri 2/4

07:15-09:10

1 stop1h 55m

Simpson Bay Princess Juliana

Mon 26/4

17:00-18:45

1 stop25h 45m

£394

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Sat 2/1

07:15-09:10

1 stop1h 55m

Simpson Bay Princess Juliana

Sat 2/1

17:15-19:15

1 stop2h 00m

£439

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Mon 5/4

11:35-14:05

1 stop2h 30m

Simpson Bay Princess Juliana

Fri 23/4

10:10-19:15

2 stops33h 05m

£512

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Tue 30/3

08:20-10:15

1 stop1h 55m

Simpson Bay Princess Juliana

Fri 23/4

10:10-19:15

2 stops33h 05m

£512

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Thu 1/4

11:40-09:10

3 stops21h 30m

Simpson Bay Princess Juliana

Fri 23/4

16:30-19:00

1 stop2h 30m

£612

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Thu 1/4

11:40-09:10

3 stops21h 30m

Simpson Bay Princess Juliana

Sat 24/4

17:15-19:15

1 stop2h 00m

£612

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Tue 30/3

08:20-09:30

3 stops25h 10m

Simpson Bay Princess Juliana

Sat 24/4

17:15-19:15

1 stop2h 00m

£635

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Tue 26/1

08:20-09:30

3 stops25h 10m

Simpson Bay Princess Juliana

Sat 30/1

17:15-19:15

1 stop2h 00m

£635

Flights are sorted by cheapest return flights first.

Deals found on 18/10

Sorted by cheapest first

Best time to book a flight from Road Town to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Road Town with our price prediction graph.
Estimated return price

Cheapflights Insights

Everything you need to know about your flight from Road Town to Simpson Bay

What is the cheapest month to book a flight from Road Town to Simpson Bay?

Currently, July is the cheapest month in which you can book a flight from Road Town to Simpson Bay (average of £270). Flying from Road Town to Simpson Bay in September is currently the most expensive (average of £364). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from EIS to SXM?

When flying from Road Town to Simpson Bay, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 65% versus a flight at midday.

How much does it cost for a return flight from Road Town to Simpson Bay?

Airfare is below average for this route at the moment.

Road Town to Simpson Bay flights typically cost between £306 and £328 in April.
The cheapest return price found within the last 5 days was £284 on interCaribbean Airways (1 Apr–25 Apr).

Related info for your journey

  • How popular is this Road Town to Simpson Bay flight route?

    Within the past month, 2 users have taken a look at flights from Road Town Beef Island to Simpson Bay Princess Juliana.

  • How long is the flight from Road Town to Simpson Bay?

    interCaribbean Airways and Winair can get you from Road Town to Simpson Bay in just under 40m. Your travel time can differ by up to 1h 15m. The distance between Road Town and Simpson Bay is about 98 mi. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What is the cheapest airline to fly from Road Town to Simpson Bay round-trip?

    Winair, at £192, was found to be the cheapest airline from Road Town to Simpson Bay.. This flight start at 39% lower than the current average price 3 months from now.

  • What are the most reliable airlines from Road Town to Simpson Bay?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Road Town to Simpson Bay on time: Winair (86%), KLM (43%), Air France (43%).

  • Can I find deals for flights from Road Town to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on Road Town to Simpson Bay flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Road Town to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Road Town to Simpson Bay.

  • Can I find deals for business class flights from Road Town to Simpson Bay?

    Yes. Cheapflights offers flight deals from Road Town to Simpson Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Road Town to Simpson Bay?

    Currently, July is the cheapest month in which you can book a flight from Road Town to Simpson Bay (average of £270). Flying from Road Town to Simpson Bay in September is currently the most expensive (average of £364). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Complete your trip

Simpson Bay Princess Juliana Airport car hire

Top airline flying from Road Town to Simpson Bay

AirlineCheapestAverageFlexibilityOn-time
WinairCheapest£192Average£296FlexibilityNo cancel feeOn-timeN/A
Search Winair flights

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Can Cheapflights find flights from Road Town to Simpson Bay with no change fees?

Need flexible booking options for your flight to Simpson Bay from Road Town? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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