Leeward Settlement Trips (flight + hotel)

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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 which includes a sandy beach, tropical scenes and a house

Grace Bay

3 out of top 10 points of interest in this area

The stunning beaches and island views are just a few highlights of Grace Bay. Make a stop by Grace Bay Beach or The Regent Village Shopping Mall while you're exploring the area.

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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 P41,584 per night from Aug 3 to Aug 4
P41,584
P50,733 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (667 reviews)
"Our family of 6 were able To stay in a suite that slept all of us which is unusual. We loved the quiet property and the staff was so friendly and absolutely prompt on any needs we had. Definitely will be coming back!"

Reviewed on Jun 20, 2025

Blue Haven Resort - All Inclusive
The Atrium Resort
The Atrium Resort
3.5 out of 5
Governor's Road, Leeward, Providenciales, Providenciales
8/10 Very Good! (202 reviews)
"Great property with full kitchen. Loved our stay and will return again."

Reviewed on Jun 24, 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 Apr 10, 2025

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Beach Enclave
See all 1,622 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.

Frequently asked questions

How much does a Leeward Settlement vacation package cost?
You can pick up a vacation package to this popular destination on Expedia. However, how much your vacation 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 vacation packages. Keep in mind that school vacation 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 vacation 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 vacation package as soon as possible.
Is it cheaper to book a Leeward Settlement vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and stays individually. Better still, you can customize 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 vacation 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 vacation.
How to plan a trip to Leeward Settlement?

  1. Choose the ideal time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to go to Leeward Settlement.
  2. 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.
  3. 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.
  4. Combine your airfare and accommodations: After you've settled on your travel dates and duration, book the ideal Leeward Settlement vacation package for you.

Popular places to visit

Sibonne Beach showing a sandy beach

Grace Bay Beach

Stretch out on fine white sands and marvel at the intense turquoise blue of the Caribbean waters on this pristine and photogenic stretch of shore.

Grace Bay Beach
Chalk Sound

Chalk Sound

Explore the great outdoors at Chalk Sound, a lovely green space in Providenciales. Stroll along the seaside in this romantic area, or seek out the snorkeling spots.

Chalk Sound

Smith’s Reef

Commune with nature and explore the great outdoors at Smith’s Reef during your travels in Providenciales.

Smith’s Reef

Things to do

Clear Kayak Photoshoot in Turks and Caicos Islands Providenciales

Clear Kayak Photoshoot in Turks and Caicos Islands Providenciales

P7,809
per adult
82% of travellers recommend
Clear Kayak Photoshoot in Turks and Caicos Islands Providenciales
Clear Kayak Drone Photoshoot

Clear Kayak Drone Photoshoot

P7,332
per adult
80% of travellers recommend
Clear Kayak Drone Photoshoot
Clear Kayak Tour in Turks & Caicos Islands

Clear Kayak Tour in Turks & Caicos Islands

P6,461
per adult
80% of travellers recommend
Clear Kayak Tour in Turks & Caicos Islands
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.