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 1h 55m. Your travel time can differ by up to . The distance between Road Town and Simpson Bay is about 98 mi.

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

Winair, at £194, was found to be the cheapest airline from Road Town to Simpson Bay.. This flight start at 38% 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 (57%), Air France (57%).

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.

£116+ Cheap Flights from Road Town to Simpson Bay

Cheap flight deals from Road Town to Simpson Bay

Enter your travel dates to find the best prices.

Cheapest

Best

Direct

Last-minute

One-way

Cheapest flights from Road Town to Simpson Bay
Explore the most affordable flight options available from Road Town to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 10 October 2026.

Thu 19/1113:45 -

Nonstop0h 40m

Fri 20/1110:45 -

Nonstop0h 40m

Deal found 5/10£293

Fri 13/1111:35 -

1 stop2h 30m

Sun 15/1113:25 -

Nonstop0h 40m

Deal found 8/10£313

Fri 13/1111:35 -

1 stop2h 30m

Sun 15/1117:15 -

1 stop2h 30m

Deal found 8/10£327

Wed 18/1111:35 -

1 stop2h 30m

Fri 20/1116:30 -

1 stop2h 30m

Deal found 5/10£343

Thu 19/1107:15 -

1 stop1h 55m

Sun 22/1117:15 -

1 stop2h 30m

Deal found 8/10£392

Thu 19/1111:35 -

1 stop2h 30m

Fri 20/1110:10 -

2 stops33h 05m

Deal found 5/10£487

Wed 18/1111:35 -

2 stops23h 10m

Fri 20/1113:15 -

2 stops5h 45m

Deal found 5/10£527

Find flight deals from Road Town to Simpson Bay

Round-trip from	£293
One-way from	£116
Popular in	September
Cheapest in	March
Average price	£325

Hahn Air
19/11-20/11
Nonstop
1h 20m total
Road Town to Simpson Bay

Search Deals

interCaribbean Airways
5/11-31/12
Nonstop
0h 40m total
Road Town to Simpson Bay

Search Deals

Highest demand for flights based on searches. 5% 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

Search Deals

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

Fly to

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 5/11

13:45-14:25

Nonstop0h 40m

Simpson Bay Princess Juliana

Wed 31/12

00:00-00:00

Nonstop0h 00m

£116

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Thu 5/11

08:50-10:00

2 stops25h 10m

Simpson Bay Princess Juliana

Wed 31/12

00:00-00:00

Nonstop0h 00m

£208

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Thu 19/11

13:45-14:25

Nonstop0h 40m

Simpson Bay Princess Juliana

Fri 20/11

10:45-11:25

Nonstop0h 40m

£293

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Mon 8/2

11:35-19:45

2 stops32h 10m

Simpson Bay Princess Juliana

Wed 31/12

00:00-00:00

Nonstop0h 00m

£296

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Fri 13/11

11:35-14:05

1 stop2h 30m

Simpson Bay Princess Juliana

Sun 15/11

13:25-14:05

Nonstop0h 40m

£313

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Wed 18/11

07:15-09:10

1 stop1h 55m

Simpson Bay Princess Juliana

Fri 20/11

18:50-19:45

Nonstop0h 55m

£327

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Fri 13/11

11:35-14:05

1 stop2h 30m

Simpson Bay Princess Juliana

Sun 15/11

17:15-19:45

1 stop2h 30m

£327

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Tue 9/2

08:50-12:40

2 stops27h 50m

Simpson Bay Princess Juliana

Wed 31/12

00:00-00:00

Nonstop0h 00m

£385

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Thu 19/11

11:35-14:05

1 stop2h 30m

Simpson Bay Princess Juliana

Sun 22/11

17:15-19:45

1 stop2h 30m

£392

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Fri 6/11

16:15-12:40

2 stops44h 25m

Simpson Bay Princess Juliana

Wed 31/12

00:00-00:00

Nonstop0h 00m

£394

Flights are sorted by cheapest return flights first.

Deals found on 6/10

Showing 1-10 of 16 resultsSorted 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.

EIS-SXM

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 Road Town to Simpson Bay

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

Currently, March is the cheapest month in which you can book a flight from Road Town to Simpson Bay (average of £271). Flying from Road Town to Simpson Bay in September is currently the most expensive (average of £367). 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 1h 55m. Your travel time can differ by up to . The distance between Road Town and Simpson Bay is about 98 mi.
What is the cheapest airline to fly from Road Town to Simpson Bay round-trip?
Winair, at £194, was found to be the cheapest airline from Road Town to Simpson Bay.. This flight start at 38% 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 (57%), Air France (57%).
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, March is the cheapest month in which you can book a flight from Road Town to Simpson Bay (average of £271). Flying from Road Town to Simpson Bay in September is currently the most expensive (average of £367). 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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Simpson Bay Princess Juliana Airport car hire

Top airline flying from Road Town to Simpson Bay

Airline	Cheapest	Average	Flexibility	On-time
Winair	Cheapest£194	Average£299	FlexibilityNo cancel fee	On-timeN/A	Search Winair flights

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How does Cheapflights help users find flights from Road Town to Simpson Bay?

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 Simpson Bay from Road Town today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Road Town to Simpson Bay?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Road Town to Simpson Bay.

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.

Can Cheapflights notify me if prices for flights from Road Town to Simpson Bay become cheaper?

Of course! You can now track prices for flights from Road Town to Simpson Bay and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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Cheap flights from Road Town to Simpson Bay from £116

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/11. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Road Town to Simpson Bay

Cheapest flights from Road Town to Simpson BayExplore the most affordable flight options available from Road Town to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 10 October 2026.

Explore the most affordable flight options available from Road Town to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 10 October 2026.

Best flights from Road Town to Simpson BayDiscover carefully curated flight deals from Road Town to Simpson Bay that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 10 October 2026.

Discover carefully curated flight deals from Road Town to Simpson Bay that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 10 October 2026.

Direct flights from Road Town to Simpson BayExplore direct flight options from Road Town to Simpson Bay based on user searches, and compare prices and availability for your desired travel dates. Data last updated 10 October 2026.

Explore direct flight options from Road Town to Simpson Bay based on user searches, and compare prices and availability for your desired travel dates. Data last updated 10 October 2026.

Last-minute flights from Road Town to Simpson BayDiscover last-minute flight deals from Road Town to Simpson Bay. Data last updated 10 October 2026 and is based on user searches.

Discover last-minute flight deals from Road Town to Simpson Bay. Data last updated 10 October 2026 and is based on user searches.

One-way flights from Road Town to Simpson BaySearch for one-way flight options from Road Town to Simpson Bay. Find affordable one-way fares based on user searches. Data last updated 10 October 2026.

Search for one-way flight options from Road Town to Simpson Bay. Find affordable one-way fares based on user searches. Data last updated 10 October 2026.

Find flight deals from Road Town to Simpson Bay

Round-trip from

One-way from

Popular in

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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.

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.

Cheapflights Insights

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

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?

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

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

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

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

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

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

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

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.

Complete your trip

Complete your trip to Simpson Bay by adding a car hire and/or hotel booking to your travel itinerary.

Search flights from Road Town to Simpson Bay by cabin class

Find flights from Road Town to Simpson Bay, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Road Town and Simpson Bay flights

Browse other Road Town and Simpson Bay flight options. Last updated on 10 October 2026.

Popular flight searches

Check out other popular destinations found by fellow travellers in 2026

Other flights to Simpson Bay

Explore flights to Simpson Bay departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 10 October 2026.

Top airline flying from Road Town to Simpson Bay

Fly with Cheapflights

How does Cheapflights help users find flights from Road Town to Simpson Bay?

Why should you use Cheapflights to find cheap flight tickets from Road Town to Simpson Bay?

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

Can Cheapflights notify me if prices for flights from Road Town to Simpson Bay become cheaper?

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Travel Smart

Cheapest flights from Road Town to Simpson Bay
Explore the most affordable flight options available from Road Town to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 10 October 2026.

Best flights from Road Town to Simpson Bay
Discover carefully curated flight deals from Road Town to Simpson Bay that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 10 October 2026.

Direct flights from Road Town to Simpson Bay
Explore direct flight options from Road Town to Simpson Bay based on user searches, and compare prices and availability for your desired travel dates. Data last updated 10 October 2026.

Last-minute flights from Road Town to Simpson Bay
Discover last-minute flight deals from Road Town to Simpson Bay. Data last updated 10 October 2026 and is based on user searches.

One-way flights from Road Town to Simpson Bay
Search for one-way flight options from Road Town to Simpson Bay. Find affordable one-way fares based on user searches. Data last updated 10 October 2026.