Leeward Settlement Holidays from £2,103

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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

Dream Villas Provo

3.5 out of 5
Blue Hills
Save 100% on your flight
Price was £3,837, price is now £2,103 per person
£2,103
per person
15 Jun - 21 Jun
found 2 hours ago
Return flight included
London (LON) to Providenciales (PLS)
9.2/10 Wonderful! (62 reviews)
Beautiful beachfront stay! Clean, relaxing, and perfect for a peaceful getaway.

Reviewed on 8 May 2026

Long Bay Beach Club

Long Bay Beach Club

5 out of 5
Long Bay Hills
Price was £12,217, price is now £5,939 per person
£5,939
per person
6 Aug - 11 Aug
found 1 day ago
Return direct flight included
London (LHR) to Providenciales (PLS)
10/10 Exceptional! (3 reviews)
The Somerset on Grace Bay

The Somerset on Grace Bay

5 out of 5
Grace Bay
Save 100% on your flight
Price was £4,083, price is now £2,813 per person
£2,813
per person
6 Aug - 11 Aug
found 1 day ago
Return direct flight included
London (LHR) to Providenciales (PLS)
9.6/10 Exceptional! (186 reviews)
Very clean grounds, very clean suite (thank you, Katia!). Staff are lovely. Lots of repeat guests. Very quiet rooms. To be honest when we first got there we were not sure it was for us, it’s a little older and the restaurant food isn’t special. But the place grows on you and is very quaint. If they could level-up the food, we’d return in a second. I also loved the yoga class by Lizzie on Tuesday morning. So nice. May be back next year.

Reviewed on 21 Mar 2026

The Strand Turks and Caicos

The Strand Turks and Caicos

4.5 out of 5
Cooper Jack Bay Settlement
Price was £3,591, price is now £2,495 per person
£2,495
per person
6 Aug - 11 Aug
found 1 day ago
Return direct flight included
London (LHR) to Providenciales (PLS)
9.6/10 Exceptional! (17 reviews)
All rooms have straight view of the ocean. The staff was very helpful and daily housekeeping excellent. They also provided sail “turn down” service and replenished towels and water. The architectural design of hotel is outstanding and blends with the topography of the Turks

Reviewed on 12 May 2026

The Palms Turks and Caicos

The Palms Turks and Caicos

5 out of 5
Grace Bay
Save 100% on your flight
Price was £3,941, price is now £2,746 per person
£2,746
per person
6 Aug - 11 Aug
found 1 day ago
Return direct flight included
London (LHR) to Providenciales (PLS)
9.2/10 Wonderful! (1,002 reviews)
Excellent room and amenities. Parallel Waitress not so great but CiCis is excellent.

Reviewed on 11 May 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

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.

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 £947 per night from 22 May to 23 May
£947
22 May - 23 May
includes taxes & fees
9/10 Wonderful! (744 reviews)
Small but nice

Reviewed on 11 May 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! (214 reviews)
Clean condo, nice pool. Missing daily maintenance and providing necessities.

Reviewed on 10 Apr 2026

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The Atrium Resort
Beach Enclave

Beach Enclave

5 out of 5
47 Joe Wood Drive Providenciales
8.8/10 Excellent! (8 reviews)
Beautiful property and beautiful location. Staff was incredible, restaurant was the best we had on the island, vibe is good, super private, very elevated. Rooms are smaller than appear on the pictures but still beautiful.

Reviewed on 5 Apr 2026

Get rates
Beach Enclave
See all 1,727 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
Beach Holidays
Family Friendly Holidays
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 £2,103. 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.

Popular places to visit

Caption---- Pelican beach, Providenciales, Turks and Caicos, BVI

Pelican Beach

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.

Pelican Beach

Things to do

2 Hour Champagne Sunset Cruise from Grace Bay, Providenciales

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

£90
per adult
96% of travellers recommend
2 Hour Champagne Sunset Cruise from Grace Bay, Providenciales (Adult Only)
4-Hour Catamaran Sail and Snorkel Tour from Grace Bay

4-Hour Catamaran Sail and Snorkel Tour from Grace Bay

£107
per adult
98% of travellers recommend
4-Hour Catamaran Sail and Snorkel Tour from Grace Bay
Half-Day Snorkeling & Conch Cruise with Beach Picnic

Half-Day Snorkeling Cruise

£119
per adult
94% of travellers recommend
Half-Day Snorkeling Cruise
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.