Windward Side Vacation Packages

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Photo by Meghan Watters
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Your Windward Side Vacation

Our Windward Side vacation packages give you the power to create your own adventure. Tailor your journey to suit your needs and interests and make every moment count in this wonderful city. Make your trip to Windward Side even more fun by going sightseeing. Wells Bay Beach, Cove Bay Beach and Dutch Museum of Saba are some of the major attractions you'll want to explore. Whoever you're going away with and whatever the size of your budget, your dream Windward Side vacation is just clicks away with Expedia.

Windward Side Hotel Deals

Saba Arawak Hotel
Saba Arawak Hotel
3 out of 5
The peak, Windward Side, Saba
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Jun. 8 to Jun. 9
CA $176
CA $207 total
includes taxes & fees
Jun 8 - Jun 9
8.4/10 Very Good! (31 reviews)
"Very good manager. He took care of us like a good friend. When we couldn't find a taxi late in the night he even dropped by niece at the dome. Highly appreciated."

Reviewed on May 4, 2024

Saba Arawak Hotel
El Momo Cottages
El Momo Cottages
3 out of 5
Booby Hill, Windward Side, Saba
8.4/10 Very Good! (44 reviews)
"We had a great weekend in Saba. The owners were very nice and welcoming and the cottages were comfortable. Near lovely restaurants and shops, and close to the trails. Breakfast was great and pool refreshing. Only downside was the noise at night from neighborhood dogs barking and early roosters. We ..."

Reviewed on Apr. 9, 2024

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El Momo Cottages
Beautiful Gingerbread Cottage - Spectacular View & Pool
Beautiful Gingerbread Cottage - Spectacular View & Pool
Windward Side
9.6/10 Exceptional! (25 reviews)
Amazing cottage!
"This place was beautiful, so peaceful and the views and pool were perfect. A well appointed kitchen and plenty of outdoor spaces to enjoy. Michael was an extremely helpful host coordinating transport easily and even making the occasional dinner reservation for us. Wonderful island, visit if you feel ..."

Reviewed on Apr. 13, 2024

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Beautiful Gingerbread Cottage - Spectacular View & Pool
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Windward Side vacation package cost?
Custom make your Windward Side vacation package from only . Choose from any combination of rental cars, flights and hotels to craft the getaway of your dreams. Remember to add on one or two experiences!
How do I get a cheap travel package to Windward Side?
Book everything in the one place with our Windward Side vacation packages. You’ll find bargains on hotels, flights and more that’ll keep your pocket happy and your adventurousness alive. And, with more than 550 partner airlines and 1,000,000 hotel options around the globe to select from, you’ll have the flexibility to mix and match all you want.
Where should I stay in Windward Side?
A getaway to Windward Side wouldn’t be complete without visiting Cove Bay Beach, Wells Bay Beach and Dutch Museum of Saba. Spend your nights near these sights and make sightseeing a breeze.
What are the top hotels in Windward Side?
Secure a room at Selera Dunia Boutique Hotel. It’s one of this neighborhood’s most popular hotels. Another top option in Windward Side is The Cottage Club Hotel.
How far in advance should I book my Windward Side vacation?
While not all air carriers advertise tickets early, customers are usually able to compare international fares on Expedia up to 12 months in advance. This is when you can bag some incredible bargains. If you’ve left things to the last minute, you might still get lucky. Discounted prices occasionally appear just weeks prior to departure.
What does an Expedia Windward Side travel package include?
Choose from any combination of hotels, rental cars and flights. Once you’ve made your booking, you can add experiences and activities. Want to pick your airfare class? That’s easy to do too. The choice is all yours when it comes to organizing your ideal Windward Side trip.
What should I know before booking a Windward Side travel package?
When you book your flights, hotels and car rentals together, you’ll nab fantastic discounts. Whether you’re planning a beach break in a villa or would rather stay in a convenient hotel in the city, Expedia will make it happen for less.
Can I choose my airline with a Windward Side Expedia vacation package?
Yes — that’s one of the best things about an Expedia vacation package. You get to decide. We have access to more than 550 airline partners across the globe, so you have lots of choice when creating your Windward Side getaway.
If I'm not able to travel, can I cancel my Windward Side vacation package?
Don’t worry if you’re rethinking your Windward Side vacation package — you can cancel or change your booking. And if you’ve booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We totally get that life can sometimes throw you a curveball, so head to our Customer Service Portal if that happens. When you’re ready to make changes, we’re ready to help.

Discover the most popular places to visit in Windward Side

Image for Saba Heritage Center

Saba Heritage Center

You can enjoy some culture when you stop by Saba Heritage Center in Windward Side. Stroll along the seaside or discover the area's mountain views.

Saba Heritage Center
Image for Dutch Museum of Saba

Dutch Museum of Saba

You can spend time browsing the exhibits at Dutch Museum of Saba in Windward Side. While you're in the area, wander around the gardens.

Dutch Museum of Saba
Image for Harry L Johnson Museum

Harry L Johnson Museum

You can spend an afternoon studying the exhibits at Harry L Johnson Museum in Windward Side. While you're in the area, wander around the gardens.

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