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Road Town

Cheap flights from Simpson Bay (SXM) to Road Town (EIS)

SXM — EIS
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheap flight deals from Simpson Bay to Road Town

Discover tips and strategies to find the most affordable flight options for your journey from Simpson Bay (SXM) to Road Town (EIS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Popular in

June

Cheapest in

September

Average price

$373
Provider with most accurate pricing for Simpson Bay Princess Juliana-Road Town Beef Island flight deals.
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Provider most trusted by Cheapflights users for Simpson Bay Princess Juliana-Road Town Beef Island flights.
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Highest demand for flights based on searches. 2% potential increase in price ($9 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Compare providers for flights from Simpson Bay to Road Town

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Simpson Bay to Road Town in October.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Simpson Bay-Road Town flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Simpson Bay-Road Town flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Simpson Bay-Road Town flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Simpson Bay-Road Town flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Simpson Bay-Road Town flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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
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 Simpson Bay to Road Town

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

Currently, September is the cheapest month in which you can book a flight from Simpson Bay to Road Town (average of $224). Flying from Simpson Bay to Road Town in June is currently the most expensive (average of $376). 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?

Find hourly flight availability from Simpson Bay to Road Town. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 28, 2025.

One of the essential ways to save on airfare from Simpson Bay to Road Town is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at noon could potentially save you up to 20% on airfare.

Related info for your journey

Find useful and relevant information for your journey from Simpson Bay to Road Town. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    Within the past month, 4 users have taken a look at flights from Simpson Bay Princess Juliana to Road Town Beef Island.

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

    According to our current data, Winair ($349), offers the cheapest pricing from Simpson Bay to Road Town. Winair is currently priced 6% below the average price you’ll pay for this route.

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

    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 Simpson Bay to Road Town on time: Air France (0%), Winair (0%), Fly Salone (0%).

  • 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, September is the cheapest month in which you can book a flight from Simpson Bay to Road Town (average of $224). Flying from Simpson Bay to Road Town in June is currently the most expensive (average of $376). 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.

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Complete your trip

Complete your trip to Road Town by adding a car rental and/or hotel reservation to your travel itinerary.
Road Town Beef Island Airport car rentals

Top airline flying from Simpson Bay to Road Town

Discover the top airline that operate flights from Simpson Bay to Road Town. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
WinairCheapest$349Average$379FlexibilityNo cancel feeOn-timeN/A

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