$138 Find Cheap Flights from Simpson Bay to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Simpson Bay to Caribbean Islands departing on 5/11. 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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KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Simpson Bay to Caribbean Islands.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Simpson Bay to Caribbean Islands.
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Flights Deals

Best Caribbean Islands Flight Deals from Simpson Bay

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Santo Domingo
Santo Domingo1 stop$592
Oranjestad
Oranjestad2 stops$586
Kingston
Kingstonnonstop$643
Bridgetown
Bridgetownnonstop$434
Willemstad
Willemstadnonstop$387
St. John's
St. John'snonstop$365
Santo Domingo
Santo Domingo1 stop$592
Oranjestad
Oranjestad2 stops$586
Kingston
Kingstonnonstop$643
Bridgetown
Bridgetownnonstop$434
Willemstad
Willemstadnonstop$387
St. John's
St. John'snonstop$365

Cheap Flights from Simpson Bay to Caribbean Islands

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Simpson Bay to Caribbean Islands 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.

Recent round-trip flight deals from Simpson Bay to Caribbean Islands

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Simpson Bay to Caribbean Islands.
Discover the best prices for you by selecting your travel dates on KAYAK.
Copa Airlines Logo
12:21 pm - 10:16 pmSXM-SJU
9h 55m1 stop
Copa Airlines Logo
5:42 pm - 11:23 amSJU-SXM
17h 41m1 stop
$237Copa Airlines
Find Deal
Fri, May 16 - Tue, May 20
Frontier Logo
6:26 pm - 7:30 pmSXM-SJU
1h 04mnonstop
Frontier Logo
4:18 pm - 5:16 pmSJU-SXM
0h 58mnonstop
$258Frontier
Find Deal
Sat, Jun 21 - Mon, Jun 30
Copa Airlines Logo
12:24 pm - 10:22 pmSXM-SJU
9h 58m1 stop
Copa Airlines Logo
5:45 pm - 11:27 amSJU-SXM
17h 42m1 stop
$267Copa Airlines
Find Deal
Sun, Sep 21 - Thu, Oct 2
Winair Logo
9:00 am - 9:15 amSXM-SBH
0h 15mnonstop
Winair Logo
5:50 pm - 6:05 pmSBH-SXM
0h 15mnonstop
$283Winair
Find Deal
Thu, May 22 - Tue, May 27
 Logo
12:18 pm - 10:16 pmSXM-SJU
9h 58m1 stop
 Logo
3:55 pm - 5:01 pmSJU-SXM
1h 06mnonstop
Sun, May 11 - Mon, May 19
Winair Logo
10:10 am - 10:25 amSXM-SBH
0h 15mnonstop
Winair Logo
4:20 pm - 4:35 pmSBH-SXM
0h 15mnonstop
$294Winair
Find Deal
Wed, May 14 - Wed, May 21
 Logo
9:17 am - 2:31 pmSXM-SJU
5h 14m1 stop
 Logo
4:18 pm - 5:16 pmSJU-SXM
0h 58mnonstop
Fri, Jun 20 - Mon, Jun 30
Caribbean Airlines Logo
6:10 pm - 2:00 pmSXM-SJU
19h 50m1 stop
Caribbean Airlines Logo
3:15 pm - 10:50 amSJU-SXM
19h 35m3 stops
$699Caribbean Airlines
Find Deal
Sat, May 10 - Thu, May 15
Caribbean Airlines Logo
11:35 am - 1:45 pmSXM-SJU
26h 10m3 stops
Caribbean Airlines Logo
3:15 pm - 10:45 amSJU-SXM
19h 30m3 stops
$762Caribbean Airlines
Find Deal
Fri, Jun 20 - Mon, Jun 30
Anguilla Air Services Logo
5:00 pm - 8:45 amSXM-SBH
15h 45m1 stop
Anguilla Air Services Logo
9:30 am - 2:55 pmSBH-SXM
5h 25m1 stop
$964Anguilla Air Services
Find Deal
Wed, May 14 - Mon, May 19
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KAYAK's insights & trends for Simpson Bay to Caribbean Islands flights

Get data-powered insights and trends into flights from Simpson Bay to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

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

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Simpson Bay to Caribbean Islands.

The cheapest ticket to Caribbean Islands from Simpson Bay found in the last 72 hours was to San Juan, at $174 round-trip. The most popular route is from Simpson Bay (SXM) to Santo Domingo (SDQ), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $260.

Can I save money by flying with a layover from Simpson Bay to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $225 on average.

What is the cheapest month to fly from Simpson Bay to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Simpson Bay to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Simpson Bay to Caribbean Islands is June, when tickets cost $114 (return) on average. On the other hand, the most expensive months are December and May, when the average cost of round-trip tickets is $342 and $273 respectively.

What’s the cheapest day of the week to fly from Simpson Bay to Caribbean Islands?

The average price of all round-trip flights from Simpson Bay to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

For Simpson Bay to Caribbean Islands, Sunday is the cheapest day to fly on average and Tuesday is the most expensive. Flying from Caribbean Islands back to Simpson Bay, the best deals are generally found on Friday, with Thursday being the most expensive.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Simpson Bay to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Simpson Bay to Caribbean Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.


Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$138
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Simpson Bay to Santo Domingo

FAQs - booking Caribbean Islands flights

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

    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 Simpson Bay to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Simpson Bay to 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 Simpson Bay to Caribbean Islands?

    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 from Simpson Bay to Caribbean Islands with an airline and back with another airline.

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

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

  • What is the cheapest time of day to fly to Caribbean Islands?

    The cheapest time of day to fly to Caribbean Islands is generally in the evening, when round-trip flights cost $234 on average. Morning departures are around 38% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $322.

Top tips for finding cheap flights to Caribbean Islands

  • Looking for a cheap flight? 25% of our users found tickets from Simpson Bay to the following destinations at these prices or less: Willemstad $225 one-way - $398 round-trip; Port of Spain $255 one-way - $405 round-trip; Gustavia $181 one-way - $302 round-trip

Top airlines flying from Simpson Bay to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Simpson Bay to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Simpson Bay to Caribbean Islands? 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.
8.2
Caribbean AirlinesOverall score based on 151 reviews
8.2Boarding
6.8Entertainment
8.5Crew
7.9Comfort
6.8Food
Airline reviews

The flight crew was extremely hospitable, though there was a lot of turbulence, they made it a good experience. The only negative was the inflight experience for economy class. There wasn’t any, or at least non that I was aware of.

6.0 GoodDonroy, Dec 2024JFK - SVD
Read more Caribbean Airlines reviews

The flight crew was extremely hospitable, though there was a lot of turbulence, they made it a good experience. The only negative was the inflight experience for economy class. There wasn’t any, or at least non that I was aware of.

I liked the friendliness of the employees at the airport

I liked the extra leg room in Caribbean plus. Worth the extra money. The food could have been more balanced, there was no salad or veggies

The Flight itself was smooth and uneventful. The crew was polite and caring. I used the Lounge in Piarco and the service was STELLAR

Crew were quite friendly. Food was very poor considering the price of the ticket and the flight time. Could not charge my phone due to USB charger not working..

The food wasn’t good. Need better food. There wasn’t any entertainment.

STEWARDESSES WERE AWESOME! The food could be a bit better. Rice was SOGGY with gravy and the chicken was RUBBERY.

I was treated well in first class. I have no complaints. I will definitely fly with my favourite airline again this year.

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

We waited in an overcrowded bus for over a half hour. It was uncomfortable. It would have been better to have waited in the terminal in a line

The food for sale on board has opportunity for improvement.

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

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

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