Find flights
When to book
FAQs & Tips
Direct Flights
Airlines
Deals

$80 Find cheap flights from Caribbean Islands to Simpson Bay

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Simpson Bay departing on 7/21. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Tue 5/28
Tue 6/4

Search hundreds of travel sites at once for deals on flights to Simpson Bay

In the last 7 days travelers have searched 43,219,010 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Good to know

Low season

October

High season

April

Cheapest flight

$80
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from San Juan to Simpson Bay

FAQs for booking flights from Caribbean Islands to Simpson Bay

  • How does KAYAK find such low prices on flights from Caribbean Islands to Simpson Bay?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Simpson Bay.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Simpson Bay?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Simpson Bay?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Simpson Bay with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Simpson Bay?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Simpson Bay from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Caribbean Islands to Simpson Bay?

Find which airlines fly direct from Caribbean Islands to Princess Juliana, which days they fly and book direct flights.

Nonstop departures

Caribbean Islands to Simpson Bay Princess Juliana

Monday

Air France, American Airlines, Anguilla Air Services, +13 more

Air France, American Airlines, +14 more

Tuesday

Air France, American Airlines, Anguilla Air Services, +13 more

Air France, American Airlines, +14 more

Wednesday

Air Canada, Air France, American Airlines, +14 more

Air Canada, Air France, +15 more

Thursday

Air Century, Air France, American Airlines, +12 more

Air Century, Air France, +13 more

Friday

Air France, American Airlines, Anguilla Air Services, +12 more

Air France, American Airlines, +13 more

Saturday

Air Canada, Air France, American Airlines, +15 more

Air Canada, Air France, +16 more

Sunday

Air Canada, Air Century, Air France, +16 more

Air Canada, Air Century, +17 more

See more direct flights

Nonstop returns

Simpson Bay Princess Juliana to Caribbean Islands

Monday

Air France, American Airlines, Anguilla Air Services, +13 more

Air France, American Airlines, +14 more

Tuesday

Air France, American Airlines, Anguilla Air Services, +13 more

Air France, American Airlines, +14 more

Wednesday

Air Canada, Air France, American Airlines, +14 more

Air Canada, Air France, +15 more

Thursday

Air Century, Air France, American Airlines, +12 more

Air Century, Air France, +13 more

Friday

Air France, American Airlines, Anguilla Air Services, +12 more

Air France, American Airlines, +13 more

Saturday

Air Canada, Air France, American Airlines, +15 more

Air Canada, Air France, +16 more

Sunday

Air Canada, Air Century, Air France, +16 more

Air Canada, Air Century, +17 more

See more direct flights
See more direct flights

Top 3 airlines serving from Caribbean Islands to Simpson Bay

 
Need help choosing which airline to fly with from Caribbean Islands to Simpson Bay? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
Caribbean AirlinesOverall score based on 192 reviews
6.7entertainment
6.7food
7.6comfort
8.2boarding
8.4crew
Airline reviews

There was no music on the flights unless you came with your headset.

10.0 Excellentsusan, Apr 2024MIA - POS
Read more about Caribbean Airlines reviews

There was no music on the flights unless you came with your headset.

Their bar selection could be greatly improved; they only had one spirit option

Music would have been great and information about the flight. Meaning how high and the weather conditions.

It was good but the food was small for the duration of the flight.

I wrote to the entertainment and food OK because it was non-applicable All excellent

Checking in online still requires going on the physical check in line

I enjoyed the smooth flow and well coordinated boarding and the very courteous attitude from the cabin crew We look forward to flying with ya’ll again

Pleasant experience checking in. Seating is way too tight, especially for persons who are not petite. I thought the pilot was excellent in terms of his commentary and information. Wrong gate information on boarding passes. If I was not alert I could have lined up to board the wrong plane.

The crew was excellent, check in was easy ,the food wasn't good, movies should be recent and more selections

The captain was great he made jokes and make thebflight very comfortable. Alerted us about the islands we flew over and Yolandra and her team took great care of us, very personable.

I paid extra for a comfortable seat in the second flight, but the plane didn't have those seats, the first one did

The Arajet person who greeted us initially was unhelpful & rude about the mandatory migration form which has to be completed digitally but the systems don’t work properly. The boarding gate was changed twice and initial boarding was delayed. Once on board we we had to wait an hour and a half before take off. It was hot and there was very little room for tall-ish people to fit their knees in. The crew were pleasant but working in a poor situation. The plane was delayed because we were waiting for people from a delayed interconnecting flight. Arajet must have known that before we were asked to board. Better information, decisions & communication were needed.

My seat was broken and the crew had to find me somewhere else to sit. The crew was extremely courteous about this

It was cancelled. And Kayak/Kiwi pocketed the money. Competence, ethics and customer service would be an idea.

There was nothing to like about this airline and everything needs improvement

Pros: "Nothing the flight was super late and there was no communication as to why or even and announcement to say it was late. I missed my flight to France lost a night in a hotel and missed an important event on my itinerary."
Cons: "My flight"
Cons: "it was too hot at the waiting gate in San Juan and the flight was delayed for about one hour and fifteen minutes. the terminal building smelled of mold."
Cons: "the arrival process in San Juan was horrible. passengers walk in the sun towards immigration and customs is way too long. Standing and waiting in line at immigration without any immigration officer took almost 25 minutes. that was horrible."

Book cheap flights from Caribbean Islands to Simpson Bay

Recent round-trip flight deals

6/3Mon
nonstopFrontier
0h 57mSJU-SXM
6/7Fri
nonstopFrontier
1h 04mSXM-SJU
$107
6/14Fri
nonstopFrontier
0h 57mSJU-SXM
6/17Mon
nonstopFrontier
1h 04mSXM-SJU
$127
7/28Sun
nonstopArajet
1h 25mSDQ-SXM
7/31Wed
nonstopArajet
1h 30mSXM-SDQ
$206
7/14Sun
nonstopArajet
1h 25mSDQ-SXM
7/17Wed
nonstopArajet
1h 30mSXM-SDQ
$212
5/31Fri
1 stopAmerican Airlines
8h 35mSJU-SXM
6/4Tue
1 stopAmerican Airlines
8h 25mSXM-SJU
$313
5/25Sat
nonstopWinair
0h 15mSBH-SXM
5/26Sun
nonstopWinair
0h 15mSXM-SBH
$314
5/28Tue
nonstopWinair
0h 15mSBH-SXM
6/4Tue
nonstopWinair
0h 15mSXM-SBH
$321
5/31Fri
1 stopAmerican Airlines
8h 35mSJU-SXM
6/7Fri
1 stopAmerican Airlines
27h 26mSXM-SJU
$358
6/8Sat
nonstopCaribbean Airlines
2h 20mKIN-SXM
6/11Tue
nonstopCaribbean Airlines
2h 30mSXM-KIN
$548
5/11Sat
nonstopCaribbean Airlines
2h 20mKIN-SXM
5/14Tue
nonstopCaribbean Airlines
2h 30mSXM-KIN
$558

Search by stops

Search by airline

Search by price

Recent one-way flight deals

7/21Sun
nonstopSilver Airways
1h 10mSJU-SXM
$80
5/8Wed
nonstopArajet
1h 25mSDQ-SXM
$98
5/7Tue
nonstopSilver Airways
1h 10mSJU-SXM
$112
5/6Mon
1 stopAmerican Airlines
16h 46mSJU-SXM
$135
5/6Mon
nonstopWinair
0h 15mSBH-SXM
$138
5/26Sun
nonstopWinair
0h 15mSBH-SXM
$141
5/5Sun
1 stopAmerican Airlines
21h 40mSJU-SXM
$185
6/13Thu
1 stopCopa Airlines
17h 47mSDQ-SXM
$229
5/27Mon
3 stopsCaribbean Airlines
23h 05mSKB-SXM
$325
8/10Sat
1 stopCopa Airlines
22h 10mMBJ-SXM
$472

Search by stops

Search by airline

Search by price

Last minute flights from Caribbean Islands to Simpson Bay

Last minute flight, train and bus deals

5/1Wed
multi-stopAmerican Airlines
8h 15mSJU-SXM
5/3Fri
multi-stopAmerican Airlines
8h 54mSXM-SJU
$516
4/30Tue
nonstopCaribbean Airlines
2h 20mKIN-SXM
5/4Sat
nonstopCaribbean Airlines
2h 30mSXM-KIN
$578
5/1Wed
multi-stop
23h 15mSJU-SXM
5/3Fri
multi-stop
33h 31mSXM-SJU
$669
4/30Tue
multi-stopSpirit Airlines
11h 58mSJU-SXM
5/3Fri
multi-stopSpirit Airlines
33h 31mSXM-SJU
$671
5/1Wed
multi-stop
5h 25mSJU-SXM
5/3Fri
multi-stop
33h 31mSXM-SJU
$679
5/1Wed
multi-stop
23h 15mSJU-SXM
5/3Fri
multi-stop
35h 00mSXM-SJU
$705
4/30Tue
multi-stopSpirit Airlines
11h 58mSJU-SXM
5/3Fri
multi-stopSpirit Airlines
35h 26mSXM-SJU
$710
4/30Tue
multi-stopAmerican Airlines
7h 30mKIN-SXM
5/4Sat
multi-stopAmerican Airlines
7h 27mSXM-KIN
$746
4/30Tue
multi-stopJetBlue
10h 37mSJU-SXM
5/8Wed
multi-stopJetBlue
11h 01mSXM-SJU
$970
4/30Tue
multi-stopJetBlue
10h 37mSJU-SXM
5/3Fri
multi-stopJetBlue
11h 30mSXM-SJU
$1,012

Search by stops

Search by airline

Search by price