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Cheap flights from Simpson Bay to Road Town from C$ 311

SXM — EIS
22 Nov — 29 Nov1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Simpson Bay to Road Town

Enter your travel dates to find the best prices.

Cheapest flights from Simpson Bay to Road Town

Sat 21/1110:20 a.m. -
Nonstop0h 45m
Sat 12/1211:35 a.m. -
1 stop21h 55m
Deal found 20/10C$ 714
Sun 27/125:15 p.m. -
1 stop2h 30m
Mon 4/111:35 a.m. -
1 stop21h 55m
Deal found 19/10C$ 798
Sat 5/123:10 p.m. -
2 stops44h 00m
Sat 12/128:50 a.m. -
2 stops27h 50m
Deal found 21/10C$ 1,566
Sat 21/113:10 p.m. -
2 stops44h 00m
Sat 12/128:50 a.m. -
2 stops27h 50m
Deal found 20/10C$ 1,572

Find flight deals from Simpson Bay to Road Town

Round-trip from

C$ 714

One-way from

C$ 311

Popular in

July

Cheapest in

August

Average price

C$ 558
Winair
  • Winair
  • 5/12-12/12
  • 1 total stop
  • 22h 40m total
  • Simpson Bay to Road Town
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interCaribbean Airways
  • interCaribbean Airways
  • 20/1-31/12
  • Nonstop
  • 0h 40m total
  • Simpson Bay to Road Town
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 33 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 21 potential savings vs. average RT price).
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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 Simpson Bay to Road Town that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Simpson BayRoad Town

SXM Simpson Bay Princess Juliana - EIS Road Town Beef Island

SXMEIS

Simpson Bay Princess Juliana

Tue 19/1

4:15 p.m.-6:45 p.m.

1 stop2h 30m

Road Town Beef Island

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 402
Quickest round-trip

Simpson BayRoad Town

SXM Simpson Bay Princess Juliana - EIS Road Town Beef Island

SXMEIS

Simpson Bay Princess Juliana

Mon 18/1

6:20 p.m.-7:05 p.m.

Nonstop0h 45m

Road Town Beef Island

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 402

Simpson BayRoad Town

SXM Simpson Bay Princess Juliana - EIS Road Town Beef Island

SXMEIS

Simpson Bay Princess Juliana

Fri 22/1

6:50 p.m.-7:45 p.m.

Nonstop0h 55m

Road Town Beef Island

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 402

Simpson BayRoad Town

SXM Simpson Bay Princess Juliana - EIS Road Town Beef Island

SXMEIS

Simpson Bay Princess Juliana

Sat 23/1

5:25 p.m.-5:25 p.m.

2 stops24h 00m

Road Town Beef Island

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 506

Simpson BayRoad Town

SXM Simpson Bay Princess Juliana - EIS Road Town Beef Island

SXMEIS

Simpson Bay Princess Juliana

Thu 25/3

4:15 p.m.-7:00 p.m.

2 stops26h 45m

Road Town Beef Island

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 653

Simpson BayRoad Town

SXM Simpson Bay Princess Juliana - EIS Road Town Beef Island

SXMEIS

Simpson Bay Princess Juliana

Sat 5/12

10:20 a.m.-11:05 a.m.

Nonstop0h 45m

Road Town Beef Island

Sat 12/12

11:35 a.m.-9:30 a.m.

1 stop21h 55m

C$ 714

Simpson BayRoad Town

SXM Simpson Bay Princess Juliana - EIS Road Town Beef Island

SXMEIS

Simpson Bay Princess Juliana

Sat 21/11

5:15 p.m.-7:15 p.m.

1 stop2h 00m

Road Town Beef Island

Sat 12/12

11:35 a.m.-9:30 a.m.

1 stop21h 55m

C$ 714

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/10

Sorted by cheapest first

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

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

Cheapflights Insights

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

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

Currently, August is the cheapest month in which you can book a flight from Simpson Bay to Road Town (average of C$ 491). Flying from Simpson Bay to Road Town in July is currently the most expensive (average of C$ 728). 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 SXM to EIS?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Simpson Bay to Road Town as you normally would.

Related info for your journey

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

    This flight path from Simpson Bay Princess Juliana to Road Town Beef Island was viewed by 1 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

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

    Departing from Simpson Bay to Road Town will take you 45m. Airlines will cover a distance of 158 km. Most flights are nonstop.

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

    The top 3 most reliable airlines when flying from Simpson Bay to Road Town are Air Cargo Carriers (100%), Winair (73%) and interCaribbean Airways (67%).

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Simpson Bay to Road Town 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 Simpson Bay to Road Town?

    Currently, August is the cheapest month in which you can book a flight from Simpson Bay to Road Town (average of C$ 491). Flying from Simpson Bay to Road Town in July is currently the most expensive (average of C$ 728). 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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Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Road Town from Simpson Bay today and book when prices fit your budget.

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