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Simpson Bay

$135+ Cheap flights from Simpson Bay

SXM — MIA
Oct 10 — Oct 171
Sat 10/10
Sat 10/17
1 adult, Economy
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Simpson BayGustavia

SXM Simpson Bay Princess Juliana - SBH Gustavia St Barthelemy

SXMSBH

Simpson Bay Princess Juliana

Sun 9/20

11:15 am-11:30 am

Nonstop0h 15m

Gustavia St Barthelemy

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$135

Simpson BayGustavia

SXM Simpson Bay Princess Juliana - SBH Gustavia St Barthelemy

SXMSBH

Simpson Bay Princess Juliana

Fri 10/23

9:00 am-9:15 am

Nonstop0h 15m

Gustavia St Barthelemy

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$135

Simpson BayGustavia

SXM Simpson Bay Princess Juliana - SBH Gustavia St Barthelemy

SXMSBH

Simpson Bay Princess Juliana

Sat 9/19

11:00 am-11:15 am

Nonstop0h 15m

Gustavia St Barthelemy

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$135

Simpson BayGustavia

SXM Simpson Bay Princess Juliana - SBH Gustavia St Barthelemy

SXMSBH

Simpson Bay Princess Juliana

Tue 9/29

11:00 am-11:15 am

Nonstop0h 15m

Gustavia St Barthelemy

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$135

Simpson BayNew York

SXM Simpson Bay Princess Juliana - JFK New York John F Kennedy Intl

SXMJFK

Simpson Bay Princess Juliana

Wed 12/16

2:30 pm-11:52 pm

1 stop10h 22m

New York John F Kennedy Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$164

Simpson BayNew York

SXM Simpson Bay Princess Juliana - JFK New York John F Kennedy Intl

SXMJFK

Simpson Bay Princess Juliana

Wed 12/9

2:30 pm-11:52 pm

1 stop10h 22m

New York John F Kennedy Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$169

Simpson BayNew York

SXM Simpson Bay Princess Juliana - JFK New York John F Kennedy Intl

SXMJFK

Simpson Bay Princess Juliana

Wed 10/14

1:48 pm-11:55 pm

1 stop10h 07m

New York John F Kennedy Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$169

Simpson BayNewark

SXM Simpson Bay Princess Juliana - EWR Newark

SXMEWR

Simpson Bay Princess Juliana

Fri 10/30

1:52 pm-6:48 pm

Nonstop4h 56m

Newark

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$187

Simpson BayBaltimore

SXM Simpson Bay Princess Juliana - BWI Baltimore/Washington

SXMBWI

Simpson Bay Princess Juliana

Fri 11/6

4:40 pm-8:15 pm

Nonstop4h 35m

Baltimore/Washington

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$187

Simpson BayBaltimore

SXM Simpson Bay Princess Juliana - BWI Baltimore/Washington

SXMBWI

Simpson Bay Princess Juliana

Thu 11/12

4:40 pm-8:15 pm

Nonstop4h 35m

Baltimore/Washington

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$187

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/7

Showing 1-10 of 60 resultsSorted by cheapest first
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Compare providers for flights from Simpson Bay

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Simpson Bay in September
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust 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: Among all the travel providers offering deals on flights from Simpson Bay, FlightHub has been found to have the most accurate pricing. Users can find the same prices on deals on Cheapflights as FlightHub about >95% of the time. This is based on searches for flights from Simpson Bay made on Cheapflights over the past month and is updated monthly.
  • Most trusted provider: In terms of trustworthiness, Cheapflights users rate FlightHub the highest out of those offering flight deals from Simpson Bay. FlightHub has a user feedback rating of 3 out of 3 stars (3 being the best) and has received the most positive sentiment from Cheapflights users searching for flights from Simpson Bay. This info is gathered from Cheapflights searches over the past month.

Best time to book a flight from Simpson Bay

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

Travel insights for flights from Simpson Bay

Get recent, data-driven insights about flights from Simpson Bay including ideal travel times, pricing trends, and more.

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

Currently, January is the cheapest month in which you can book a flight from Simpson Bay (average of $330). Flying from Simpson Bay in September will prove the most costly (average of $486). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Simpson Bay?

For flights departing from Simpson Bay check dates and pricing for the following: American Airlines. This airline departs to the following popular destinations: Miami.

Winair
Winair
From $181
American Airlines
American Airlines
From $268
JetBlue
JetBlue
From $191
Copa Airlines
Copa Airlines
From $76

What are popular destinations to fly to from Simpson Bay?

Some of the most frequent flights departing from Simpson Bay everyday are: Gustavia (148 flights per day), Saba Island (18 flights per day), and Road Town (17 flights per day).

New York
New York
From $186
Miami
Miami
From $224
Toronto
Toronto
From $276
Fort Lauderdale
Fort Lauderdale
From $237

What is the cheapest place to fly to from Simpson Bay?

The cheapest city to fly to from Simpson Bay is The Valley Wallblake Intl, with prices starting at $146. Explore other affordable destinations below.

The Valley Wallblake Intl
The Valley Wallblake Intl
From $146
Basseterre Robert Bradshaw Intl
Basseterre Robert Bradshaw Intl
From $149
San Juan Luis Munoz Marin Intl
San Juan Luis Munoz Marin Intl
From $155
St. John's V.C. Bird Intl
St. John's V.C. Bird Intl
From $172

When is the best time to book a flight from Simpson Bay?

To ensure you get the cheapest price possible for a flight from Simpson Bay, you should look to book at least 60 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Airline reviews for flights from Simpson Bay

Read reviews from past customers who have flown American Airlines from Simpson Bay. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
12,045 reviews

Boarding

7.5

Food

6.4

Overall

7.1

Comfort

7.2

Crew

7.9

Entertainment

6.8

Reviews

1 / 20
6.0
Good

Charleen,May 2026

POS - MIA

If I had any other choice in getting to my destination, I would have used it
American Airlines
7.1
Good
12,045 reviews
American Airlines
7.1
Good
12,045 reviews

Boarding

7.5

Food

6.4

Overall

7.1

Comfort

7.2

Crew

7.9

Entertainment

6.8

Reviews

1 / 20
6.0
Good

Charleen,May 2026

POS - MIA

If I had any other choice in getting to my destination, I would have used it

Browse thousands of different options on Cheapflights for your next trip

Popular international destinations from Simpson Bay

Flights from Simpson Bay to Miami
Flights from Simpson Bay to Fort Lauderdale

Related info for your journey

  • What are the most popular destinations to fly to from Simpson Bay?

    This month, the top selected destinations from Simpson Bay are Miami, Santo Domingo, New York John F Kennedy Intl Airport. Throughout the year, Miami, Gustavia, Santo Domingo are some of the top choices made by users flying from Simpson Bay.

  • What is the cheapest flight from Simpson Bay to anywhere?

    Users have flown out of Simpson Bay for as low as $135 to Gustavia (prices may vary depending on the airline and departure time). On average, users have booked flights for $567 to fly from Simpson Bay.

  • What are the cheapest airlines flying from Simpson Bay to anywhere?

    Over the past few days, we've found that Copa Airlines, Frontier, and Arajet have the cheapest prices from Simpson Bay. Copa Airlines flights from Simpson Bay to Bogotá El Dorado ($76), Frontier flights from Simpson Bay to Orlando ($122), and Arajet flights from Simpson Bay to Bogotá El Dorado ($136).

  • What is the cheapest premium economy flight from Simpson Bay?

    Options for some of the cheapest premium economy flights from Simpson Bay we have found on Cheapflights are as follows:
    Fly from Simpson Bay Princess Juliana to Bridgetown starting at $632
    Fly from Simpson Bay Princess Juliana to Fort Lauderdale starting at $1,047
    Fly from Simpson Bay Princess Juliana to Paris Orly Airport starting at $1,353
    Fly from Simpson Bay Princess Juliana to Georgetown, Demerara-Mahaica starting at $1,829

  • What is the cheapest first class flight from Simpson Bay?

    If you’re looking for a cheap first-class flight from Simpson Bay, consider Gustavia. Prices start at $671 so you can fly first-class even on a budget.

  • What is the cheapest month to fly from Simpson Bay?

    January is currently the cheapest month to fly from Simpson Bay. At this moment in time September is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

  • Where are the cheapest places to fly to from Simpson Bay?

    Check out the cheapest flights from Simpson Bay to embark to:
    Fly from Simpson Bay to New York from $277 round trip
    Fly from Simpson Bay to Miami from $361 round trip

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