Windward Side Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Stay near popular Windward Side attractions
What to do in Windward Side
Historic City, Fort and Beach E-Bike Tour
$130
per adult
100% of travellers recommend
5 Days Safari to Lake Naivasha, Hells Gate N/P, Maasai Mara N/R.
$1,150
per adult
Windward Side Hotel Deals
Saba Arawak Hotel
The peak Windward Side Saba
$151 nightly
The price is $159 total per night from Jul 4 to Jul 5
$159 total
Jul 4 - Jul 5
Total with taxes and fees
8.4/10 Very Good! (92 reviews)
"Our stay was very relaxing and peaceful Location was good ..near the entertainment area. Maintenance needs to look into the drainage in the shower"
Reviewed on Jun 13, 2026
El Momo Cottages
Booby Hill Windward Side Saba
8.6/10 Excellent! (57 reviews)
"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 Mar 9, 2026
Flamboyant Cottage - Spectacular View & Pool
Windward Side Saba
9.8/10 Exceptional! (46 reviews)
"My husband and I had a great stay at Flamboyant Cottage. Before we arrived, the property manager had arranged for a taxi for us for both arrival and departure. The property manager met us at the cottage and took us grocery shopping right away, which made it very easy for us to choose between cooking ..."
Reviewed on Jun 3, 2026
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.
Find the Best Windward Side Vacation Packages
Windward Side Essential Information
Closest Airport | Juancho E. Yrausquin Airport (SAB) |
|---|---|
Population | 440 |
Max Temp Winter | 80ºF |
Max Temp Summer | 80ºF |
Top Sights | Wells Bay Beach, Cove Bay Beach and Dutch Museum of Saba |
More vacations you might like
Frequently asked questions
Explore a world of travel with Expedia
- Honeymoon Resorts & in Saba
- Pet-Friendly Hotels in Saba
- Hotels with Tennis Courts in Saba
- Resorts & Hotels with Spas in Saba
- Cheap Hotels in Saba
- All-Inclusive Resorts in Saba
- B&B in Saba
- Upper Zion's Hill Hotels
- Luxury Hotels in Saba
- Luxury Hotels in Windward Side
- Hotels with a Pool in Saba
- Beach Hotels in Saba
- Hotels with Hot Tubs in Saba
- Guest Houses in Saba
- Rainforest & Jungle Hotels in Saba
- Hell's Gate Hotels
- Windward Side Hotels
- Villas in Mount Scenery Trail
- Boutique Hotels in Saba
- Gay friendly Hotels in Saba
- Family Hotels in Saba
- Hotels with Laundry Facilities in Saba
- Adults Only Resorts & in Saba
- Saba Hotels
- Apartments in Saba
- Flights from Denver (DEN) to Saba (SAB)
- Flights from Port of Spain (POS) to Saba (SAB)
- Flights from St. Thomas (STT) to Saba (SAB)
- Flights from Washington (IAD) to Saba (SAB)
- Flights from Houston (HOU) to Saba (SAB)
- Flights from Tortola (EIS) to Saba (SAB)
- Flights from New York (NYC) to Saba (SAB)
- Flights from San Juan (SJU) to Saba (SAB)
- Flights from Atlanta (ATL) to Saba (SAB)
- Flights from Cancun (CUN) to Saba (SAB)
- Flights from Hanoi (HAN) to Saba (SAB)
- Flights from Minneapolis (MSP) to Saba (SAB)
- Flights from Ottawa (YOW) to Saba (SAB)
- Flights from Basseterre (SKB) to Saba (SAB)
- Flights from Orlando (MCO) to Saba (SAB)
- Flights from Seattle (SEA) to Saba (SAB)
- Flights from Riverside (RAL) to Saba (SAB)
- Flights from Paramaribo (PBM) to Saba (SAB)
- Flights from Raleigh (RDU) to Saba (SAB)
- Flights from Fort Lauderdale (FLL) to Saba (SAB)
- Flights from San Antonio (SAT) to Saba (SAB)
- Flights from New Orleans (MSY) to Saba (SAB)
- Flights from Grand Case (SFG) to Saba (SAB)
- Flights from Newark Liberty Intl. Airport (EWR) to Saba (SAB)
- Flights from Detroit (DTW) to Saba (SAB)
- Flights from Los Angeles (LAX) to Saba (SAB)
- Flights to Hell's Gate
- Flights from Philadelphia (PHL) to Saba (SAB)
- Flights from Miami (MIA) to Saba (SAB)
- Flights from Boston (BOS) to Saba (SAB)
- Flights from Bonaire (BON) to Saba (SAB)
- Flights from Houston (IAH) to Saba (SAB)
- Flights from Upper Zion's Hill
- Flights from Portland (PDX) to Saba (SAB)
- Flights from Juancho E. Yrausquin
- Flights from Philipsburg (SXM) to Saba (SAB)
- Flights from Chicago (ORD) to Saba (SAB)
- Flights to Juancho E. Yrausquin
- Flights from Washington (WAS) to Saba (SAB)
- Flights from Saba
- Flights from Kingston (KIN) to Saba (SAB)
- Flights to Saba
- Flights to Windward Side
- Flights from New York (JFK) to Saba (SAB)
- Flights from Dallas (DFW) to Saba (SAB)
- Flights from San Francisco (SFO) to Saba (SAB)
- Flights from Bridgetown (BGI) to Saba (SAB)
- Flights from Oranjestad (AUA) to Saba (SAB)
- Flights from Indianapolis (IND) to Saba (SAB)
- Flights from Windward Side
- Flights from Tampa (TPA) to Saba (SAB)
- Windward Island Airways International Philipsburg (SXM) to Saba (SAB) flights
- Flights from Lagos (LOS) to Saba (SAB)
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
