Windward Side Holidays

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Your Windward Side Holiday

Our Windward Side holiday packages let you create your own adventure. Tailor your journey to suit your interests and needs and make the most of your time in this wonderful city. If a sightseeing tour is part of the plan during your trip to Windward Side, stop by leading attractions like Cove Bay Beach, Wells Bay Beach and Dutch Museum of Saba. Stop dreaming and start travelling. Explore the range of options on Expedia today and put your Windward Side holiday plans into motion!

Windward Side Holiday

Windward Side Essential Information

Closest Airport
Juancho E. Yrausquin Airport (SAB)
Population
440
Max Temp Winter
27ºC
Max Temp Summer
27ºC
Top Sights
Cove Bay Beach, Wells Bay Beach and Dutch Museum of Saba

Our pick of the best Windward Side Hotel Deals

Saba Arawak Hotel

Saba Arawak Hotel

3 out of 5
The peak, Windward Side, Saba
8.4/10 Very Good! (59 reviews)
"The staff are really frendly and kind but the bathroom is really dirty"

Reviewed on 13 May 2025

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Saba Arawak Hotel
El Momo Cottages

El Momo Cottages

3 out of 5
Booby Hill, Windward Side, Saba
8.4/10 Very Good! (54 reviews)
"Was exactly as described, remote location with lots of stairs - well worth the walk, scenery was beautiful."

Reviewed on 20 Jul. 2025

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El Momo Cottages
Flamboyant Cottage - Spectacular View & Pool

Flamboyant Cottage - Spectacular View & Pool

Windward Side
9.6/10 Exceptional! (33 reviews)
Spectacular
"So lovely , whimsical, the view, the pool was so wonderful to cool off. Saba is magical.The cottage was clean and so many outdoor sitting spots.Could not recommend it more"

Reviewed on 18 Mar. 2025

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Flamboyant Cottage - Spectacular View & Pool
See all 29 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

What to do in Windward Side

Historic City and Beach E-Bike Tour

Historic City, Fort and Beach E-Bike Tour

AU$199
per adult
Historic City, Fort and Beach E-Bike Tour
Edge Ferry to Saba

Edge Ferry Tickets to Saba

AU$153
per adult
76% of travellers recommend
Edge Ferry Tickets to Saba
The Beauty of Fresh Lake Naivasha with some Cormorants Flying.

5 Days Safari to Lake Naivasha, Hells Gate N/P, Maasai Mara N/R.

AU$1,759
per adult
5 Days Safari to Lake Naivasha, Hells Gate N/P, Maasai Mara N/R.
See all activities in Windward Side

Frequently asked questions

How much does a Windward Side holiday package cost?
You can pick up a holiday package to this destination on Expedia. But how much your holiday to Windward Side costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Windward Side?
If you're looking to snag a cheap Windward Side holiday package, consider visiting in April, June and July. You'll generally find better rates on accommodation and flights during these months — perfect for a budget-friendly getaway.
How many days is enough for Windward Side?
Typically, a few days is enough for a Windward Side holiday. With a carefully crafted itinerary, you can visit all the popular attractions like Harry L Johnson Museum, as well as explore some hidden gems along the way.
Is it worth booking a holiday package to Windward Side?
Whether you're looking to check out attractions such as Dutch Museum of Saba and Saba Heritage Centre on your Windward Side holiday, or coming for its great walking trails, nature and underwater activities, there's something for everyone here. With so much to experience, you'll soon discover why so many visitors think Windward Side is a good holiday destination.
How to find the best Windward Side package deals?
Use Expedia's filter tool to help you find some fabulous Windward Side package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Windward Side package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your holiday package well in advance.
Is it cheaper to book a Windward Side holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component separately. And you'll still have the flexibility to create a customised Windward Side holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Windward Side?
Land incredible bargains by booking your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Windward Side getaway.
How to plan a trip to Windward Side?

  1. Choose when to travel: Check your calendar and pack your bags. Your favourite time of year and the type of activities on offer will also help you decide when to visit Windward Side.
  2. Budget wisely: On top of the price of your hotel, you'll need to consider other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected costs that could arise during your trip to Windward Side.
  3. Determine how many days away: Start by listing all the attractions you'd like to get to in Windward Side. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customised Windward Side holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.