How many flights depart from Simpson Bay to Caribbean Islands on average per week?

The number of flights available between Simpson Bay and Caribbean Islands is 504 per week as of December 2025. The most frequent departure day is Wed, with 15% of weekly flights leaving on this day.

How many flights depart from Simpson Bay to Caribbean Islands on average per day?

The number of flights available between Simpson Bay and Caribbean Islands is 72 per day as of December 2025. The most frequent departure time is 7:00AM, with 63% of daily flights leaving at noon.

What airlines fly to Caribbean Islands?

Winair, Arajet and Frontier are the top three most popular airlines that fly to Caribbean Islands from Simpson Bay according to our data. Winair is the first choice among our users, with 61% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 6 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Simpson Bay Princess Juliana to Caribbean Islands?

Arajet, Hahn Air, and WorldTicket are the most popular carriers operating from Simpson Bay Princess Juliana to Caribbean Islands

When did momondo last update prices for flights from Simpson Bay Princess Juliana Airport to Caribbean Islands?

Prices for flights from Simpson Bay Princess Juliana Airport to Caribbean Islands are updated daily.

How many operators does momondo search for flights from Simpson Bay Princess Juliana Airport to Caribbean Islands?

As of December 2025, there are 9 operators available to choose from for flights from Simpson Bay Princess Juliana Airport to Caribbean Islands.

How old do you have to be to fly from Simpson Bay Princess Juliana Airport to Caribbean Islands?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Simpson Bay Princess Juliana Airport to Caribbean Islands.

What documentation or ID do you need to fly to Caribbean Islands?

The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$139 Cheap Flights from Simpson Bay to Caribbean Islands in 2025/26

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Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:00 am - 10:15 am

SXM

SBH

0h 15mnonstop

4:15 pm - 4:30 pm

SBH

SXM

0h 15mnonstop

$185FlexFlight

Thu, Jan 15 - Thu, Jan 22

10:00 am - 10:15 am

SXM

SBH

0h 15mnonstop

4:00 pm - 4:15 pm

SBH

SXM

0h 15mnonstop

$186FlexFlight

Sat, Jan 10 - Wed, Jan 14

11:30 am - 11:45 am

SXM

SBH

0h 15mnonstop

4:15 pm - 4:30 pm

SBH

SXM

0h 15mnonstop

$187FlexFlight

Wed, Jan 14 - Wed, Jan 14

11:30 am - 1:00 pm

SXM

SDQ

1h 30mnonstop

8:58 am - 10:25 am

SDQ

SXM

1h 27mnonstop

$245Arajet

Sun, Jan 25 - Sun, Feb 1

11:30 am - 1:00 pm

SXM

SDQ

1h 30mnonstop

8:58 am - 10:25 am

SDQ

SXM

1h 27mnonstop

$246Arajet

Sun, Jan 18 - Sun, Jan 25

2:40 pm - 4:55 pm

SXM

CUR

2h 15mnonstop

12:35 pm - 2:50 pm

CUR

SXM

2h 15mnonstop

$379Winair

Wed, Apr 8 - Sun, Apr 12

5:25 pm - 7:10 pm

SXM

DOM

1h 45m1 stop

7:15 am - 9:20 am

DOM

SXM

2h 05m1 stop

$381Winair

Sun, Feb 22 - Thu, Mar 12

3:00 pm - 4:45 pm

SXM

DOM

1h 45m1 stop

11:15 am - 1:00 pm

DOM

SXM

1h 45m1 stop

$382Sunrise Airways

Wed, Feb 11 - Sat, Feb 21

3:30 pm - 6:15 pm

SXM

DOM

2h 45m2 stops

11:15 am - 1:00 pm

DOM

SXM

1h 45m1 stop

$391Sunrise Airways

Fri, Jan 16 - Sat, Jan 31

10:25 am - 11:55 am

SXM

KIN

2h 30mnonstop

1:50 pm - 5:10 pm

KIN

SXM

2h 20mnonstop

$634Caribbean Airlines

Sat, Jan 31 - Sat, Feb 7

Copa Airlines flights from Simpson Bay to Caribbean Islands

Our best Copa Airlines deals on Simpson Bay to Caribbean Islands flight tickets

Copa Airlines

Mar 16

SXM12:25 pmSimpson Bay Princess Juliana

10h 04m

1 stop

SJU10:29 pmSan Juan Luis Munoz Marin Intl

Mar 22

SJU6:14 pmSan Juan Luis Munoz Marin Intl

17h 08m

1 stop

SXM11:22 amSimpson Bay Princess Juliana

$268

Find similar

Copa Airlines

Dec 28

SXM12:24 pmSimpson Bay Princess Juliana

10h 32m

1 stop

SDQ10:56 pmSanto Domingo Las Americas

Jan 8

SDQ7:05 pmSanto Domingo Las Americas

16h 19m

1 stop

SXM11:24 amSimpson Bay Princess Juliana

$382

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Spirit Airlines flights from Simpson Bay to Caribbean Islands

Our best Spirit Airlines deals on Simpson Bay to Caribbean Islands flight tickets

Spirit Airlines

Dec 27

SXM3:20 pmSimpson Bay Princess Juliana

11h 34m

1 stop

SDQ2:54 amSanto Domingo Las Americas

Dec 30

SDQ3:59 amSanto Domingo Las Americas

10h 16m

1 stop

SXM2:15 pmSimpson Bay Princess Juliana

$319

Find similar

Spirit Airlines

Dec 27

SXM3:20 pmSimpson Bay Princess Juliana

36h 12m

2 stops

SDQ3:32 amSanto Domingo Las Americas

Dec 30

SDQ3:59 amSanto Domingo Las Americas

10h 16m

1 stop

SXM2:15 pmSimpson Bay Princess Juliana

$389

Find similar

Spirit Airlines

Dec 24

SXM3:20 pmSimpson Bay Princess Juliana

11h 34m

1 stop

SDQ2:54 amSanto Domingo Las Americas

Dec 30

SDQ3:59 amSanto Domingo Las Americas

10h 16m

1 stop

SXM2:15 pmSimpson Bay Princess Juliana

$400

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momondo Fare Finder

Use the filters below to find and compare flights from Simpson Bay to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Simpson BayGustavia

SXM - SBH

SXMSBH

Simpson Bay Princess Juliana

Thu 1/15

10:00 am-10:15 am

Nonstop0h 15m

Gustavia St Barthelemy

Thu 1/22

4:15 pm-4:30 pm

Nonstop0h 15m

$185

Simpson BayGustavia

SXM - SBH

SXMSBH

Simpson Bay Princess Juliana

Sat 1/10

10:00 am-10:15 am

Nonstop0h 15m

Gustavia St Barthelemy

Wed 1/14

4:00 pm-4:15 pm

Nonstop0h 15m

$186

Simpson BayGustavia

SXM - SBH

SXMSBH

Simpson Bay Princess Juliana

Wed 1/14

11:30 am-11:45 am

Nonstop0h 15m

Gustavia St Barthelemy

Wed 1/14

4:15 pm-4:30 pm

Nonstop0h 15m

$187

Simpson BaySanto Domingo

SXM - SDQ

SXMSDQ

Simpson Bay Princess Juliana

Sun 1/25

11:30 am-1:00 pm

Nonstop1h 30m

Santo Domingo Las Americas

Sun 2/1

8:58 am-10:25 am

Nonstop1h 27m

$245

Simpson BaySanto Domingo

SXM - SDQ

SXMSDQ

Simpson Bay Princess Juliana

Sun 1/18

11:30 am-1:00 pm

Nonstop1h 30m

Santo Domingo Las Americas

Sun 1/25

8:58 am-10:25 am

Nonstop1h 27m

$246

Simpson BayWillemstad

SXM - CUR

SXMCUR

Simpson Bay Princess Juliana

Wed 4/8

2:40 pm-4:55 pm

Nonstop2h 15m

Willemstad Hato Int.

Sun 4/12

12:35 pm-2:50 pm

Nonstop2h 15m

$379

Simpson BayRoseau

SXM - DOM

SXMDOM

Simpson Bay Princess Juliana

Sun 2/22

5:25 pm-7:10 pm

1 stop1h 45m

Roseau Douglas–Charles

Thu 3/12

7:15 am-9:20 am

1 stop2h 05m

$381

Simpson BayRoseau

SXM - DOM

SXMDOM

Simpson Bay Princess Juliana

Wed 2/11

3:00 pm-4:45 pm

1 stop1h 45m

Roseau Douglas–Charles

Sat 2/21

11:15 am-1:00 pm

1 stop1h 45m

$382

Simpson BayRoseau

SXM - DOM

SXMDOM

Simpson Bay Princess Juliana

Fri 1/16

3:30 pm-6:15 pm

2 stops2h 45m

Roseau Douglas–Charles

Sat 1/31

11:15 am-1:00 pm

1 stop1h 45m

$391

Simpson BayKingston

SXM - KIN

SXMKIN

Simpson Bay Princess Juliana

Sat 1/31

10:25 am-11:55 am

Nonstop2h 30m

Kingston Norman Manley

Sat 2/7

1:50 pm-5:10 pm

Nonstop2h 20m

$634

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Simpson Bay to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Caribbean Islands?

The month of March is, on average, the cheapest month to fly to Caribbean Islands from Simpson Bay, with most prices found around $151. The month of June is another great option to travel to Caribbean Islands, with average flight prices from Simpson Bay averaging around $160.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Simpson Bay to Caribbean Islands is on a Sunday. Travelers who choose to depart for Caribbean Islands on a Sunday will often find tickets for as low as $132. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $352. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the afternoon. momondo users have found flights departing from Simpson Bay to Caribbean Islands in the afternoon for as low as $229. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets at noon because they tend to be around $350. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Simpson Bay Princess Juliana to Caribbean Islands flight route?

Fly from Simpson Bay Princess Juliana to Santo Domingo Las Americas for the best Simpson Bay Princess Juliana - Caribbean Islands flight prices

How far in advance should I book a flight to Caribbean Islands?

You are more likely to see cheaper flights to Caribbean Islands from Simpson Bay when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $247 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Simpson Bay for as low as $168 on momondo.

What cabin class options are available on Simpson Bay Princess Juliana to Caribbean Islands flights?

There are 2 cabin classes available to choose from on Simpson Bay Princess Juliana to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Simpson Bay to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Simpson Bay to Caribbean Islands.

Cheap Simpson Bay to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Simpson Bay to Caribbean Islands

Fastest flight time	0h 15m
Direct flights	Every day
Airports in Caribbean Islands	99 airports

The fastest flight from Simpson Bay to Caribbean Islands takes 0h 15m

Direct flights go from Simpson Bay to Caribbean Islands every day.

There are 99 airports in Caribbean Islands. From Simpson Bay there are direct flights to Santo Domingo Las Americas (SDQ), Willemstad Hato Int. (CUR), Roseau Douglas–Charles (DOM), Gustavia St Barthelemy (SBH) and 1 more.

Search flight deals

When did momondo last update prices for flights from Simpson Bay Princess Juliana Airport to Caribbean Islands?
Prices for flights from Simpson Bay Princess Juliana Airport to Caribbean Islands are updated daily.
How many operators does momondo search for flights from Simpson Bay Princess Juliana Airport to Caribbean Islands?
As of December 2025, there are 9 operators available to choose from for flights from Simpson Bay Princess Juliana Airport to Caribbean Islands.
How old do you have to be to fly from Simpson Bay Princess Juliana Airport to Caribbean Islands?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Simpson Bay Princess Juliana Airport to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Simpson Bay to Caribbean Islands?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Simpson Bay to Caribbean Islands is Boeing 737 MAX 8 (19.81% of total bookings). The next most popular plane models are ATR 42-300 / 320 (16.19%), Boeing 757 (7.00%), and Airbus A330-200 (6.14%).

Best airlines flying from Simpson Bay to Caribbean Islands

Compare and see reviews for airlines that fly from Simpson Bay to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $120	Free Cancellation	Rating 5.8 3,080 reviews	Search Frontier flights
Silver Airways	PriceFrom $187	Free Cancellation	Rating 5.7 237 reviews	Search Silver Airways flights
Arajet	PriceFrom $198	Free Cancellation	Rating 6.8 38 reviews	Search Arajet flights
Contour	PriceFrom $240	Free Cancellation	Rating 7.6 43 reviews	Search Contour flights
Winair	PriceFrom $359	Free Cancellation	Rating 9.3 3 reviews	Search Winair flights

Why use momondo?

Why should I use momondo to find a flight deal from Simpson Bay to Caribbean Islands?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Simpson Bay to Caribbean Islands. momondo saves you time and could save you money on your trip.

Can I find flights from Simpson Bay to Caribbean Islands with flexible booking policies on momondo?

Flights from Simpson Bay to Caribbean Islands with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Simpson Bay to Caribbean Islands?

Once you have performed a search for Simpson Bay to Caribbean Islands flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Simpson Bay to Caribbean Islands right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Caribbean Islands from Simpson Bay. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

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Flights to Romefrom $321

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Simpson Bay flight routes

Flights from Simpson Bay Princess Juliana to Fort Lauderdale

Flights from Simpson Bay Princess Juliana to New York John F Kennedy Intl

Flights from Simpson Bay Princess Juliana to Newark

Flights from Simpson Bay Princess Juliana to Miami

Flights from Simpson Bay Princess Juliana to Charlotte Douglas

Flights from Simpson Bay Princess Juliana to Atlanta Hartsfield-Jackson

Cheap flights from Simpson Bay to Caribbean Islands from $139

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Simpson Bay to Caribbean Islands departing on 1/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names and deals

Filter for what you want

Filter for what you want

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Find the cheapest flights from Simpson Bay to Caribbean Islands

Cheap round-trip flights

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Copa Airlines flights from Simpson Bay to Caribbean Islands

Our best Copa Airlines deals on Simpson Bay to Caribbean Islands flight tickets

Spirit Airlines flights from Simpson Bay to Caribbean Islands

Our best Spirit Airlines deals on Simpson Bay to Caribbean Islands flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Simpson Bay to Caribbean Islands that are best for you.

See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Simpson Bay to Caribbean Islands

What is the cheapest month to fly to Caribbean Islands?

The month of March is, on average, the cheapest month to fly to Caribbean Islands from Simpson Bay, with most prices found around $151. The month of June is another great option to travel to Caribbean Islands, with average flight prices from Simpson Bay averaging around $160.

What is the cheapest day to depart on your flight to Caribbean Islands?

What is the cheapest time of day to depart on your flight to Caribbean Islands?

What is the cheapest Simpson Bay Princess Juliana to Caribbean Islands flight route?

Fly from Simpson Bay Princess Juliana to Santo Domingo Las Americas for the best Simpson Bay Princess Juliana - Caribbean Islands flight prices

How far in advance should I book a flight to Caribbean Islands?

What cabin class options are available on Simpson Bay Princess Juliana to Caribbean Islands flights?

There are 2 cabin classes available to choose from on Simpson Bay Princess Juliana to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Simpson Bay to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Simpson Bay to Caribbean Islands.

What is the cheapest airline that flies from Simpson Bay Princess Juliana to Caribbean Islands?

Arajet, Hahn Air, and WorldTicket are the most popular carriers operating from Simpson Bay Princess Juliana to Caribbean Islands

What airlines fly to Caribbean Islands?

How many flights depart from Simpson Bay to Caribbean Islands on average per day?

The number of flights available between Simpson Bay and Caribbean Islands is 72 per day as of December 2025. The most frequent departure time is 7:00AM, with 63% of daily flights leaving at noon.

How many flights depart from Simpson Bay to Caribbean Islands on average per week?

The number of flights available between Simpson Bay and Caribbean Islands is 504 per week as of December 2025. The most frequent departure day is Wed, with 15% of weekly flights leaving on this day.

Cheap Simpson Bay to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Simpson Bay to Caribbean Islands

Fastest flight time

Direct flights

Airports in Caribbean Islands

When did momondo last update prices for flights from Simpson Bay Princess Juliana Airport to Caribbean Islands?

How many operators does momondo search for flights from Simpson Bay Princess Juliana Airport to Caribbean Islands?

How old do you have to be to fly from Simpson Bay Princess Juliana Airport to Caribbean Islands?

What documentation or ID do you need to fly to Caribbean Islands?

What is the most popular plane model from Simpson Bay to Caribbean Islands?

Best airlines flying from Simpson Bay to Caribbean Islands

Compare and see reviews for airlines that fly from Simpson Bay to Caribbean Islands with momondo

Why use momondo?

Why should I use momondo to find a flight deal from Simpson Bay to Caribbean Islands?

Can I find flights from Simpson Bay to Caribbean Islands with flexible booking policies on momondo?

How can momondo help me find flights from Simpson Bay to Caribbean Islands?

I’m not ready to book a flight from Simpson Bay to Caribbean Islands right now. Can momondo alert me if prices change?

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo