Leeward Settlement Holidays from £2,010
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Your Leeward Settlement Holiday
Say farewell to planning hassles and hello to a Leeward Settlement holiday package. With your travel details organised before you leave, you can focus on discovering this city, starting with Grace Bay Hills, which is great for families, watersports and coastal beaches. If your trip to Leeward Settlement includes some sightseeing, drop by much-loved attractions like Grace Bay Beach, Turtle Cove and Providenciales Beaches. Whoever you're taking time off with and whatever your bank balance, your dream Leeward Settlement holiday is just clicks away with Expedia.
Price found within the past 48 hours. Click for updated prices.
Dream Villas Provo
Blue Hills
£2,629
per person
22 Nov - 29 Nov
found 2 hours ago
Return direct flight included
London (LON) to Providenciales (PLS)
9.2/10 Wonderful! (77 reviews)
Room was clean the host was great and available when had questions . i have absolutely no complaints about this place definitely would stay again
Reviewed on 7 Sept 2026
Bungalows at Windsong on the Reef
Grace Bay
£2,388
per person
22 Nov - 29 Nov
found 2 hours ago
Return direct flight included
London (LON) to Providenciales (PLS)
9/10 Wonderful! (101 reviews)
We had an AMAZING stay. The property is well maintained. Amenities convenient. Food GOOD. Staff EXCEPTIONAL! Shout Out to Raheem!
Reviewed on 6 Aug 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.
Top hotels in Leeward Settlement
Blue Haven Resort - All-Inclusive
Leeward Marina Providenciales Providenciales
£666
10 Oct - 11 Oct
includes taxes & fees
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
Checkers Vacation Homes
63 Grace Bay Road Providenciales Providenciales
7.6/10 Good! (56 reviews)
"ok place for the price only complain no direct access to beach as the ad describes. headache to check in"
Reviewed on 9 Apr 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 travel package cost?
Go from looking to booking with our Leeward Settlement travel packages, which start from a low £2,010. Choose the hotels and flights that suit your travel plans. Then, add on a few tours or experiences for an incredible adventure.
If I'm not able to travel, can I cancel my Leeward Settlement travel package?
You sure can, and we're here to help. You may be able to change or cancel your Leeward Settlement travel package for free if you booked in the last 24 hours. However, you may be charged a fee by your hotel, airline or car rental company if your booking is older than that. If your circumstances unexpectedly change, have a look at our Customer Service Portal for further information.
How do I get a cheap travel package to Leeward Settlement?
If you love landing a bargain, combine your bookings into a Leeward Settlement holiday package. Whether you're looking for flights, hotels, rental cars or activities, you can browse and book everything in one place. You'll have plenty of choice at your fingertips as well. Expedia has over 550 air carriers and 1,000,000 hotel options around the world to pick from. Fly with who you prefer, find a room where you like and save a bundle — now that's the perfect getaway!
Does Expedia offer Book Now, Pay Later Leeward Settlement holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has devised a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book an incredible getaway without hurting your hip pocket. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your trip. Check out these flexible payment options:
- Pay monthly holidays: Klarna offers convenient monthly payment plans that suit all types of budgets, so you can take that well-deserved holiday now.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay for your holiday in multiple transactions.
- Low deposit holidays: Hitting the "book now" button is much easier with this option. Just put down a small deposit on your escape and then start packing your suitcase.
Where should I stay in Leeward Settlement?
You'll want to stay where the action is. Many visitors book hotels around popular sights, such as Grace Bay Beach, The Regent Village Shopping Mall and Salt Mills Plaza.
What are the top hotels in Leeward Settlement?
If it's your very first time in Leeward Settlement, reserve a room at The Sands at Grace Bay or Windsong on the Reef. Both offer comfortable beds and are favourites with many travellers.
How far in advance should I book my Leeward Settlement holiday?
It can be tricky to know when the best time is to book your holiday to Leeward Settlement. But usually the earlier you book, the lower the prices. Sometimes, you can book your flights and hotels up to 12 months prior to departure. If you're considering a last-minute getaway, no need to stress! There are terrific deals posted on Expedia all the time.
What does an Expedia Leeward Settlement travel package include?
Expedia has everything you need to lock in Leeward Settlement getaway, but what goes into your package is your choice. Choose from any combination of hotels, rental cars and flights. Searching for some activities to keep you on the go? Once you've made your booking, you can add them on too. No matter your budget, there's a deal to meet your needs.
What should I know before booking a Leeward Settlement travel package?
You'll pick up impressive savings when you bundle your flights, hotels and rental cars into a package. Not only that, booking everything together makes trip planning much easier. So why waste money or time? Whether you're putting together a fancy romantic getaway or a low-cost family break, take a look at our package deals today.
Can I choose my airline with a Leeward Settlement Expedia travel package?
Yes, you're in charge. Expedia has access to more than 550 airlines worldwide, so you can tailor your Leeward Settlement getaway according to your needs and budget.
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 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.
Things to do
2 Hour Champagne Sunset Cruise from Grace Bay, Providenciales (Adult Only)
£89
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.