Leeward Settlement Holidays from £1,274

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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.
Zenza Boutique Hotel

Zenza Boutique Hotel

4 out of 5
Turtle Cove
Save 100% on your flight
Price was £1,871, price is now £1,274 per person
£1,274
per person
3 Apr - 8 Apr
found 11 hours ago
Return flight included
Atlanta (ATL) to Providenciales (PLS)
9.4/10 Exceptional! (616 reviews)
Comfortable safe location on the marina which is absolutely beautiful. Bed and pillows are comfortable and quality! I felt right at home.

Reviewed on 9 Feb 2026

Dream Villas Provo

Dream Villas Provo

4 out of 5
Save 100% on your flight
Price was £3,689, price is now £1,978 per person
£1,978
per person
3 Apr - 8 Apr
found 11 hours ago
Return flight included
Atlanta (ATL) to Providenciales (PLS)
9/10 Wonderful! (53 reviews)
Clean and modern room. Equipped with full kitchen. Friendly staff.

Reviewed on 21 Dec 2025

The Shore Club Turks and Caicos

The Shore Club Turks and Caicos

5 out of 5
Long Bay
Save 100% on your flight
Price was £4,547, price is now £2,830 per person
£2,830
per person
3 Apr - 8 Apr
found 11 hours ago
Return flight included
Atlanta (ATL) to Providenciales (PLS)
9.4/10 Exceptional! (871 reviews)
The Shore Club was an absolute dream in every way. We stayed for four nights and I couldn't have imagined a better stay. The property is gorgeous, the food is excellent and we loved using the amenities (lap pool, tennis club, basketball net) etc. The staff was extremely professional and helpful and we are very grateful for them going above and beyond, especially by getting one of the gardeners to get us fresh coconuts from the trees on property. Well done and thank you!

Reviewed on 26 Jan 2026

West Bay Club

West Bay Club

4.5 out of 5
Grace Bay
Save 100% on your flight
Price was £3,734, price is now £2,555 per person
£2,555
per person
3 Apr - 8 Apr
found 11 hours ago
Return flight included
Atlanta (ATL) to Providenciales (PLS)
9.2/10 Wonderful! (1,005 reviews)
Staff was amazing. The continental buffet was perfect to get the day started. A very R and R place to stay!

Reviewed on 7 Feb 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 showing a house, a beach and tropical scenes

Grace Bay

3 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.

Find hotels in Grace Bay

Top hotels in Leeward Settlement

Blue Haven Resort - All-Inclusive

Blue Haven Resort - All-Inclusive

4.5 out of 5
Leeward Marina Providenciales Providenciales
The price is £898 per night from 12 Mar to 13 Mar
£898
12 Mar - 13 Mar
includes taxes & fees
8.8/10 Excellent! (701 reviews)
Food was delicious. Rooms are clean and beautiful. Would highly recommend paying extra for a private ride

Reviewed on 6 Feb 2026

Blue Haven Resort - All-Inclusive
The Atrium Resort

The Atrium Resort

3.5 out of 5
Governor's Road Providenciales Providenciales
8.2/10 Very Good! (210 reviews)
Pool is beautiful and well maintained. Location was convenient to everything we wanted to do and beach was an easy 5 minute walk

Reviewed on 29 Dec 2025

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The Atrium Resort
Beach Enclave

Beach Enclave

5 out of 5
47 Joe Wood Drive Providenciales
10/10 Exceptional! (3 reviews)
Our recent stay at Beach Enclave North Shore was absolutely unforgettable. From the moment we arrived, we were captivated by the breathtaking beauty of the surroundings. The villa itself was stunning – spacious, luxurious, and impeccably maintained. The private pool and beach was a highlight, offering ...

Reviewed on 10 Apr 2025

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Beach Enclave
See all 1,721 properties in Leeward Settlement
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 Holidays
All Inclusive Holidays
Beach Holidays
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Family Friendly Holidays

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 £1,274. 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.

Things to do

2 Hour Champagne Sunset Cruise from Grace Bay, Providenciales

2 Hour Champagne Sunset Cruise from Grace Bay, Providenciales (Adult Only)

£91
per adult
96% of travellers recommend
2 Hour Champagne Sunset Cruise from Grace Bay, Providenciales (Adult Only)
Half-Day Snorkeling & Conch Cruise with Beach Picnic

Half-Day Snorkeling Cruise

£110
per adult
94% of travellers recommend
Half-Day Snorkeling Cruise
4-Hour Catamaran Sail and Snorkel Tour from Grace Bay

4-Hour Catamaran Sail and Snorkel Tour from Grace Bay

£109
per adult
98% of travellers recommend
4-Hour Catamaran Sail and Snorkel Tour from Grace Bay
See all activities in Providenciales

* 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.