Leeward Settlement Trip
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Le Vele Resort
Grace Bay
₹229,436
per person
5 Dec - 12 Dec
found 13 hours ago
Return direct flight included
Winnipeg (YWG) to Providenciales (PLS)
9.2/10 Wonderful! (67 reviews)
Beautiful beach, perfect! Staff friendly and helpful. Easy walk to grocery and restaurants on beach or sidewalk. Comfortable bed. Only complaint is blackout curtains did not function.
Reviewed on 2 Aug 2026
Beachfront at Windsong on the Reef
Grace Bay
₹291,951
per person
5 Dec - 12 Dec
found 13 hours ago
Return direct flight included
Winnipeg (YWG) to Providenciales (PLS)
9.2/10 Wonderful! (194 reviews)
The staff was incredibly welcoming, attentive, and genuinely committed to making our stay special. Before arriving, I notified the hotel that my wife and I were going to celebrate our 30-year anniversary during our stay, and the staff went above and beyond preparing our room with a celebration theme. The service was outstanding, the food was excellent, and every detail throughout the resort reflected the high level of quality and very clean. The beautiful setting, relaxing atmosphere, room was clean and bed was very comfortable and incredible service made this stay truly memorable. The beach was spectacular and the snorkeling at the reef was amazing. We truly enjoyed our time there and would definitely come back!
Reviewed on 22 Sept 2026
Where to stay in Leeward Settlement
Find the best Leeward Settlement areas and neighborhoods for the activities you enjoy most. Learn more about Leeward Settlement
Grace Bay
4 out of top 10 points of interest in this area
This picturesque stretch of white sand and warm, turquoise water is home to luxury resorts, restaurants and one of the world’s largest barrier reefs.
The Bight
A noteworthy feature of The Bight is its stunning beaches. While you're in town, be sure to stop and check out Grace Bay Beach and Turtle Cove Marina.
Long Bay Hills
1 out of top 10 points of interest in this area
While visiting Long Bay Hills, you might make a stop by sights like Long Bay Beach and Providenciales Beaches.
Turtle Cove
1 out of top 10 points of interest in this area
If you're spending some time in Turtle Cove, Turtle Cove Marina and Providenciales Beaches are top sights worth seeing.
Venetian Road Settlement
1 out of top 10 points of interest in this area
If you're spending some time in Venetian Road Settlement, Providenciales Beaches and Turtle Tail are top sights worth seeing.
Frequently asked questions
How much does a Leeward Settlement holiday package cost?
You can pick up a holiday package to this popular destination from ₹215,410 on Expedia. However, how much your holiday to Leeward Settlement costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Leeward Settlement?
Travel in the low or shoulder season and you're likely to find cheap Leeward Settlement holiday packages. Keep in mind that school holiday periods and local events and festivals can impact prices, so do a little research before booking.
How many days is enough for Leeward Settlement?
The ideal length for your Leeward Settlement holiday depends on what you'd like to do. Usually, a handful of days to a week will give you plenty of time to go to all the top sights and discover some hidden spots along the way.
How to find the best Leeward Settlement package deals?
Use Expedia's filter tool to help you find some of the best Leeward Settlement package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Leeward Settlement package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your holiday package as soon as possible.
Is it cheaper to book a Leeward Settlement holiday as a package?
An Expedia holiday package could land you considerable savings when compared to arranging flights and stays individually. Better still, you can customise your Leeward Settlement getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Leeward Settlement?
Enjoy fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Leeward Settlement holiday.
How to plan a trip to Leeward Settlement?
- Choose the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Leeward Settlement.
- Set a budget: Factor in expenses such as food, flights and transportation when working out how much to save for your trip to Leeward Settlement. Then, pick a hotel that matches your budget, whether that's a wallet-friendly option or a high-end retreat.
- Decide how long to go for: Now that you're up to speed on Leeward Settlement, you can figure out the ideal length of your break. Put together a rough plan and allocate enough time to get through everything on your must-do list.
- Combine your airfare and accommodation: After you've settled on your travel dates and duration, book the ideal Leeward Settlement holiday package for you.
Stay near popular Leeward Settlement attractions
Photo by Staci Partlo
Leeward Beach
9.2/10 (962 reviews)
Why not spend a care-free afternoon at Leeward Beach during your travels in Providenciales? Amble around this relaxing area's seaside or seek out the snorkelling spots.
Pelican Beach
9.2/10 (667 reviews)
Why not spend a care-free afternoon at Pelican Beach during your travels in Providenciales? Amble around this relaxing area's seaside and enjoy its top-notch restaurants.