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 293 per week as of June 2026. The most frequent departure day is Wed, with 16% of weekly flights leaving on this day.

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

Winair, Contour, and Sunrise Airways are the most popular carriers operating from Simpson Bay Princess Juliana to Caribbean Islands

What airlines fly to Caribbean Islands?

Winair, Arajet and Caribbean Airlines 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 57% 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.

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 41 per day as of June 2026. The most frequent departure time is 7:00AM, with 78% of daily flights leaving at noon.

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 June 2026, there are 8 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.

$133 Cheap Flights from Simpson Bay to Caribbean Islands in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Simpson Bay to Caribbean Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:30 am - 11:45 am

SXM

SBH

0h 15mnonstop

4:15 pm - 4:30 pm

SBH

SXM

0h 15mnonstop

$189FlexFlight

Tue, Jun 30 - Fri, Jul 3

11:30 am - 11:45 am

SXM

SBH

0h 15mnonstop

4:00 pm - 4:15 pm

SBH

SXM

0h 15mnonstop

$190FlexFlight

Thu, Jul 23 - Thu, Jul 23

12:40 pm - 12:55 pm

SXM

SBH

0h 15mnonstop

5:25 pm - 5:40 pm

SBH

SXM

0h 15mnonstop

$205Winair

Wed, Jul 1 - Sun, Jul 5

12:45 pm - 1:00 pm

SXM

SBH

0h 15mnonstop

4:25 pm - 4:40 pm

SBH

SXM

0h 15mnonstop

$206Winair

Mon, Jul 20 - Thu, Jul 23

9:32 am - 11:02 am

SXM

SDQ

1h 30mnonstop

8:58 am - 10:25 am

SDQ

SXM

1h 27mnonstop

$307Arajet

Thu, Aug 13 - Thu, Aug 20

9:35 am - 11:05 am

SXM

SDQ

1h 30mnonstop

8:58 am - 10:25 am

SDQ

SXM

1h 27mnonstop

$308Arajet

Wed, Aug 12 - Thu, Aug 20

1:00 pm - 12:45 pm

SXM

DOM

23h 45m

1 stop

5:45 pm - 12:15 pm

DOM

SXM

18h 30m

1 stop

$433Sunrise Airways

Fri, Jul 24 - Wed, Aug 12

1:00 pm - 8:45 am

SXM

DOM

19h 45m

1 stop

5:45 pm - 12:15 pm

DOM

SXM

18h 30m

1 stop

$441Sunrise Airways

Mon, Jul 13 - Sat, Jul 18

6:45 pm - 9:55 am

SXM

KIN

16h 10m

2 stops

1:50 pm - 5:10 pm

KIN

SXM

2h 20mnonstop

$686Caribbean Airlines

Tue, Sep 15 - Sat, Oct 3

10:25 am - 11:55 am

SXM

KIN

2h 30mnonstop

2:30 pm - 5:50 pm

KIN

SXM

2h 20mnonstop

$695Caribbean Airlines

Sat, Sep 12 - Tue, Sep 15

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Contour flights from Simpson Bay to Caribbean Islands

Our best Contour deals on Simpson Bay to Caribbean Islands flight tickets

Contour

Dec 13

SXM1:35 pmSimpson Bay Princess Juliana

1h 20m

SJU2:55 pmSan Juan Luis Munoz Marin Intl

Dec 20

SJU11:40 amSan Juan Luis Munoz Marin Intl

1h 10m

SXM12:50 pmSimpson Bay Princess Juliana

$384

Contour

Jun 26

SXM1:35 pmSimpson Bay Princess Juliana

1h 15m

SJU2:50 pmSan Juan Luis Munoz Marin Intl

Jun 28

SJU11:40 amSan Juan Luis Munoz Marin Intl

1h 10m

SXM12:50 pmSimpson Bay Princess Juliana

$455

Contour

Jun 21

SXM1:35 pmSimpson Bay Princess Juliana

1h 15m

SJU2:50 pmSan Juan Luis Munoz Marin Intl

Jun 28

SJU11:40 amSan Juan Luis Munoz Marin Intl

1h 10m

SXM12:50 pmSimpson Bay Princess Juliana

$534

Copa Airlines flights from Simpson Bay to Caribbean Islands

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

Copa Airlines

Jun 24

SXM12:25 pmSimpson Bay Princess Juliana

14h 00m

1 stop

SDQ2:25 amSanto Domingo Las Americas

Jul 2

SDQ6:42 pmSanto Domingo Las Americas

16h 48m

1 stop

SXM11:30 amSimpson Bay Princess Juliana

$352

Copa Airlines

Jun 21

SXM12:25 pmSimpson Bay Princess Juliana

24h 43m

1 stop

SDQ1:08 pmSanto Domingo Las Americas

Jul 5

SDQ12:43 pmSanto Domingo Las Americas

22h 47m

1 stop

SXM11:30 amSimpson Bay Princess Juliana

$372

Copa Airlines

Jun 21

SXM12:25 pmSimpson Bay Princess Juliana

22h 30m

1 stop

SDQ10:55 amSanto Domingo Las Americas

Jun 28

SDQ12:40 pmSanto Domingo Las Americas

22h 47m

1 stop

SXM11:27 amSimpson Bay Princess Juliana

$380

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

Cheapest round-trip

Quickest round-trip

Simpson BayGustavia

SXM - SBH

SXMSBH

Simpson Bay Princess Juliana

Tue 6/30

11:30 am-11:45 am

Nonstop0h 15m

Gustavia St Barthelemy

Fri 7/3

4:15 pm-4:30 pm

Nonstop0h 15m

$189

Simpson BayGustavia

SXM - SBH

SXMSBH

Simpson Bay Princess Juliana

Thu 7/23

11:30 am-11:45 am

Nonstop0h 15m

Gustavia St Barthelemy

Thu 7/23

4:00 pm-4:15 pm

Nonstop0h 15m

$190

Simpson BayGustavia

SXM - SBH

SXMSBH

Simpson Bay Princess Juliana

Wed 7/1

12:40 pm-12:55 pm

Nonstop0h 15m

Gustavia St Barthelemy

Sun 7/5

5:25 pm-5:40 pm

Nonstop0h 15m

$205

Simpson BayGustavia

SXM - SBH

SXMSBH

Simpson Bay Princess Juliana

Mon 7/20

12:45 pm-1:00 pm

Nonstop0h 15m

Gustavia St Barthelemy

Thu 7/23

4:25 pm-4:40 pm

Nonstop0h 15m

$206

Simpson BaySanto Domingo

SXM - SDQ

SXMSDQ

Simpson Bay Princess Juliana

Thu 8/13

9:32 am-11:02 am

Nonstop1h 30m

Santo Domingo Las Americas

Thu 8/20

8:58 am-10:25 am

Nonstop1h 27m

$307

Simpson BaySanto Domingo

SXM - SDQ

SXMSDQ

Simpson Bay Princess Juliana

Wed 8/12

9:35 am-11:05 am

Nonstop1h 30m

Santo Domingo Las Americas

Thu 8/20

8:58 am-10:25 am

Nonstop1h 27m

$308

Simpson BayRoseau

SXM - DOM

SXMDOM

Simpson Bay Princess Juliana

Fri 7/24

1:00 pm-12:45 pm

1 stop23h 45m

Roseau Douglas–Charles

Wed 8/12

5:45 pm-12:15 pm

1 stop18h 30m

$433

Simpson BayRoseau

SXM - DOM

SXMDOM

Simpson Bay Princess Juliana

Mon 7/13

1:00 pm-8:45 am

1 stop19h 45m

Roseau Douglas–Charles

Sat 7/18

5:45 pm-12:15 pm

1 stop18h 30m

$441

Simpson BayKingston

SXM - KIN

SXMKIN

Simpson Bay Princess Juliana

Tue 9/15

6:45 pm-9:55 am

2 stops16h 10m

Kingston Norman Manley

Sat 10/3

1:50 pm-5:10 pm

Nonstop2h 20m

$686

Simpson BayKingston

SXM - KIN

SXMKIN

Simpson Bay Princess Juliana

Sat 9/12

10:25 am-11:55 am

Nonstop2h 30m

Kingston Norman Manley

Tue 9/15

2:30 pm-5:50 pm

Nonstop2h 20m

$695

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 July is, on average, the cheapest month to fly to Caribbean Islands from Simpson Bay, with most prices found around $76. The month of January is another great option to travel to Caribbean Islands, with average flight prices from Simpson Bay averaging around $80.

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 Monday. Travelers who choose to depart for Caribbean Islands on a Monday will often find tickets for as low as $192. If your travel schedule is flexible, try to avoid departing on a Tuesday 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 $226. 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 $352. 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

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

There are 2 cabin classes available to choose from on Simpson Bay 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 Willemstad Hato Int. (CUR), Kingston Norman Manley (KIN), Santo Domingo Las Americas (SDQ), Gustavia St Barthelemy (SBH) and 1 more.

Search flight deals

Frequently asked questions about flying from Simpson Bay 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 June 2026, there are 8 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 (26.60% of total bookings). The next most popular plane models are Airbus A330-200 (9.59%), ATR 42-300 / 320 (7.78%), and Airbus A321 (sharklets) (7.29%).

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 $157	Free Cancellation	Rating 5.6 2,878 reviews	Search Frontier flights
Arajet	PriceFrom $187	Free Cancellation	Rating 6.5 49 reviews	Search Arajet flights
Contour	PriceFrom $299	Free Cancellation	Rating 7.7 42 reviews	Search Contour flights
Winair	PriceFrom $361	Free Cancellation	Rating 8.5 4 reviews	Search Winair flights
Caribbean Airlines	PriceFrom $589	Free Cancellation	Rating 7.9 231 reviews	Search Caribbean Airlines 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.