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Simpson Bay

$156+ Cheap flights from Road Town (EIS) to Simpson Bay (SXM)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
EIS — SXM
Mar 31 — Apr 71
Mon 3/31
Mon 4/7
1 adult, Economy
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Cheap flight deals from Road Town to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Road Town (EIS) to Simpson Bay (SXM). 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 March 26, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$370
(Winair)

One-way from

$156
(Mytrip)

Popular in

March

Cheapest in

September

Average price

$382
Provider with most accurate pricing for Road Town Beef Island-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Road Town Beef Island-Simpson Bay Princess Juliana flights.
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From Road Town Beef Island to Simpson Bay Princess Juliana
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One-way flight from Road Town Beef Island to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 1% potential increase in price ($5 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($2 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find flight deals from Road Town to Simpson Bay

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 March 26, 2025.

This Winair deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Winair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/37:15 amEIS - SXM
1 stop1h 50mWinair
Mon 5/54:45 pmSXM - EIS
1 stop2h 15mWinair
Deal found 3/24$370
This Gotogate deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1611:35 amEIS - SXM
1 stop2h 25mMultiple Airlines
Mon 4/219:05 amSXM - EIS
2 stops9h 40mMultiple Airlines
Deal found 3/24$572

Cheapflights Fare Finder

Customize your flight search to find flights from Road Town to Simpson Bay that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 26, 2025.
Use the filters below to find and compare flights from Road Town to Simpson Bay that are best for you.

Fly from

Road Town

Fly to

Simpson Bay

Route

Depart

Return

Price

Road TownSimpson Bay

EIS - SXM

EISSXM

Road Town Beef Island

Sat 5/3

7:15 am-9:05 am

1 stop1h 50m

Simpson Bay Princess Juliana

Mon 5/5

4:45 pm-7:00 pm

1 stop2h 15m

$370

Road TownSimpson Bay

EIS - SXM

EISSXM

Road Town Beef Island

Wed 4/16

11:35 am-2:00 pm

1 stop2h 25m

Simpson Bay Princess Juliana

Mon 4/21

9:05 am-6:45 pm

2 stops9h 40m

$572

Road TownSimpson Bay

EIS - SXM

EISSXM

Road Town Beef Island

Thu 5/1

11:35 am-2:00 pm

1 stop2h 25m

$156

Road TownSimpson Bay

EIS - SXM

EISSXM

Road Town Beef Island

Thu 5/1

4:50 pm-10:50 am

2 stops18h 00m

$241

Road TownSimpson Bay

EIS - SXM

EISSXM

Road Town Beef Island

Fri 5/2

12:10 pm-5:01 pm

1 stop4h 51m

$292

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Compare providers for flights from Road Town to Simpson Bay

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 Road Town to Simpson Bay in March.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars

*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 Road Town-Simpson Bay flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Road Town-Simpson Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Road Town-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Road Town-Simpson Bay flights, Cheapflights users trust FlightHub the most. FlightHub 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 Road Town-Simpson Bay 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 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 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 Road Town to Simpson Bay

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

Currently, September is the cheapest month in which you can book a flight from Road Town to Simpson Bay (average of $459). Flying from Road Town to Simpson Bay in July is currently the most expensive (average of $679). 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?

Find hourly flight availability from Road Town to Simpson Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 26, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 16% on flights from Road Town to Simpson Bay by exploring options for tickets in the afternoon.

Weekly flight availability from Road Town to Simpson Bay

Explore weekly flight availability from Road Town to Simpson Bay. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated March 26, 2025.

The most flights from EIS to SXM are scheduled on a Tuesday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Simpson Bay. Reviews last updated March 26, 2025.
Caribbean Airlines
8.2
Very good
148 reviews

Comfort

7.9

Food

6.8

Overall

8.2

Entertainment

6.8

Crew

8.5

Boarding

8.2

Reviews

1 / 8
4.0
Okay

Dabian,Jun 2024

BGI - GND

The flight attendants on my flight needs training on how to speak to people.
Caribbean Airlines
8.2
Very good
148 reviews
Caribbean Airlines
8.2
Very good
148 reviews

Comfort

7.9

Food

6.8

Overall

8.2

Entertainment

6.8

Crew

8.5

Boarding

8.2

Reviews

1 / 8
4.0
Okay

Dabian,Jun 2024

BGI - GND

The flight attendants on my flight needs training on how to speak to people.

Related info for your journey

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

  • What airports do I use to fly from Road Town to Simpson Bay?

    Simpson Bay Princess Juliana is the airport most travelers will use when flying to Simpson Bay from Road Town Beef Island. Booking flights from Beef Island (EIS) to Princess Juliana (SXM) should be relatively easy as there are 2 daily flights to Simpson Bay from 1 airline. 23h 55m is how long a flight from Road Town to Simpson Bay Princess Juliana will take if you book a nonstop flight.

  • 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.

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

    Flying on Winair is currently your cheapest option to Simpson Bay, with prices starting at $370.

  • 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 (100%), Air France (100%), Winair (51%).

  • What are the cheapest flights from Road Town to Simpson Bay?

    Looking at all options, your cheapest flight can be booked for $333. While the most popular route (Road Town Beef Island - Simpson Bay Princess Juliana) can be booked for $8,265 on average our data indicates $361 when flying from Road Town to Simpson Bay.

  • 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 vacation 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, September is the cheapest month in which you can book a flight from Road Town to Simpson Bay (average of $459). Flying from Road Town to Simpson Bay in July is currently the most expensive (average of $679). 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

Complete your trip to Simpson Bay by adding a car rental and/or hotel reservation to your travel itinerary.
Simpson Bay Princess Juliana Airport car rentals

Top airline flying from Road Town to Simpson Bay

Discover the top airline that operate flights from Road Town to Simpson Bay. 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 March 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
WinairCheapest$333Average$376FlexibilityNo cancel feeOn-timeN/A
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