Leeward Settlement Holidays
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Your Leeward Settlement Holiday
From its highlights to its hidden treasures, this city is best explored with a Leeward Settlement holiday package. Find a place to stay in Grace Bay Hills, which is good for golfing, walking and dining. Make your trip to Leeward Settlement even more fun by going sightseeing. Grace Bay Beach, Turtle Cove and Providenciales Beaches are some of the big attractions you'll want to explore. Check out Expedia's wide range of travel options and begin planning your ideal holiday to Leeward Settlement now.
Our guide on 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
Seated on a towel on clean white sand, you’ll be able to see world-class resorts, relaxing spa houses and snorkelers exploring the coral reef, all around one picturesque beach.
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.
Long Bay
If you're spending some time in Long Bay, Long Bay Beach and Providenciales Beaches are top sights worth seeing.
Our pick of the best Leeward Settlement Hotel Deals
Blue Haven Resort - All-Inclusive
Leeward Marina Providenciales Providenciales
AU$1,274
11 Sept - 12 Sept
includes taxes & fees
9/10 Wonderful! (817 reviews)
"The property is great for relaxing, very clean, and well-kept. If you're looking for a turn-up resort, this isn't it. This is for the ones thats looking to relax."
Reviewed on 11 Aug 2026
The Atrium Resort
Governor's Road Providenciales Providenciales
8.2/10 Very good! (220 reviews)
"Although this property is beautiful, we were fooled into thinking our room had a view like shown on their reservation site. We had a view of the elevator. It was a ghost town, no snack bar, no drink bar, no room service and a tricky AC unit that wouldn’t function on cold for long. I would suggest ..."
Reviewed on 9 Aug 2026
Villa Kendara~BK WK 5/2 & ON~Beachfront~Private~Gated Guesthouse~Panoramic View
Long Bay Providenciales
10/10 Exceptional! (187 reviews)
"Everything was…fine. The people were lovely. Becky who checked us in and out was charming and helpful and friendly. We have no complaints in that regard.What I would say though, to anyone looking at this property, there are some thing you should be aware of. This place is SMALL. I mean, surprisingly ..."
Reviewed on 15 July 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.
Frequently asked questions
How much does a Leeward Settlement holiday package cost?
You can pick up a holiday package to this popular destination 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
Leeward Beach
9.2/10 (962 reviews)
Why not spend a care-free afternoon at Leeward Beach during your travels in Grace Bay? Amble around this romantic 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 romantic area's seaside and enjoy its seafood restaurants.
Provo Conch Farm
8.2/10 (36 reviews)
You can learn about the history of Providenciales with a visit to Provo Conch Farm. Stroll along the beautiful beaches or discover the spectacular coral reefs in this family-friendly area.
Activities
2 Hour Champagne Sunset Cruise from Grace Bay, Providenciales (Adult Only)
AU$174
per adult
96% of travellers recommend
Airport Fast Track Arrival Service - SkyPass Caribbean
AU$109
per adult
100% of travellers recommend
3HR Emerald reef snorkeling, iguana island and shipwreck tour
AU$179
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.