Deals on vacations and trips to Windward Side

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Windward Side flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
El Momo Cottages

El Momo Cottages

3 out of 5
Price was $950, price is now $903 per person
$903
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Saba (SAB)
A restaurant and an outdoor pool are featured at this guesthouse. WiFi in public areas is free. A terrace, a garden, and luggage storage are also on offer.

Top Windward Side hotels deals

Saba Arawak Hotel

Saba Arawak Hotel

3 out of 5
The peak Windward Side Saba
$151 nightly
The price is $159 total per night
$159 total
Jul 6 - Jul 7
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free self parking and luggage storage are also offered on site.
Pool
Parking included
El Momo Cottages

El Momo Cottages

3 out of 5
Booby Hill Windward Side Saba
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A restaurant and an outdoor pool are featured at this guesthouse. WiFi in public areas is free. A terrace, a garden, and luggage storage are also on offer.
Pool
Pet friendly
Flamboyant Cottage - Spectacular View & Pool

Flamboyant Cottage - Spectacular View & Pool

Windward Side Saba
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An outdoor pool is featured at this cottage, along with a garden.
Pool
Kitchen
Peter Hytte is close to everything at great price!

Peter Hytte is close to everything at great price!

Windward Side Saba
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This cottage includes a garden and laundry facilities.
Kitchen
Washer
Spyglass is a Private Villa With 360 View Near Windwardside.

Spyglass is a Private Villa With 360 View Near Windwardside.

windwardside Saba
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A hot tub is featured at this villa, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
The Cottage Club Hotel

The Cottage Club Hotel

3.5 out of 5
17a Grey Bush Street Windward Side Saba
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An outdoor pool, free self parking, and laundry facilities are featured at this hotel. A terrace, a garden, and luggage storage are also on offer.
Pool
Parking included
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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.

Stay near popular Windward Side attractions

Saba Heritage Center

You can spend an afternoon studying the exhibits at Saba Heritage Center in Windward Side. Wander the seaside and rainforest while you're in the area.
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Frequently asked questions

How much are vacation packages to Windward Side?
Vacation packages, including flights and hotels in Windward Side, are priced from as little as $903. Make your daydreams come true and book your dream trip with Travelocity today.
How long should my Windward Side vacation be?
Many visitors choose to spend around 2 nights in Windward Side. But that's not set in stone. Whether you decide to stay for a few days or a few weeks, you'll enjoy discovering all the amazing things that this place has to offer.
Where can I get the best vacation package deals for Windward Side?
For an excellent package deal to Windward Side, turn to Travelocity. Take your pick from as many as 400 airlines and 1,000,000 properties around the world to create your dream escape — it couldn't be easier than that.
Why should I book my Windward Side vacation bundle via Travelocity?
Whether you're planning a weeks-long vacation or a last-minute trip, we have many tempting destinations to choose from at an affordable rate. In addition, we provide 24/7 customer support, high-quality service and a Price Match Guarantee. Save yourself money and time and reserve your dream vacation today.
Will I save money on my Windward Side car rental if I combine it with my hotel or flight?
Sure can. And our Windward Side vacation packages are the best way to do it. With only a few clicks you can save money as well as time by combining your bookings. Pick up the keys to your rental car then chart your own course. Need to fill your itinerary? Add some activities or experiences to your package and save on those too.
What is the best time of year to go to Windward Side?
Consider visiting in January, April and November if you don't want to miss a thing. Even though they are the busiest months, the buzzing atmosphere that comes with the peak period is part of the allure. If you'd prefer a more leisurely pace, May, June and September may fit your plans better. Don't want to shell out for a hotel? Hold off on booking in , when prices usually soar. Search for someplace more affordable in instead.
Which airport is best for Windward Side?
Juancho E. Yrausquin Airport (SAB) is where many visitors disembark. You'll find it situated 1 mi northeast from the heart of Windward Side. You can also check out the fares to F.D. Roosevelt Airport (EUX), which is 19 mi away from central Windward Side.
What is there to do in Windward Side?
You'll sense a certain kind of magic as you stroll through the streets of Windward Side. Dutch Museum of Saba and Harry L Johnson Museum are just a couple of highlights that make this city so popular, so put them at the top of your list of places to see.
Where should I stay when visiting Windward Side?
If you're looking for a place to spend your nights, take a look at the Selera Dunia Boutique Hotel. It's the top choice for many visitors.

Photos of local treasures

Browse Windward Side vacation photos for more inspiration

A calm sea with a mountain in the distance.
A coastal town with a mountain in the background.
A lush green mountain with a white picket fence and buildings with red roofs.
A mountainous landscape with a body of water in the foreground.
A person walking on a narrow, rocky path surrounded by dense tropical foliage.