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Cheap flights from Road Town to Simpson Bay from £354

EIS — SXM
5 Oct — 12 Oct1
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.

Cheapest flights from Road Town to Simpson Bay

Fri 25/909:55 -
Nonstop0h 40m
Tue 29/910:20 -
Nonstop0h 50m
Deal found 4/9£354
Fri 25/911:25 -
2 stops24h 50m
Tue 29/915:30 -
2 stops27h 45m
Deal found 4/9£520

Find flight deals from Road Town to Simpson Bay

Round-trip from

£354

Popular in

September

Cheapest in

June

Average price

£361
Winair
  • Winair
  • 25/9-29/9
  • Nonstop
  • 1h 30m total
  • Road Town to Simpson Bay
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Highest demand for flights based on searches. 6% potential increase in price (£15 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (£5 potential savings vs. average return price).
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Average for round-trip flights in September 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.

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Depart

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Cheapest return flight
Fastest return journey

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Fri 25/9

09:55-10:35

Nonstop0h 40m

Simpson Bay Princess Juliana

Tue 29/9

10:20-11:10

Nonstop0h 50m

£354

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Fri 25/9

11:25-12:15

2 stops24h 50m

Simpson Bay Princess Juliana

Tue 29/9

15:30-19:15

2 stops27h 45m

£520

Flights are sorted by cheapest return flights first.

Deals found on 4/9

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, June is the cheapest month in which you can book a flight from Road Town to Simpson Bay (average of £197). Flying from Road Town to Simpson Bay in September is currently the most expensive (average of £361). 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.

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?

    Winair can get you from Road Town to Simpson Bay in just under 40m. Your travel time will be generally consistent. The distance between Road Town and Simpson Bay is about 98 mi. Most flights are nonstop.

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

    Winair, at £190, was found to be the cheapest airline from Road Town to Simpson Bay.. This flight start at 34% 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: KLM (71%), Air France (71%), Winair (67%).

  • 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, June is the cheapest month in which you can book a flight from Road Town to Simpson Bay (average of £197). Flying from Road Town to Simpson Bay in September is currently the most expensive (average of £361). 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

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Complete your trip

Simpson Bay Princess Juliana Airport car hire

Top airline flying from Road Town to Simpson Bay

AirlineCheapestAverageFlexibilityOn-time
WinairCheapest£190Average£292FlexibilityNo cancel feeOn-timeN/A
Search Winair flights

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