$133 Find Cheap Flights from Caribbean Islands to Gustavia - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Gustavia departing on 8/6. 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.
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1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from Caribbean Islands to Gustavia

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Gustavia that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Gustavia

Sun, Aug 9 - Sun, Aug 9
Winair Logo
12:35 pm - 12:50 pm
SXM
-
SBH
0h 15mnonstop
Winair Logo
4:30 pm - 4:45 pm
SBH
-
SXM
0h 15mnonstop
$205Winair
Thu, Sep 10 - Tue, Sep 15
Winair Logo
11:00 am - 11:15 am
SXM
-
SBH
0h 15mnonstop
Winair Logo
4:20 pm - 4:35 pm
SBH
-
SXM
0h 15mnonstop
$205Winair
Sat, Sep 5 - Mon, Sep 7
Winair Logo
12:20 pm - 12:35 pm
SXM
-
SBH
0h 15mnonstop
Winair Logo
4:20 pm - 4:35 pm
SBH
-
SXM
0h 15mnonstop
$205Winair
Thu, Oct 22 - Sun, Oct 25
Winair Logo
12:20 pm - 12:35 pm
SXM
-
SBH
0h 15mnonstop
Winair Logo
4:30 pm - 4:50 pm
SBH
-
SXM
0h 20mnonstop
$205Winair
Thu, Aug 27 - Fri, Aug 28
Winair Logo
11:00 am - 11:15 am
SXM
-
SBH
0h 15mnonstop
Winair Logo
4:25 pm - 4:40 pm
SBH
-
SXM
0h 15mnonstop
$205Winair
Sat, Sep 12 - Sat, Sep 12
Winair Logo
12:20 pm - 12:35 pm
SXM
-
SBH
0h 15mnonstop
Winair Logo
5:25 pm - 5:40 pm
SBH
-
SXM
0h 15mnonstop
$205Winair
Thu, Nov 26 - Sun, Nov 29
Winair Logo
9:00 am - 9:20 am
SXM
-
SBH
0h 20mnonstop
Winair Logo
4:25 pm - 4:45 pm
SBH
-
SXM
0h 20mnonstop
$345Winair
Thu, Nov 12 - Mon, Nov 16
Winair Logo
9:00 am - 9:20 am
SXM
-
SBH
0h 20mnonstop
Winair Logo
4:30 pm - 4:50 pm
SBH
-
SXM
0h 20mnonstop
$346Winair
Fri, Sep 4 - Fri, Sep 11
St Barth Executive Logo
1:15 pm - 2:15 pm
PTP
-
SBH
1h 00mnonstop
St Barth Executive Logo
9:30 am - 10:30 am
SBH
-
PTP
1h 00mnonstop
$585St Barth Executive
Thu, Sep 3 - Mon, Sep 7
St Barth Executive Logo
1:15 pm - 2:15 pm
PTP
-
SBH
1h 00mnonstop
St Barth Executive Logo
9:30 am - 10:30 am
SBH
-
PTP
1h 00mnonstop
$585St Barth Executive
Useful Info

Good to know

Low season

October

Cheapest flight

$133
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Simpson Bay to Gustavia

FAQs for booking flights from Caribbean Islands to Gustavia

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

    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 Gustavia.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Gustavia 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 Gustavia?

    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 Gustavia 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 Gustavia?

    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 Gustavia from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Caribbean Islands to Gustavia

 
Need help choosing which airline to fly with from Caribbean Islands to Gustavia? 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.
9.3
Cape AirOverall score based on 33 reviews
9.4Crew
8.7Food
9.0Boarding
8.6Comfort
8.9Entertainment
Airline reviews

We were the only ones on the plane to Culebra, and left 24 minutes early. Flight was beautiful to boot!

10.0 ExcellentAnonymous, Oct 2025
CPX - SJU
Read more Cape Air reviews

We were the only ones on the plane to Culebra, and left 24 minutes early. Flight was beautiful to boot!

Cape Air was great. Kayak was very poor. No ticket to print or explanation that they transferred to another service.

It was good. It was convenient and frequent enough to be a very useful flight to reach more regional hubs. I felt comfortable enough to sleep. During the flight but loved seeing the countryside when I was awake.

It’s less complicated from Culebra to SJU airport. Next time I will prefer to leave from Isla Grande airport to Culebra !!

10 seat Cesna. Equal parts transportation and adventure. 20 minute hop at 10000 feet and 160 mph, sitting 10 feet from the pilot. Panoramic views of the island. Very simple boarding, very low stress. VQS airport tiny, undeveloped. Highly recommended flight, Cape Air doing a great job here.

We traveled in a small Cesna so there was no food or entertainment. The pilot was excellent enjoy being able to see the places we were flying above. It was an OK flight.

Very smooth flight and landing. Pilot delivered his safety instruction in such a monotone that it wasn’t easily understandable. Words were said but he didn't communicate to us. If he was communicating to someone he cared about, he would have used inflection and other nuances of speaking. Virtually all emphasis was removed so it was just blah blah blah (really fast, like the end of a Pharma commercial)

My pilot on Cape Air was AMAZING!!!! I hoping that next time I fly I have him as my pilot. He made me feel safe and secure in his skills.

I so appreciate this service into and out of Glendive. Always a good experience with crew and support team.

It was not what I had expected but it was a great way to see the landscape.

windsor had major problems and their flights were canceled and delayed. we got lucky and they were able to put us on another plane 1 hour late. luckily we had a long enough layover and didn’t miss our connecting flights.

Everything you need to know for your flight to Gustavia

Information on the airport you'll fly into in Gustavia

Gustavia (SBH)