Windward Side Holiday Packages
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Book your Windward Side holiday
You work hard for your money, so don't fritter it away — Wotif is here to help.
Our accommodation and flight packages are simply unbeatable.
This way, you'll have some extra spending money for your trip to Windward Side.
How does an additional sound to you? That's how much you could save if you book right now. And remember — you've got the freedom to mix and match from more than 550 partner airlines and 665,000 worldwide properties.
Wotif has some of the top prices around. So quit daydreaming and start creating new memories.
Windward Side Accommodation
Wotif's got you covered when it comes to grabbing a fantastic place to stay. You'd best get cracking though. There are only 4 accommodations in Windward Side.
Searching for somewhere suitable to sleep off that exhausting flight? Our top suggestions are the Queen's Garden Resort & Spa and Scout's Place Hotel.
Car Hire in Windward Side
If you're arriving via Princess Juliana International Airport, see what's on offer at Alamo Rent A Car or Fox Rental Cars. Don't worry about airport shuttles or expensive taxis — these rental outlets are just a short walk from the arrivals gate.Holidays to Windward Side
Forgot all about that day in class when you were taught some basic facts about Windward Side? There's no need to chuck a tanty over your lack of geography knowledge — we'll get you up to speed.Windward Side is situated in Saba, about 50 kilometres from Cul de Sac.
If you get a buzz out of knowing the facts and figures about the place you're heading to, you might be interested in learning that the population of this part of Saba stands at around 400.
Top Windward Side hotels
Flamboyant Cottage - Spectacular View & Pool
"We’ve had an amazing time in Flamboyant cottage. The location was perfect, great views, nice pool and walking distance to Windwardside. The service was great: from the pre-arranged taxi, welcome at check-in and the communication throughout our stay. Highly recommended when you’re looking for an unforgettable ..."
Reviewed on 8 May 2026
El Momo Cottages
"Loved this place as so simply beautiful and relaxed. Not suitable if struggle with mobility as located up a steep hill / steps ... But worth the view."
Reviewed on 9 Mar 2026
Saba Arawak Hotel
"on expedia info it says there is breakfast available and at the hotel is a restaurant; there is not, you have to go downtown for breakfast etc. And the showerwater was cold. Hotel is situated on a nice/ beautiful location."
Reviewed on 16 May 2026
