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Windward Side

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Cheap Flights to Windward Side

Fall in love at first flight with your vacation to Windward Side by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Windward Side on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Windward Side, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Windward Side

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Windward Side with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the SAB airport.

What is the cheapest month to fly to Windward Side?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Windward Side are in , but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Windward Side?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find  to choose from for your flight to Windward Side.

What airport is best to fly into Windward Side?

When you’re planning your trip to Windward Side, convenience is the name of the game. Luckily, Windward Side Juancho E. Yrausquin Airport is nearby so you can deplane and get going on checking off everything on your Windward Side must-do list.

How much are flights to Windward Side?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Windward Side on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as , you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Windward Side?

The trick to saving a stack of cash on your flight to Windward Side? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as  right now, why wait?

Windward Side Flight Information
Destination airport
Windward Side
Destination airport IATA code
SAB

Last Minute Hotel Deals in Windward Side

Saba Arawak Hotel
Saba Arawak Hotel
3 out of 5
The peak, Windward Side, Saba
The price is $152 per night from Feb 23 to Feb 24
$152
includes taxes & fees
Feb 23 - Feb 24
Stay at this 3-star business-friendly hotel in Windward Side. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Dutch Museum of Saba ...
8.4/10 Very Good! (47 reviews)
Saba Arawak
"The hotel was comfortable, clean and friendly. Beautiful views and within a short walk into town and hiking."

Reviewed on Feb 3, 2025

Saba Arawak Hotel
El Momo Cottages
El Momo Cottages
3 out of 5
Booby Hill, Windward Side, Saba
The price is $143 per night from Mar 1 to Mar 2
$143
includes taxes & fees
Mar 1 - Mar 2
Stay at this 3-star guesthouse in Windward Side. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Dutch Museum of Saba and Saba Heritage ...
8.6/10 Excellent! (50 reviews)
"The hosts were wonderful. Very knowledgable about the island and very willing ot help and answer any questions. The accommodations were perfect. That being said, if you didn't read, THIS IS ECO TOURISM. Knowing that, I was expecting a little less, but this place was fantastic!"

Reviewed on Feb 16, 2025

El Momo Cottages
The Cottage Club Hotel
The Cottage Club Hotel
3.5 out of 5
17a Grey Bush Street, Windward Side, Saba
Stay at this 3.5-star hotel in Windward Side. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Harry L Johnson Museum and Jo Bean Glass ...
10/10 Exceptional! (1 review)
"Beautiful views. Very centrally located and quiet."

Reviewed on Nov 24, 2021

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The Cottage Club Hotel
The Old Gin House
The Old Gin House
3 out of 5
Oranjebaai 1, Oranjestad, Sint Eustatius
The price is $231 per night from Feb 23 to Feb 24
$231
includes taxes & fees
Feb 23 - Feb 24
Stay at this 3-star beach hotel in Oranjestad. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Fort Oranje and Lower Town Beach are located ...
8/10 Very Good! (48 reviews)
"hotel is close to town, at the ocean/beach, walkable and had good access to some nice options for lunch and diner, at hotel and nearby"

Reviewed on Jan 21, 2025

The Old Gin House
Talk of the Town Inn & Suites
Talk of the Town Inn & Suites
3 out of 5
L.E. Saddler Road #9, Oranjestad, St. Eustatius
The price is $159 per night from Mar 8 to Mar 9
$159
includes taxes & fees
Mar 8 - Mar 9
Stay at this 3-star hotel in Oranjestad. Enjoy free WiFi, free parking, and a garden. Popular attractions Government Guesthouse and Dutch Reformed Church are ...
9/10 Wonderful! (6 reviews)
"Quiet and relaxing"

Reviewed on Mar 9, 2024

Talk of the Town Inn & Suites
Quill Gardens Boutique Hotel
Quill Gardens Boutique Hotel
4 out of 5
Road to English Quarter, Oranjestad, Sint Eustatius
The price is $202 per night from Feb 23 to Feb 24
$202
includes taxes & fees
Feb 23 - Feb 24
Stay at this 4-star business-friendly guesthouse in Oranjestad. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Government Guesthouse ...
9.2/10 Wonderful! (16 reviews)
"Great hotel run by Joyce and Herman. Great location, on somewhat remote and quiet St. Eustatius. Room was spacy and clean."

Reviewed on Feb 13, 2025

Quill Gardens Boutique Hotel
Barrel House St. Eustatius
Barrel House St. Eustatius
3 out of 5
Van Tonningen Weg, Oranjestad, Sint Eustatius
The price is $266 per night from Feb 23 to Feb 24
$266
includes taxes & fees
Feb 23 - Feb 24
Stay at this 3-star beach B&B in Oranjestad. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Lower Town Beach and Fort Oranje are located ...
8/10 Very Good! (1 review)
"Ce n’est pas un hôtel, comme indiqué sur Expédia : pas de réception, pas de piscine, mais une simple maison. La propriétaire a « manqué notre réservation » : donc logement pas préparé à notre arrivée. Puis elle parle de vérifier si nous avons réservé la formule avec petit déjeuner, alors qu’Expedia ..."

Reviewed on Jan 5, 2024

Barrel House St. Eustatius
Palm Spring Inn
Palm Spring Inn
3 out of 5
Erick R Gibbs Road 2, Cherry Tree, Sint Eustatius, Oranjestad
Stay at this 3-star apartment in Oranjestad. Enjoy free WiFi, free parking, and a garden. Popular attractions Government Guesthouse and Dutch Reformed Church ...
8.4/10 Very Good! (14 reviews)
NASTY SUITE TERRIBLE SERVICE
"Arrived late, well advanced noticed sent to owner. Was met by a man at hotel who showed us suite and gave us keys and wifii password. This man told us the owner will comeby the following day. No show. Apartment was nasty as if the last guest left and we arrived. Used bag of ice in freezer, dish on ..."

Reviewed on Apr 18, 2023

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Palm Spring Inn
See all 28 properties in Windward Side
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.